SODIUM ORTHOPHENYL PHENOL
SODIUM ORTHOPHENYL PHENOL
Sodium orthophenyl phenol = SOPP = 2-Phenylphenol
CAS Number: 132-27-4
E number: E232 (preservatives)
Molar Mass: 192.19 g/mol
Molecular Formula: C12H9NaO
Sodium orthophenyl phenol is a compound used as a disinfectant.
Sodium orthophenyl phenol is the sodium salt of 2-phenylphenol.
Sodium orthophenyl phenol is a compound used as a disinfectant.
Sodium orthophenyl phenol is the sodium salt of 2-phenylphenol.
Sodium orthophenyl phenol is used as a preservative in food industry.
Sodium orthophenyl phenol is a compound used as a disinfectant.
Sodium orthophenyl phenol is the sodium salt of 2-phenylphenol.
As a food additive, Sodium orthophenyl phenol has E number E232.
2-Phenylphenol, or o-phenylphenol, is an organic compound.
In terms of structure, Sodium orthophenyl phenol is one of the monohydroxylated isomers of biphenyl.
Sodium orthophenyl phenol is a white solid.
Sodium orthophenyl phenol is a biocide used as a preservative with E number E231 and under the trade names Dowicide, Torsite, Fungal, Preventol, Nipacide and many others.
Uses of Sodium orthophenyl phenol:
The primary use of 2-phenylphenol is as an agricultural fungicide.
Sodium orthophenyl phenol is generally applied post-harvest.
Sodium orthophenyl phenol is a fungicide used for waxing citrus fruits.
Sodium orthophenyl phenol is no longer a permitted food additive in the European Union, but is still allowed as a post-harvest treatment in 4 EU countries.
Sodium orthophenyl phenol is also used for disinfection of seed boxes.
Sodium orthophenyl phenol is a general surface disinfectant, used in households, hospitals, nursing homes, farms, laundries, barber shops, and food processing plants.
Sodium orthophenyl phenol can be used on fibers and other materials.
Sodium orthophenyl phenol is used to disinfect hospital and veterinary equipment.
Other uses are in rubber industry and as a laboratory reagent.
Sodium orthophenyl phenol is also used in the manufacture of other fungicides, dye stuffs, resins and rubber chemicals.
2-Phenylphenol is found in low concentrations in some household products such as spray disinfectants and aerosol or spray underarm deodorants.
The sodium salt of orthophenyl phenol, sodium orthophenyl phenol, is a preservative, used to treat the surface of citrus fruits.
Orthophenyl phenol is also used as a fungicide in food packaging and may migrate into the contents.
Sodium orthophenyl phenol is one of the chemicals that the Hyperactive Children’s Support Group recommends be eliminated from the diet of children.
As a food additive, Sodium orthophenyl phenol has the E number E232.
Description of Sodium orthophenyl phenol:
OPP is more selective than other free phenols but does produce phytotoxic effects.
Sodium o-phenylphenate (SOPP) is used in practice because Sodium orthophenyl phenol is much less phytotoxic to fruits and has a greater water solubility.
Tomkins (42) tried to diminish the phytotoxic effect by esterification of the phenolic group.
Acetate and butyrate esters gave efficient control of Botrytis on grapes and Monilia on peaches, but esters of o-phenylphenol are easily hydrolyzed into the free phenol.
The methyl ether was less active against Diplodia and virtually inactive against Penicillia.
Chemical Properties
Off-white powder
Chemical Properties
o-Phenylphenol is a white to buff-colored crystalline solid.
2-Phenylphenol has a distinct odor.
Sodium orthophenyl phenol emits acrid smoke and irritating fumes when Sodium orthophenyl phenol is heated to decomposition.
Uses
2-Phenylphenol is used for the post-harvest control of storage diseases of apples, citrus fruit, stone fruit, tomatoes, cucumbers and other vegetables.
Sodium orthophenyl phenol is also used for the protection of textiles and timber and as a fungistat in water-soluble paints.
Sodium orthophenyl phenol is used as the sodium salt in paint and some other applications.
2-Phenylphenol is a agriculture fungicide and is no longer used as a food additive.
2-phenylphenol is remarkably versatile organic chemical products, widely used antiseptic, auxiliaries and surfactant synthesis of new plastics, resins and polymer materials in areas such as stabilizers and flame retardants.
Definition
ChEBI: A member of the class of hydroxybiphenyls that is biphenyl substituted by a hydroxy group at position 2.
