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2-Phenylphenol

CAS No.
90-43-7
Chemical Name:
2-Phenylphenol
Synonyms
OPP;O-PHENYLPHENOL;Phenylphenol;O-HYDROXYBIPHENYL;[1,1'-BIPHENYL]-2-OL;BIPHENYL-2-OL;ORTHO-PHENYLPHENOL;2-BIPHENYLOL;2-HYDROXYBIPHENYL;o-Xenol
CBNumber:
CB0365303
Molecular Formula:
C12H10O
Molecular Weight:
170.21
MDL Number:
MFCD00002208
MOL File:
90-43-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-31 15:25:16
Product description Number Pack Size Price
2-Phenylphenol 99% P28263 2kg $275
2-Phenylphenol certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland 93681 50 mg $106
2-Phenylphenol PESTANAL , analytical standard 45529 250mg $53.7
2-Phenylphenol >99.0%(GC) P0200 25g $27
2-Phenylphenol >99.0%(GC) P0200 500g $91
More product size

2-Phenylphenol Properties

Melting point 57-59 °C(lit.)
Boiling point 282 °C(lit.)
Density 1.21
bulk density 600kg/m3
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.
form Crystalline Flakes
pka 10.01(at 25℃)
color White
Odor nearly wh. or lt. buff crystals, mild char. sweetish odor
PH 7 (0.1g/l, H2O, 20℃)
explosive limit 1.4-9.5%(V)
biological source synthetic
Water Solubility 0.7 g/L (20 ºC)
Sensitive Hygroscopic
Merck 14,7304
JECFA Number 735
BRN 606907
Henry's Law Constant 9.4×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Stability Stable. Combustible. Incompatible with strong oxidizing agents, halogens.
Major Application flavors and fragrances
Cosmetics Ingredients Functions PRESERVATIVE
InChI 1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H
InChIKey LLEMOWNGBBNAJR-UHFFFAOYSA-N
SMILES Oc1ccccc1-c2ccccc2
LogP 3.18 at 22.5℃
Toxicology and Carcinogenesis Toxicology and Carcinogenesis Studies of ORTHO-Phenylphenol (CASRN 90-43-7) Alone and with 7,12-Dimethylbenz(a)anthracene (CASRN 57-97-6) in Swiss CD-1 Mice (Dermal Studies)
Substances Added to Food (formerly EAFUS) O-PHENYLPHENOL
FDA 21 CFR 175.105; 176.210; 177.1632;177.2600; 178.1010
CAS DataBase Reference 90-43-7(CAS DataBase Reference)
EWG's Food Scores 6-9
FDA UNII D343Z75HT8
Proposition 65 List o-Phenylphenol
ATC code D08AE06
IARC 3 (Vol. 73) 1999
NIST Chemistry Reference o-Hydroxybiphenyl(90-43-7)
EPA Substance Registry System 2-Phenylphenol (90-43-7)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H303-H315-H319-H317-H351-H335-H410
Precautionary statements  P501-P261-P273-P272-P202-P201-P271-P264-P280-P302+P352-P312-P391-P337+P313-P305+P351+P338-P362+P364-P333+P313-P304+P340+P312-P403+P233-P405
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi,N
Risk Statements  36/37/38-50-37/38/50-36
Safety Statements  22-61
RIDADR  UN 3077 9/PG 3
WGK Germany  2
RTECS  DV5775000
Autoignition Temperature >520 °C
TSCA  TSCA listed
HazardClass  9
PackingGroup  III
HS Code  29071900
Storage Class 11 - Combustible Solids
Hazard Classifications Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data 90-43-7(Hazardous Substances Data)
Toxicity LD50 orally in rats: 2.48 g/kg (Hodge)
REACH Registrations Active
Limited Quantities 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
1
3 0

2-Phenylphenol price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P28263 2-Phenylphenol 99% 90-43-7 2kg $275 2026-04-30 Buy
Sigma-Aldrich 93681 2-Phenylphenol certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland 90-43-7 50 mg $106 2026-04-30 Buy
Sigma-Aldrich 45529 2-Phenylphenol PESTANAL , analytical standard 90-43-7 250mg $53.7 2026-04-30 Buy
TCI Chemical P0200 2-Phenylphenol >99.0%(GC) 90-43-7 25g $27 2026-04-30 Buy
TCI Chemical P0200 2-Phenylphenol >99.0%(GC) 90-43-7 500g $91 2026-04-30 Buy
Product number Packaging Price Buy
P28263 2kg $275 Buy
93681 50 mg $106 Buy
45529 250mg $53.7 Buy
P0200 25g $27 Buy
P0200 500g $91 Buy

2-Phenylphenol Chemical Properties,Uses,Production

Description

2-phenylphenol(OPP) is a broad spectrum fungicide used to protect crops in storage. It is highly soluble in water, moderately voatile but is not expected to be persistent in the environment. OPP is more selective than other free phenols but does produce phytotoxic effects.

Chemical Properties

o-Phenylphenol is a white to buff-colored crystalline solid with a distinct odor. When heated to decomposition, it emits acrid smoke and irritating fumes.

Uses

2-Phenylphenol is a agriculture fungicide and is no longer used as a food additive.

