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ORTHO-PHENYLPHENOL


CAS NO:90-43-7
EC NO:201-993-5

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. 
Ortho-Phenylphenol 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. 
Ortho-Phenylphenol is used as a reagent for the determination of trioses, as a household disinfectant and in dish-washing formulations .

Ortho-Phenylphenol appears as light lavender crystals or solid.
Ortho-Phenylphenol is a natural product found in Vaccinium macrocarpon, Vaccinium vitis-idaea, and other organisms with data available.
Biphenyl-2-ol is a member of the class of hydroxybiphenyls that is biphenyl substituted by a hydroxy group at position. 
Ortho-Phenylphenol is generally used as a post-harvest fungicide for citrus fruits. 
Ortho-Phenylphenol has a role as an environmental food contaminant and an antifungal agrochemical. 
Ortho-Phenylphenol derives from a hydride of a biphenyl.

Ortho-phenylphenol (OPP, or 2-phenylphenol) and its water-soluble salt, sodium ortho-phenylphenate (SOPP), are antimicrobial agents used as bacteriostats, fungicides, and sanitizers. Both have been used in agriculture to control fungal and bacterial growth on stored crops, such as fruits and vegetables. 
SOPP is applied topically to the crop and then rinsed off, leaving the chemical residue, OPP. Most agricultural food applications have been revoked, but OPP and SOPP are still used on pears and citrus.

Ortho-phenylphenol is still used as a disinfectant fungicide for industrial applications, on ornamental plants and turfs, in paints, and as a wood preservative. In the past, it was used in home sanitizers for surfaces. 
Ortho-phenylphenol is volatile and has limited water solubility, whereas SOPP is not volatile and is more water soluble. Both chemicals degrade within hours to weeks in the environment.

2-Phenylphenol, or o-phenylphenol, is an organic compound. In terms of structure, it is one of the monohydroxylated isomers of biphenyl.
Ortho-phenylphenol is a white solid. 
Ortho-phenylphenol 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
The primary use of 2-phenylphenol is as an agricultural fungicide. It is generally applied post-harvest. 
Ortho-phenylphenol is a fungicide used for waxing citrus fruits. 
Ortho-phenylphenol is no longer a permitted food additive in the European Union, but is still allowed as a post-harvest treatment in 4 EU countries.

Ortho-phenylphenol is also used for disinfection of seed boxes. 
Ortho-phenylphenol is a general surface disinfectant, used in households, hospitals, nursing homes, farms, laundries, barber shops, and food processing plants. 
Ortho-phenylphenol can be used on fibers and other materials. 
Ortho-phenylphenol is used to disinfect hospital and veterinary equipment. Other uses are in rubber industry and as a laboratory reagent. 
Ortho-phenylphenol is also used in the manufacture of other fungicides, dye stuffs, resins and rubber chemicals.

Ortho-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.

Ortho-phenylphenol is also used as a fungicide in food packaging and may migrate into the contents.

Preparation
Ortho-phenylphenol is prepared by condensation of cyclohexanone to give cyclohexenylcyclohexanone. The latter undergoes dehydrogenation to give 2-phenylphenol.

Properties:
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)

Leathers: Due to its preservative properties, Ortho-phenylphenol is used as an auxiliary to protect leather through various production stages, from hide to finished good

Textiles: Ortho-phenylphenol may be used in textile material production as a  dye carrier, especially for synthetic fibers.

About Ortho-phenylphenol
Helpful information
Ortho-phenylphenol is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 to < 100 tonnes per annum.

Ortho-phenylphenol is used by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Biocidal Uses
Ortho-phenylphenol is approved for use as a biocide in the EEA and/or Switzerland, for: human hygiene, disinfection, veterinary hygiene, food and animals feeds, product preservation, preservation for working / cutting fluids.

Ortho-phenylphenol is being reviewed for use as a biocide in the EEA and/or Switzerland, for: preservation films, preservation of fibres, leather, rubber, or polymers, preservation for construction materials.

Consumer Uses
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which Ortho-phenylphenol is most likely to be released to the environment.

Article service life
ECHA has no public registered data on the routes by which Ortho-phenylphenol is most likely to be released to the environment. ECHA has no public registered data indicating whether or into which articles the substance might have been processed.

Widespread uses by professional workers
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. Ortho-phenylphenol is used in the following areas: health services.
Other release to the environment of Ortho-phenylphenol is likely to occur from: indoor use as processing aid.

Formulation or re-packing
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. Release to the environment of Ortho-phenylphenol can occur from industrial use: formulation of mixtures.