Sodium orthophenyl phenol is generally used as a post-harvest fungicide for citrus fruits.
Preparation
From chlorobenzene.
Production Methods
OPP is produced as a by-product in the manufacture of diphenyl oxide or by aldol condensation of hexazinone.
Current global production is estimated to be less than 10 million lb per year.
Chief uses of products containing OPP are as disinfectants, antimicrobials, preservatives, antioxidants, and sanitizing solutions in various industries.
Preferred IUPAC name
Sodium [1,1′-biphenyl]-2-olate
Other names
(1,1′-Biphenyl)-2-ol, sodium salt
2-Hydroxydiphenyl sodium
o-Phenylphenol sodium
o-Phenylphenol, sodium
Sodium o-phenylphenol
Sodium 2-phenylphenolate
Sodium o-phenylphenate
2-Phenylphenol, or o-phenylphenol, is an organic compound that consists of two linked benzene rings and a phenolic hydroxyl group.
Sodium orthophenyl phenol is a white or buff-colored, flaky crystalline solid with a melting point of about 57 °C.
Sodium orthophenyl phenol is a biocide used as a preservative under the trade names Dowicide, Torsite, Preventol, Nipacide and many others.
CAS Number: 132-27-4
ChEMBL: ChEMBL1903906
ChemSpider: 10764729
ECHA InfoCard: 100.004.597
E number: E232 (preservatives)
PubChem CID: 23675735
UNII: KFV9K7N7UI
CompTox Dashboard (EPA): DTXSID2021153
Preparation
Sodium orthophenyl phenol is prepared by condensation of cyclohexanone to give cyclohexenylcyclohexanone.
The latter undergoes dehydrogenation to give 2-phenylphenol.
Preferred IUPAC name
[1,1′-Biphenyl]-2-ol
General Description
Light lavender crystals or solid.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
2-Phenylphenol react as a weak organic acid. Exothermically neutralizes bases.
May react with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides to generate flammable gas (H2) and the heat of the reaction may ignite the gas.
Is sulfonated very readily (for example, by concentrated sulfuric acid at room temperature) in exothermic reactions.
May be nitrated very rapidly.
Nitrated phenols often explode when heated and also form metal salts that tend toward detonation by rather mild shock.
Can react with oxidizing agents .
Other names
2-Phenylphenol
2-Biphenylol
o-Phenylphenol
Biphenylol
2-Hydroxybiphenyl
Orthophenyl phenol
o-Xenol
Orthoxenol
Chemical properties
Bright purple crystals
uses of Sodium orthophenyl phenol:
1.Fungicides: fruit and vegetable preservative.
Sodium orthophenyl phenol is mainly used for the treatment of citrus epidermis mold.
2.For the European Economic Community countries and the United States, in addition to be applied citrus, can still use Sodium orthophenyl phenol for cucumber, carrot, apple, melon, tomatoes and so on.
Japan is limited to citrus with the maximum residue 0.01g/kg (1990).
3.The usage condition of Sodium orthophenyl phenol in each country is as follows (allowable amount, mg/kg) Canadian cherry, 5; citrus, cucumber, pepper, pineapple, tomato, 10; sweet potato, 15; carrot, peach, plum fruit, 20;
Melon, 12. European citrus, 12. Dutch citrus, 10. English citrus, 70; apple, pear, pineapple, 10; melon, 125. Orange, pepper, pineapple, tomato, sweet potatoes, 15
carrots, peaches, plums, pears, pears, pears, pears, pears, pomegranates, citrus, cucumber, grapefruit: 20; apple, pear, 25; Roman melon, 125 (edible part ≤10).
4.Usage method: The goods is embedded into wax at about 0.8% with spray or dipping way for treatment, being able to prevent the corruption caused by the Gectricnumdidum.
Sodium orthophenyl phenol is of the best efficacy with biphenyl.
For the treatment of mildew caused by P. digitation in citrus, 60.% of the untreated product was moldy in about 3 to 5 weeks while only 3.4% of the treated product became moldy finally.
5.2-Phenylphenol can be used as antiseptic fungicide.
China provides that it can be used for citrus preservation with the maximum usage amount of 3.0g/kg and the residue amount being not greater than 12 mg/kg.
6.As antiseptic fungicide, the provisions of China can also be used for citrus preservation, the maximum use of 3.0g/kg and residue being not greater than 12mg/kg.