Definition

ChEBI: 2-Phenylphenol is a member of the class of hydroxybiphenyls that is biphenyl substituted by a hydroxy group at position 2. It is generally used as a post-harvest fungicide for citrus fruits. It has a role as an environmental food contaminant and an antifungal agrochemical. It derives from a hydride of a biphenyl.

Preparation

2-Phenylphenol 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. It 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.

Production Methods

OPP is produced as a by-product in the manufacture of diphenyl oxide or by aldol condensation of hexazinone.

Application

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. It is used for the post-harvest control of storage diseases of apples, citrus fruit, stone fruit, tomatoes, cucumbers and other vegetables. It is also used for the protection of textiles and timber and as a fungistat in water-soluble paints.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 2947, 1953 DOI: 10.1021/ja01108a047
Tetrahedron, 40, p. 4981, 1984 DOI: 10.1016/S0040-4020(01)91336-5
The Journal of Organic Chemistry, 26, p. 283, 1961 DOI: 10.1021/jo01060a632

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 .

Fire Hazard

2-Phenylphenol is combustible.

Flammability and Explosibility

Non flammable

Agricultural Uses

Fungicide, Disinfectant, Microbiocide: Used to make fungicides. Also used to make dye stuffs and rubber chemicals, but used primarily as a disinfectant cleaner. Registered for use in the U.S. and U.K.

Trade name

ANTHRAPOLE 73®; DOWCIDE-1®; Invalon OP®; KIWI LUSTR-277®; NECTRYL®; PREVENTOL-O Extra®; REMOL TRF®; TETROSIN OE®; TETROSIN OE-N®; TORSITE®; TUMESCAL OPE®

Mechanism of action

Broad-spectrum, contact. It works by disrupting fungal enzyme activity, interfering with cell membrane integrity, and inhibiting spore germination

Safety Profile

A poison by intraperitoneal route.Moderately toxic by ingestion and possibly other routes.An experimental teratogen. Other experimentalreproductive effects. Human mutation data reported.Severe eye and moderate skin irritant. Questionablecarcinogen wi

Potential Exposure

o-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.

Carcinogenicity

IARC classified SOPP as a B2 carcinogen in 1983, based on reports from Japan that high dietary levels of this sodium salt caused bladder tumors in male rats. Both sodium saccharin and sodium cyclamate also cause bladder tumors at high doses in male rats, but classification of these food additives as B2 carcinogens was recently rescinded by IARC at a meeting in 1998.
The U.S. National Toxicology Program conducted a skin painting study with OPP in groups of 50 mice per sex. The OPP was applied as an acetone solution on 3 days per week for 2 years, both alone and as a promoter with DMBA. No skin neoplasms were observed in either sex treated with OPP alone, and there were no tumor enhancing or inhibiting effects when OPP and DMBA were given in combination.

Metabolic pathway

2-Phenylphenol is not used on growing plants because it is too phytotoxic and there appears to be no information published on its metabolism in plants. Its widespread use as a preservative, disinfectant and fungistat on stored food (either by direct application or impregnated in packaging) requires studies on its environmental fate and metabolism in mammals. Several studies in mammals are available and the compound has been the subject of an evaluation by the UK MAFF Pesticide Safety Directorate (PSD); the results have been published (PSD, 1993). This evaluation was prompted by the discovery of bladder tumours in rats treated with high doses of the compound.
2-Phenylphenol is also used as the sodium and potassium salts where water solublity is important. No information is available specifically on the latter. The metabolism of the free phenol and the sodium salt have been studied separately. Once absorbed into a cell, provided that internal pH control is maintained, the two forms should be indistinguishable.

Shipping

UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Purification Methods

Crystallise it from pet ether. [Beilstein 6 IV 4579.]

Degradation

2-Phenylphenol is readily degraded in surface waters and municipal waste mixtures, and the degradation is biologically mediated. In river water, radiolabelled 2- phenylphenol at concentrations ranging from 1.2 to 120 μg/litre was degraded to about 50% of the initial concentration in 1 week. The addition of mercuric chloride to inhibit biological activity reduced the decrease to only 10% after 30 days. In activated sludge, radiolabelled 2-phenylphenol at 9.6 mg/litre was degraded to 50% of the initial concentration in 24 h. 2-Phenylphenol therefore meets the criteria to be classified as readily biodegradable (FAO/WHO, 1999).

Toxicity evaluation

2-phenylphenol has a moderate to low toxicity to biodiversity. This substance has a low oral mammalian toxicity, is carcinogenic, a neurotoxin and recognised irritant. 2-Phenylphenol and its sodium salt have a low acute toxicity in mammals when administered orally, with LD50 values ranging from 600 to 3500 mg/kg of body weight.
http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/1340.htm

Incompatibilities

Strong bases, strong oxidizers

Toxics Screening Level

The Initial Risk Screening Level (IRSL) for Ortho-phenylphenol is 1.1 μg/m3 based on an annual averaging time.

Waste Disposal

In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Pesticide Type

Fungicide

1022-21-5
90-43-7
Synthesis of 2-Phenylphenol from Silane, ([1,1'-biphenyl]-2-yloxy)trimethyl-
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