Uses at industrial sites
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. Ortho-phenylphenol is used for the manufacture of: chemicals.
Release to the environment of Ortho-phenylphenol can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates) and for thermoplastic manufacture.

Manufacture
Release to the environment of Ortho-phenylphenol can occur from industrial use: manufacturing of the substance.


Specifications:
Appearance:    White to Almost white powder to crystal
Purity(GC):    min. 99.0 %
Melting point:    57.0 to 60.0 °C

Properties :
Melting Point:    59 °C
Boiling Point:    286 °C
Solubility in water:    Insoluble
Degree of solubility in water:    700 mg/l   25 °C
Solubility (very soluble in):    Ether

General Description:
Light lavender crystals or solid.

Reactivity Profile:
Ortho-phenylphenol(90-43-7) 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 .

Air & Water Reactions:
Insoluble in water.

Potential Exposure:
Ortho-phenylphenol is used in the manufacture of plastics, resins, rubber, as Agricultural chemical, in making fungicides; as an intermediate in making dye stuffs and rubber chemicals; a germicide; used in food packaging.

Description
Ortho-phenylphenol is more selective than other free phenols but does produce phytotoxic effects. 

Production Methods
Ortho-phenylphenol 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.

Uses
Fungicides: fruit and vegetable preservative. 
Ortho-phenylphenol is mainly used for the treatment of citrus epidermis mold.

For the European Economic Community countries and the United States, in addition to be applied citrus, can still use it for cucumber, carrot, apple, melon, tomatoes and so on. Japan is limited to citrus with the maximum residue 0.01g/kg (1990).

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. 
Ortho-phenylphenol 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.

Ortho-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.

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.

Ortho-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.

Ortho-phenylphenol is used as the carrier of carrier dyeing method of hydrophobic synthetic fiber polyvinyl chloride and polyester, surfactants, bactericidal preservatives, dye intermediates.

Ortho-phenylphenol can be used for preservation of fruits and vegetables.

Ortho-phenylphenol can be applied to fluorescence determination of triose. 
Ortho-phenylphenol can also be used as Dye intermediates.

Used as a deoxyribonuclease (DNase) inhibitor.

Ortho-phenylphenol is used as a dye intermediate, plasticizer, rubber chemical and as a preservative in water-oil emulsions. 
Ortho-phenylphenol is used as an antimicrobial preservative in cosmetics and an antimicrobial additive in the manufacture of metalworking fluids, leather, adhesives and textiles. Further, it serves as a disinfectant in households, hospitals, nursing homes, farms, laundries, barber shops, veterinary equipment and food processing plants. 
Ortho-phenylphenol is also employed in the production of resins and rubber chemicals. In addition to this, it is used as a polymer material, stabilizer and flame retardant.

Physical State: Crystals
Appearance: white
Odor: mild odor - characteristic odor
pH: Not available.
Vapor Pressure: 7 mm Hg @ 140C
Vapor Density: Not available.
Evaporation Rate:Not available.
Viscosity: 2.4 mPas 100. deg C
Boiling Point: 282 deg C @ 760.00mm Hg
Freezing/Melting Point:57.0 - 59.0 deg C
Decomposition Temperature:Not available.
Solubility: Insoluble.
Specific Gravity/Density:1.2130g/cm3
Molecular Formula:C12H10O
Molecular Weight:170.21

Ortho-phenylphenol Usage
1.Ortho-phenylphenol is used in anti-rust oil (fat) products. 
Ortho-phenylphenol has obvious anti-corrosion effect on copper and its alloys, silver and its alloys. 
Ortho-phenylphenol is mostly used as a vapor phase corrosion inhibitor for copper and copper alloys. , car antifreeze, photographic antifogging agent, polymer stabilizer, plant growth regulator, lubricant additives.

2.Ortho-phenylphenol can also be used as a chromium smog preparation in the chrome plating industry to prevent the occurrence and harm of chromium fog. Increase the brightness of the plated parts.

3.Ortho-phenylphenol can also be used in combination with various scale inhibitors and bactericidal algaecides.

4.Ortho-phenylphenol is also an excellent UV absorber with an absorption wavelength of 290-390 nm. 
Ortho-phenylphenol can be used in outdoor coating additives to significantly reduce the fading of pigments caused by UV damage, etc.

Ortho-phenylphenol is used as a carrier, surfactant, antiseptic and dye intermediate for hydrophobic synthetic fibers such as chlorinated polyamide and polyester. In Japan, 2-hydroxybiphenyl and its sodium salt are used for the fungicide of citrus. In the wax mixed with 0.8% of the goods, the use of spray method in the citrus after harvest, can also be used with biphenyl, rot blue to a minimum. The range of fruits allowed to be used in the United Kingdom, the United States and Canada.