7.2-Phenylphenol is used for strong bactericidal function, being used for the preservation of wood, leather and paper as well as storage of fruits and vegetables and meat preservation.
8.2-hydroxy biphenyl is used as the carrier of carrier dyeing method of hydrophobic synthetic fiber polyvinyl chloride and polyester, surfactants, bactericidal preservatives, dye intermediates.
In Japan, 2-hydroxy biphenyl and sodium salt is used for the prevention of citrus mildew.
We can embed into wax with 0.8% of the product and spray into the post-harvest citrus, or can also use Sodium orthophenyl phenol in combination with biphenyl, being able to minimize the corruption.
Britain, the United States, and Canada allow the use of a larger range of fruits, including apples, pears, pineapple and so on.
The goods, as a preservative is also used in cosmetics.
The oral LD50 of 2-hydroxybiphenyl to rats was 2.7-3.0 g/kg.
9.Sodium orthophenyl phenol can be used for preservation of fruits and vegetables.
10.2-Phenylphenol can be applied to fluorescence determination of triose.
Sodium orthophenyl phenol can also be used as Dye intermediates.
11.Sodium orthophenyl phenol is used as a deoxyribonuclease (DNase) inhibitor;
Identification test
Take 1 mL of 1% ethanol solution, plus 4 mL of 0.2% borax solution and a small amount of small crystals of 2,6-dichloro benzoquinone chloride imine, after shaking, the solution should be green to blue.
Take 1 mL of 1% of the sample ethanol solution, plus 1 mL of formaldehyde sulfuric acid solution (TS-113), the interface should be red.
Content analysis
Accurately weigh about 2 g of powder sample, add 25 mL of sodium hydroxide test solution (TS-224), if necessary, Sodium orthophenyl phenol can be warmly dissolved.
Add water to 500ml after cooling and take Sodium orthophenyl phenol as a sample solution.
Take 25 mL of this sample solution and transfer into the iodine bottle, accurately add 30 mL of 0.1mol/L potassium bromate solution plus 5 mL potassium bromide test solution (TS-181) 5 mL and 50 mL methanol for thoroughly shaking.
Quickly add about 10 mL of 1: 1 dilute hydrochloric acid, immediately plug and gently shake for a reaction of 30s.
Take 15 ml of potassium iodide solution (TS-192) and place into the upper part of the iodine bottle, and the stopper was let out to let Sodium orthophenyl phenol flow in.
After thoroughly rinsing the stopper and bottle with water, the sample was shaken for 5 min.
The free iodine was titrated with 0.1 mol/L sodium thiosulfate solution and the starch test solution (TS-235) was used as the indicator.
The same method is applied for blank test to obtain content according to the following formula.
Content (%) = 4.255 × (a-b) /sample amount (g) × 50 × 100%
Where a-blank consumption of sodium thiosulfate volume, m1;
B-Sample solution consumption of sodium thiosulfate volume, ml.
ortho-Phenylphenol and its sodium salt are used in the rubber industry, as agricultural fungicides and as disinfectants.
ortho-Phenylphenol is also used as an intermediate for dyes, resins and rubber chemicals, as a germicide, as a preservative and in food packaging.
Sodium orthophenyl phenol is used as a disinfectant and fungicide for impregnation of fruit wrappers and disinfection of seed boxes and is applied during the dormant period to control apple canker.
Sodium orthophenyl phenol is used as a reagent for the determination of trioses, as a household disinfectant and in dish-washing formulations
2-Phenylphenol
2-Hydroxybiphenyl
90-43-7
Biphenyl-2-ol
O-PHENYLPHENOL
2-Biphenylol
o-Hydroxybiphenyl
2-Hydroxydiphenyl
o-Hydroxydiphenyl
o-Phenyl phenol
[1,1′-Biphenyl]-2-ol
Phenylphenol
Biphenylol
Sources and uses
SOPP does not occur naturally in the environment.
SOPP was included in a survey issued pursuant to section 71 of CEPA.
In 2008, SOPP was reported to be manufactured (10 000 to 100 000 kg) and imported (1 000 to 10 000 kg) into Canada.
On the basis of information submitted pursuant to Section 71 of CEPA, SOPP was reported to be used commercially in building or construction materials, with no consumer uses reported.
Sodium orthophenyl phenol is used as a material preservative agent.
Additional uses identified in Canada are presented.
Orthoxenol
o-Diphenylol
Orthophenylphenol
Torsite
o-Xenol
Dowicide 1
o-Biphenylol
Orthohydroxydiphenyl
Nectryl
Tumescal OPE
ortho-Phenylphenol
Preventol O extra
Remol TRF
Physical and chemical properties
A summary of chemical properties of SOPP are presented.
When experimental information was limited or not available for a property, data from analogues were used for read-across and/or (Q)SAR models were used to generate predicted values for the substance.
Additional physical and chemical properties are reported in ECCC.
Chemical formula: C12H10O
Molar mass: 170.211 g·mol−1
Density: 1.293 g/cm3
Melting point: 55.5 to 57.5 °C (131.9 to 135.5 °F; 328.6 to 330.6 K)
Boiling point: 280 to 284 °C (536 to 543 °F; 553 to 557 K)
2-Phenylphenol (ortho-phenylphenol, OPP), and sodium o-phenylphenate, SOPP, were first evaluated by the 1962 JECFA for their use for the post-harvest treatment of fruits and vegetables to protect against microbial damage during storage and distribution in commerce.
Ortho-phenylphenol and Sodium orthophenyl phenols water-soluble salt, sodium ortho-phenylphenate (SOPP), are antimicrobial agents used as bacteriostats, fungicides, and sanitizers.
In our data, our data cover 99% solid OPP.
Ortho phenyl phenol (OPP) is widely used in disinfectants industry, material preservation industry and flame retardants industry.
As to the ortho phenyl phenol (OPP) downstream application, disinfectants industry is Sodium orthophenyl phenols largest downstream market, which shares 60.32% of the consumption in 2015.
According to the different synthesis process, ortho phenyl phenol (OPP) is divided into chlorobenzene synthesis OPP and cyclohexanone synthesis OPP.
(1,1′-Biphenyl)-2-ol
Phenol, o-phenyl-
Tetrosin oe
1-Hydroxy-2-phenylbenzene
2-Fenylfenol
2-Hydroxybifenyl
o-Xonal
2-Phenyl phenol
Biphenyl, 2-hydroxy-
Invalon OP
Anthrapole 73
2-hydroxy biphenyl
Usaf ek-2219
1,1′-Biphenyl-2-ol
Dowicide
The invention relates to a method for preparing o-phenylphenol sodium salt.
The method comprises the following steps of: dissolving o-phenylphenol in an organic solvent; directly dropwise adding sodium hydroxide solution; directly separating an obtained product out of an organic phase; and filtering and drying to obtain a product, wherein the organic solvent is a mixed solvent of a polar solvent and a non-polar solvent in a volume ratio of 1:0.03-1:0.3, preferably between 1 to 0.05 and 1 to 0.1; the non-polar solvent is an aromatic hydrocarbon solvent or an aliphatic hydrocarbon solvent; and the polar solvent is an ester solvent, a ketone solvent, an alcohol solvent or an ether solvent.
By the method, the appearance of the o-phenylphenol sodium salt can be effectively improved and the content is more than or equal to 99 percent; and the method has the advantages of easily controlled reaction conditions, simple preparation process, energy conservation, emission reduction and the like.
2-Phenylphenol (ortho-phenylphenol, OPP), and sodium o-phenylphenate, SOPP, were first evaluated by the 1962 JECFA for their use for the post-harvest treatment of fruits and vegetables to protect against microbial damage during storage and distribution in commerce.
Ortho-phenylphenol and its water-soluble salt, sodium ortho-phenylphenate (SOPP), are antimicrobial agents used as bacteriostats, fungicides, and sanitizers.
Ortho phenyl phenol (OPP) is widely used in disinfectants industry, material preservation industry and flame retardants industry.
As to the ortho phenyl phenol (OPP) downstream application, disinfectants industry is Sodium orthophenyl phenols largest downstream market, which shares 60% of the consumption in 2017.
According to the different synthesis process, ortho phenyl phenol (OPP) is divided into chlorobenzene synthesis OPP and cyclohexanone synthesis OPP.