Ortho-phenylphenol has a strong bactericidal function, used as wood, leather, paper preservative and fruit and vegetable meat storage preservative. 
Ortho-phenylphenol is also used in the production of flame retardants, preservatives, dye carriers, surfactants, dye intermediates, cosmetics and for the production of advanced explosives.

Ortho-phenylphenol is used for strong bactericidal function, used as wood, leather, paper, as well as preservative preservation of fruits and vegetables, meat preservation.
Used as a hydrophobic synthetic fiber polyvinyl chloride, polyester and other carriers using carrier staining method, surfactants, bactericidal preservatives, dyes intermediates.

Application:
1.Ortho-phenylphenol is used for strong sterilization function, as preservative for wood, leather, paper, fruits, vegetables and meat.
2.Ortho-phenylphenol can be used for hydrophobic synthetic fiber, such as the carrier of chloroprene and dacron carrier dyeing method and the dye intermediate; Or plastic heat stabilizer, surfactant, etc.
3.Ortho-phenylphenol is mainly used to prepare oil-soluble o-phenylphenol formaldehyde resin in industry. This resin is used in varnishes with excellent water and alkali stability.
4.Ortho-phenylphenol is also used as a reagent for the analysis and detection of sugar in bioanalytical chemistry.
5.Ortho-phenylphenol can also be used in the rubber industry as additives, photographic chemicals.

Ortho-phenylphenol is used for strong bactericidal function, used as wood, leather, paper, as well as preservative preservation of fruits and vegetables, meat preservation. Used as a hydrophobic synthetic fiber polyvinyl chloride, polyester and other carriers using carrier staining method, surfactants, bactericidal preservatives, dyes intermediates.

1.Mould inhibitor; Fruit and vegetable preservative. 
Ortho-phenylphenol is mainly used for mildew prevention of citrus epidermis
2.As antiseptic fungicide, it can be used for citrus preservation according to Chinese regulations. The maximum usage is 3.0g/kg, and the residual amount is not more than 12mg/kg
3.Ortho-phenylphenol is used for strong sterilization function, used for wood, leather, paper preservation .
4.Ortho-phenylphenol is used as carrier, surfactant, antiseptic and intermediate of dye for hydrophobic synthetic fibers such as chloron and dacron by carrier dyeing.
5.Use of fluorescent determination of propyl sugar reagent. Dye intermediate.
6.Used as deoxyribonuclease (DNase) inhibitor; Used as a reagent for analysis and detection of propionate.


IUPAC names
2-biphenylol
2-hydroxybiphenyl
2-Phenylphenol
2-phenylphenol
2-phenylphenol
2-phenylphenol (ISO)
[1,1'-biphenyl]-2-ol
Biphenyl-2-ol
biphenyl-2-ol
o-Phenylphenol
ortho-phenylphenol
Phenylphenol

SYNONYMS:
[1,1′-Biphenyl]-2-ol
[1,1'-Biphenyl]-2-ol [ACD/Index Name]
[1,1'-biphenyl]ol
215-333-9 [EINECS]
2-Biphenylol [ACD/IUPAC Name]
2-Biphenylol [German] [ACD/IUPAC Name]
2-Biphénylol [French] [ACD/IUPAC Name]
2-hydroxybiphenyl
2-Hyroxybiphenyl
2-Phenylphenol [BSI] [ISO] [Wiki]
3959
90-43-7 [RN]
Biphenyl-2-ol
Biphenylol
D343Z75HT8
Hydroxyphenylbenzene
MFCD00002208 [MDL number]
o-hydroxybiphenyl
o-Phenylphenol
Ortho-phenylphenol
Orthoxenol
o-Xenol
"[1,1`-BIPHENYL]-2-OL"
(1,1'-Biphenyl)-2-ol
(1,1-Biphenyl)-2-ol
1,1'-Biphenyl-2-ol
112380-10-6 [RN]
192076-92-9 secondary RN [RN]
1-Hydroxy-2-phenylbenzene
2-(2,3,4,5,6-pentadeuteriophenyl)phenol
201-993-5MFCD00002208
2-Diphenylol, 2-Phenylphenol, 2-Hydroxydiphenyl
2-Fenylfenol [Czech]
2-hydroxy biphenyl
2-Hydroxy-1,1'-biphenyl
2-Hydroxybifenyl [Czech]
2-Hydroxybiphenyl (2-Phenylphenol)

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