Kiwi lustr 277
Hydroxdiphenyl
(1,1-Biphenyl)-2-ol
o-Phenylphenol, cosmetic grade
Dowicide 1 antimicrobial
Orthophenyl phenol
orthohydroxydipbenyl
NCI-C50351
Hydroxy-2-phenylbenzene
2-phenyl-phenol
Nipacide OPP
NSC 1548
2-Hydroxy-1,1′-biphenyl
UNII-D343Z75HT8
MFCD00002208
CHEMBL108829
CHEBI:17043
D343Z75HT8
E231
ortho-Phenylphenol
Chem. Abstr. Serv. Reg. No.: 90-43-7
Chem. Abstr. Name: (1,1′-Biphenyl)-2-ol
IUPAC Systematic Name: 2-Biphenylol
Synonyms: ortho-Biphenylol; ortho-diphenylol; ortho-hydroxybiphenyl; 2-hydroxybiphenyl
2-hydroxy-1,1′-biphenyl; ortho-hydroxydiphenyl; 2-hydroxydiphenyl; 2-phenylphenol; ortho-xenol
Sodium ortho-phenylphenate
Chem. Abstr. Serv. Reg. No.: 132-27-4
Chem. Abstr. Name: (1,1′-Biphenyl)-2-ol, sodium salt
IUPAC Systematic Name: 2-Biphenylol, sodium salt
Synonyms: ortho-Hydroxybiphenyl sodium salt; 2-hydroxybiphenyl sodium salt; 2-hydroxydiphenyl sodium
ortho-phenylphenol sodium salt; 2-phenylphenol sodium salt; sodium 2-biphenylolate
sodium 2-phenylphenate; sodium 2-phenylphenoxide; sodium ortho-phenylphenol
sodium ortho-phenylphenolate; sodium ortho-phenylphenoxide; SOPP
o-phenylphenate
2-HYDROXYBIPHENYL (2-PHENYLPHENOL)
2-Phenylphenol, 99+%
DSSTox_CID_1151
Phenyl-2 phenol
ortho-phenylphenate
DSSTox_RID_75978
DSSTox_GSID_21151Biphenyl-2-o1
Hydroxybiphenyl
2-Fenylfenol [Czech]
Caswell No. 623AA
2-Hydroxybifenyl [Czech]
CAS-90-43-7
OPP [pesticide]
2-Phenylphenol [BSI:ISO]
CCRIS 1388
Phenyl-2 phenol [ISO-French]
HSDB 1753
EINECS 201-993-5
EPA Pesticide Chemical Code 064103
BRN 0606907
Stellisept
Manusept
Rotoline
o-phenyl-phenol
AI3-00062
Production method
(1) Sodium orthophenyl phenol can be recovered from the distillation residue of the process of phenol production via sulfonation.
The phenol distillation residue contains about 40% of phenyl phenol with the other components including phenol, inorganic salts, water and so on.
After vacuum distillation, the mixed phenyl phenol fraction is separated out with the vacuum being 53.3-66.7kPa.
The temperature, started to be cut at 65-75 ℃ to until 100 ℃ above, but should not higher than 1345 ℃.
Then take advantage of the solubility difference of ortho, p-hydroxy biphenyl in the trichlorethylene, the two are separated into pure product.
The mixed material (mainly 2-hydroxy biphenyl and 4-hydroxy biphenyl) is heated to be dissolved in the trichlorethylene, after cooling, first precipitate out 4-hydroxy biphenyl crystal.
After centrifuge filtration, dry to obtain 4-hydroxy biphenyl.
The mother liquor was washed with a sodium carbonate solution, followed by dilute alkaline to make the 2-hydroxybiphenyl salt.
After standing stratification, take the upper 2-hydroxybiphenyl sodium salt for dehydration under reduced pressure, namely, sodium salt products.
The 2-hydroxybiphenylsodium salt is white to light red powder, being easily soluble in water with the solubility in 100g of water being 122g.
The pH value of the 2% aqueous solution is 11.1-12.2.
Sodium orthophenyl phenol is also easily soluble in acetone, methanol, soluble in glycerol, but insoluble in oil.
The sodium salt of 2-hydroxy biphenyl, after acidification, can lead to the formation of 2-hydroxy biphenyl with both of them being food additives.
(2) The mixture of 2-Phenylphenol (o-phenylphenol) and p-phenylphenol is obtained from the by-product of the phenol production by the sulfonation process.
The mixture is heated and dissolved in trichlorethylene.
After cooling crystallization, we can obtain para-phenylphenol with centrifuge filtering and solid drying to obtain Phenylphenol.
The mother liquor was washed with sodium carbonate solution, neutralized with dilute sodium hydroxide and acidified to give o-phenylphenol.
(3) The distillation residue of sulfonation method for production of phenol production contains about 40% of the mixed (para and ortho) phenyl phenol.
Taking advantage of difference of the fractionation and solubility in the trichlorethylene, separate and recover ortho products.
The above distillation residue is subject to vacuum distillation at 53.3~66.7 kPa, collecting the distillate fraction at 65~100 °C, namely mixed phenyl phenol.
The mixture was heated to be dissolved in trichlorethylene with cooling first precipitating out the para-phenyl phenol.
After centrifugal filtration, wash the mother liquor with sodium carbonate solution so that the o-phenyl phenol will become sodium salt.
After standing, take the upper sodium salt, after acidification, we can obtain the product.
(4) Sodium orthophenyl phenol can be obtained through the co-heating of dibenzofuran and sodium metal to about 200 °C with the resulting product subjecting to acid decomposition.
(5) Sodium orthophenyl phenol can be obtained through the diazotization and further hydrolysis of 2-aminobiphenyl.
Tetrosin OE-N
EINECS 262-974-5
Amocid (TN)
Preventol 3041
(1,1′-Biphenyl)-2-ol, chlorinated
PubChem8909
2-Phenylphenol; OPP
Phenylphenol (ortho-)
2-Phenylphenol, 99%
OPP?
ACMC-1BW0D
WLN: QR BREC 201-993-5
2-Phenylphenol, BSI, ISO
SCHEMBL29811
4-06-00-04579 (Beilstein Handbook Reference)
MLS002415765
BIDD:ER0664
[1,1”-biphenyl]-2-ol
DTXSID2021151
FEMA 3959
2-Phenylphenol, >=99%, FG
NSC1548
ZINC968134
Ortho-Phenylphenol (OPP) and its sodium salt, Sodium OrthoPhenylphenate (SOPP) fungicides are broadly applied in California for postharvest treatment of citrus fruits and as disinfectants and preservatives.
Formulations containing these active ingredients (a.i) are used in agricultural, residential, and public access areas; as disinfectants in food handling, commercial/institutional/ industrial and medical settings, as well as a material preservative for a variety of products, including wood.
SOPP is also formulated as an inert ingredient for approximately 123 registered products in the United States.
Due to widespread usage, the general publics including pregnant women are exposed to OPP and SOPP from many sources.
Melting point:57-59 °C(lit.)
Boiling point:282 °C(lit.)
Density 1.21
vapor pressure 7 mm Hg ( 140 °C)
refractive index 1.6188 (estimate)
FEMA 3959 | 2-PHENYLPHENOL
Flash point:255 °F
storage temp. Store below +30°C.
solubility Soluble in ethanol, acetone, benzene,sodium hydroxide, chloroform, acetonitrile, toluene, hexane, ligroin, ethyl ether, pyridine, ethylene glycol, isopropanol, glycol ethers and polyglycols.
pka10.01(at 25℃)
form Crystalline Flakes
color White
PH7 (0.1g/l, H2O, 20℃)
explosive limit1.4-9.5%(V)
Water Solubility 0.7 g/L (20 ºC)
Sensitive Hygroscopic
Merck 14,7304
JECFA Number735
BRN 606907
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, halogens.
InChIKeyLLEMOWNGBBNAJR-UHFFFAOYSA-N
CAS DataBase Reference90-43-7(CAS DataBase Reference)
FDA 21 CFR175.105
Substances Added to Food (formerly EAFUS)O-PHENYLPHENOL
EWG’s Food Scores6-9
FDA UNIID343Z75HT8
NIST Chemistry Referenceo-Hydroxybiphenyl(90-43-7)
IARC3 (Vol. 73) 1999
Proposition 65 Listo-Phenylphenol
EPA Substance Registry System2-Phenylphenol (90-43-7)
AMY40390
NSC-1548
STR07240
Tox21_202415
Tox21_300674
ANW-75569
BBL022484
BDBM50308551
SBB060430
STK177354
AKOS000118750
LS10222
MCULE-6514278919
PS-8698
NCGC00091595-01
NCGC00091595-02
NCGC00091595-03
NCGC00091595-04
NCGC00091595-05
NCGC00091595-06
NCGC00254582-01
NCGC00259964-01
2-Phenylphenol 100 microg/mL in Acetone
61788-42-9
AC-10362
SMR000778031
Introduction ortho-Phenylphenol (OPP) and Sodium orthophenyl phenols sodium salt, sodium ortho-phenylphenate (SOPP), are fungicides for the post-harvest-treatments of fruits and vegetables, among other uses (e.g., disinfections and preservatives).
Scope of the Report:
Ortho-phenylphenol and Sodium orthophenyl phenols water-soluble salt, sodium ortho-phenylphenate (SOPP), are antimicrobial agents used as bacteriostats, fungicides, and sanitizers.
In our data, our data cover 99% solid OPP.
Ortho phenyl phenol (OPP) is widely used in disinfectants industry, material preservation industry and flame retardants industry.
As to the ortho phenyl phenol (OPP) downstream application, disinfectants industry is Sodium orthophenyl phenols largest downstream market, which shares 60.32% of the consumption in 2015.
According to the different synthesis process, ortho phenyl phenol (OPP) is divided into chlorobenzene synthesis OPP and cyclohexanone synthesis OPP.
Background: Due to widespread usage, the general public including pregnant women is routinely exposed to the fungicides, Ortho-Phenylphenol (OPP) and Sodium Ortho‑Phenylphenate (SOPP), from many sources.
Previous data reviews concluded no effects on development or reproduction in animal studies but upon re-analysis we realize that alternative interpretation may exist.
Appearance: Light brown or beige solid
Boiling Point: 286°C
CAS Number: 132-27-4
Density: 1.213 g/cm3
EINECS Number: 205-055-6
IUPAC Name: Sodium [1,1′-biphenyl]-2-olate
InChI: 1S/C12H10O.Na/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;/h1-9,13H;/q;+1/p-1
InChIKey: KSQXVLVXUFHGJQ-UHFFFAOYSA-M
Melting Point: 59 °C
Molar Mass: 192.19 g/mol
Molecular Formula: C12H9NaO
RTECS Number: DV7750000
Synonyms: (1,1′-Biphenyl)-2-ol, Sodium Salt;2-Hydroxydiphenyl Sodium;o-Phenylphenol Sodium;Sodium o-phenylphenol
Sodium 2-phenylphenolate;Sodium o-phenylphenate;Dowicide A;2-Biphenylol Sodium Salt
Origin(s): Synthetic
Other language: Orthophénylphénol
INCI name: O-PHENYLPHENOL
EINECS/ELINCS number: 201-993-5
Food additive: E231
Classification: Regulated, Preservative
2-Phenylphenol 10 microg/mL in Cyclohexane
2-Phenylphenol 1000 microg/mL in Acetone
2-Phenylphenol 10 microg/mL in Acetonitrile
BB 0223993
FT-0654846
H2987
P0200
ST50406167
1,1′-BIPHENYL-2-OL; 2-PHENYLPHENOL
C02499
D08367
2-Phenylphenol, PESTANAL(R), analytical standard
Q209467
SR-01000944520
SR-01000944520-1
W-100332
F0001-2206
Z1262254253
UNII-9P55LV4O0G component LLEMOWNGBBNAJR-UHFFFAOYSA-N
Sodium ortho-phenylphenate is the sodium salt of ortho-phenylphenol.
Description: The sodium salt of E231, Sodium Orthophenyl Phenol is used as an anti fungal derivative of benzene, used to inhibit the growth of mould on citrus fruits.
Biphenyl is a constituent of the wood preservative creosote.
This preservative remains on the skins of fruits when they arrive at the retailer.
Name: Ortho-phenylphenol
DPR Chemical Code: 448
Chemical Class: Substituted phenols and salts
Pesticide Types Registered: Fungicide
Fumigant: No
California Restricted Material: No
Toxic Air Contaminant (TAC): No
Volatile Organic Compound (VOC) Regulations: No
Potential Groundwater Contaminant: No
Reevaluation: Not applicable
Name: Sodium Ortho-phenylphenat
DPR Chemical Code: 248
Chemical Class: Substituted phenols and salts
Pesticide Types Registered: Fungicide
Fumigant: No
California Restricted Material: No
Degradation
2-Phenylphenol has limited water solubilty but Sodium orthophenyl phenol is very soluble in base, forming the alkali metal salts.
Sodium orthophenyl phenol is a stable compound but it would be expected to react with oxygen to form quinones as do other phenols.
The aqueous photolysis of 2-phenylphenol using a high pressure mercury vapour lamp gave phenyl-p-benzoquinone and multi-hydroxylated products.
Degradation was accelerated by oxygen.
The rate of degradation was not given in this paper, the main thrust of which was the primary physical steps in the photolysis process.
2-Phenylphenol was completely degraded during 14 days exposure to sunlight in aqueous solution under conditions where is was stable for 56 days in the dark.
The objective of the study was to demonstrate the photogeneration of mutagens in the presence of nitrate and nitrite.
Bacterial mutagens, probably nitro compounds, were formed only in the presence of nitrite.
(1,1′-biphenyl)-2-ol sodium salt (1:1)
(1,1′-biphenyl)-2-ol, sodium salt
[1,1′-biphenyl]-2-ol, sodium salt
[1,1′-biphenyl]-2-ol, sodium salt (1:1)
2-biphenylol sodium salt
2-biphenylol, sodium salt
2-hydroxybiphenyl sodium salt
2-hydroxydiphenyl sodium
o-phenyl phenol sodium salt
ortho-phenyl phenol sodium salt
2-Biphenylol is found in lemon.
Sodium orthophenyl phenol is an antifungal agent and preservative.
2-Biphenylol is used for post-harvest control of storage disease in apples, citrus fruit, stone fruit, tomatoes, cucumber and peppers through the use of impregnated wrapping materials or by direct application in a wax.
2-Biphenylol is used in food seasonings.
Inhibitory to a wider range of moulds than Biphenyl HMJ12-A.
The practical way of treatment is to immerse citrus fruit in an alkaline aqueous solution of the parent compound or its Na salt
o-phenylphenate sodium
o-phenylphenate, sodium
o-phenylphenol sodium
2-phenylphenol sodium salt
o-phenylphenol sodium salt
ortho-phenylphenol sodium salt
o-phenylphenol, sodium
phenylphenol, sodium salt
2-phenylphenol, sodium salt
o-phenylphenol, sodium salt
sodium (1,1′-biphenyl)-2-olate
sodium [1,1′-biphenyl]-2-olate
Precautions when using SOPP
1)Immersion time should not exceed 3 minutes
2)Fruit picked early in the morning or turgid fruit should be wilted 12-24 hours before immersion in SOPP.
3)Concentration of SOPP at different temperatures should be determined accurately.
4)Control of pH is very important; too low pH can lead to serious burning of fruit. Too higher temperature, coupled with high concentrations, will burn fruit.
5)Fruit should be rinsed with fresh water after immersion in SOPP.
Synonyms
(1,1′-Biphenyl)-2-ol, sodium salt
Sodium o-phenylphenate
Sodium o-phenylphenol
Sodium 2-phenylphenolate
2-Hydroxydiphenyl sodium
o-Phenylphenol sodium
o-Phenylphenol, sodium
Characteristic
Food additive E 231 is an organic compound consisting of phenolic hydroxide groups and two benzene rings.
In appearance Sodium orthophenyl phenol is a white crystalline substance, Sodium orthophenyl phenols melting point is about 57 ° C.
E 231 is obtained synthetically by heating cyclohexanone to 120 ° C together with acid catalysts, and then, the cyclohexenyl cyclohexanone formed must be subjected to catalytic isomerization of diphenyl ether and catalytic dehydrogenation.
The orthophenyl phenol E231 resulting from this long process sometimes contains various impurities of biphenyl or biphenyl oxide, or of phenol.
Sodium orthophenyl phenol belongs to the group of fingocides (substances that fight fungi and their spores) and is a moderately dangerous substance.
Use of Sodium orthophenyl phenol:
The additive E 231 is used in the food industry for processing the outer part of fruits and vegetables, extending their shelf life, protecting them from the harmful effects of fungi and bacteria.
The additive processes not only fruits (most often citrus), but also the containers in which they are transported over long distances.
This substance is also used in cosmetics (sprays, deodorants), as a disinfectant in public places and institutions, for seed treatment in agriculture, as a reagent in the chemical industry.
sodium 2-biphenylate
sodium 2-biphenylolate
sodium 2-hydroxydiphenyl
sodium 2-phenyl phenolate
sodium 2-phenylphenate
sodium 2-phenylphenolate
sodium o-phenol phenate
sodium o-phenolphenate
sodium o-phenyl phenate
sodium o-phenylphenate
sodium o-phenylphenol
sodium o-phenylphenolate
sodium o-phenylphenyolate
sodium ortho-phenol phenate
sodium ortho-phenolphenate
sodium ortho-phenyl phenate
sodium-2-biphenylate
sodium-o-phenylphenate
sodium-o-phenylphenol
sodium, (2-biphenylyloxy)-