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2-Phenylphenol

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Name

2-Phenylphenol

EINECS 201-993-5
CAS No. 90-43-7 Density 1.111 g/cm3
PSA 20.23000 LogP 3.05920
Solubility 0.7 g/L (20 °C) in water Melting Point 57-59 °C(lit.)
Formula C12H10O Boiling Point 282 °C at 760 mmHg
Molecular Weight 170.211 Flash Point 140.3 °C
Transport Information UN 3077 9/PG 3 Appearance Off-white powder
Safety 22-61 Risk Codes 36/37/38-50-37/38/50-36
Molecular Structure Molecular Structure of 90-43-7 (11 -Hydroxy-2-phenylbenzene) Hazard Symbols IrritantXi, DangerousN
Synonyms

1,1'-Biphenyl-2-ol;2-Biphenylol;2-Hydroxybiphenyl;2-hydroxydiphenyl;

Article Data 265

2-Phenylphenol Synthetic route

86-26-0

2-methoxy-1,1'-biphenyl

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With boron tribromide In dichloromethane at 0 - 25℃;100%
With boron tribromide In dichloromethane at -80℃;
1444-65-1

(RS)-2-phenylcyclohexanone

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With palladium chloride*2MeCN; chloranil In 1,4-dioxane at 100℃; for 18h;100%
Multi-step reaction with 2 steps
1: dimethyl sulfoxide; oxygen; palladium(II) trifluoroacetate / acetic acid / 12 h / 80 °C / Reflux; Sealed tube
2: dimethyl sulfoxide; iodine / nitromethane / 24 h / 100 °C / Sealed tube; Green chemistry
View Scheme
533-58-4

2-Iodophenol

98-80-6

phenylboronic acid

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With potassium phosphate; SBA-Si-PEG-Pd(PPh3)n In water at 50℃; for 10h; Suzuki coupling;99%
With palladium 10% on activated carbon; potassium carbonate In water at 20 - 80℃; for 18.5h; Suzuki-Miyaura Coupling; Inert atmosphere;97%
With bis(1,1'-ethylene-3,3'-divinylimidazole-2,2'-diylidene)nickel(II) dibromide dihydrate; potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;96%
1178513-84-2

6-tert-butyl-6-phenyl-6H-dibenzo[c,e][1,2]oxasiline

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 70℃; for 5h;99%
1022-21-5

trimethyl(biphenyl-2-yloxy)silane

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;99%
4688-76-0

2-Biphenylboronic acid

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With oxygen; N-ethyl-N,N-diisopropylamine; [5,6]fullerene-C70 In chloroform; toluene at 20℃; for 12h; Irradiation;98%
With N,N-dimethyl-p-toluidine N-oxide In dichloromethane at 20℃; for 0.0166667h;95%
With tert.-butylhydroperoxide; potassium tert-butylate In water at 20 - 50℃; for 5h;90%
132-64-9

dibenzofuran

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With sodium hydride at 190 - 192℃; for 7h;92.5%
With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h;84%
With lithium aluminium tetrahydride; cobalt acetylacetonate; sodium t-butanolate In toluene at 140℃; for 24h; Inert atmosphere; Sealed tube;81%
2052-07-5

2-Bromobiphenyl

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation;91%
2051-60-7

2-chloro-1,1'-biphenyl

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; tris-(dibenzylideneacetone)dipalladium(0); cesiumhydroxide monohydrate In 1,4-dioxane at 110℃; Inert atmosphere; Glovebox; Sealed tube;90%
With water; silica gel; copper(II) oxide at 525 - 600℃;
With water; sodium carbonate at 300 - 360℃;
863418-13-7

(Z)-4-phenylocta-1,4,7-trien-3-one

90-43-7

2-Phenylphenol

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; for 2h;90%

2-Phenylphenol Chemical Properties

Molecule structure of 2-Phenylphenol (CAS NO.90-43-7):

IUPAC Name: 2-Phenylphenol 
Molecular Weight: 170.2072 g/mol
Molecular Formula: C12H10
Density: 1.111 g/cm3 
Melting Point: 57-59 °C(lit.)
Boiling Point: 282 °C at 760 mmHg 
Flash Point: 140.3 °C
Index of Refraction: 1.604
Molar Refractivity: 52.72 cm3
Molar Volume: 153.1 cm3 
Surface Tension: 44.5 dyne/cm
Enthalpy of Vaporization: 54.18 kJ/mol
Vapour Pressure: 0.00202 mmHg at 25 °C 
Storage Temp.: 0-6 °C
Water Solubility: 0.7 g/L (20 °C)
Sensitive: hygroscopic
XLogP3: 3.1
H-Bond Donor: 1
H-Bond Acceptor: 1
Rotatable Bond Count: 1
Tautomer Count: 3
Exact Mass: 170.073165
MonoIsotopic Mass: 170.073165
Topological Polar Surface Area: 20.2
Heavy Atom Count: 13
Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2O
InChI: 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
EINECS: 201-993-5
Product Categories: Industrial/Fine Chemicals; Aromatic Compounds; Biphenyl & Diphenyl ether

2-Phenylphenol Uses

 2-Phenylphenol (CAS NO.90-43-7) is commonly used as a carrier for hydrophobic synthetic polyvinyl chloride fiber, polyester when using carrier dyeing methos.It also can be used as surface-active agent, sterilizing preservatives, dyes intermediates. The primary use of 2-phenylphenol is as an agricultural fungicide. It is also used for disinfection of seed boxes. It is used to disinfect hospital and veterinary equipment. It is a general surface disinfectant, used in households, hospitals, nursing homes, farms, laundries, barber shops, and food processing plants. It can be used on fibers and other materials. Other uses are in rubber industry and as a laboratory reagent. It is also used in the manufacture of other fungicides, dye stuffs, resins and rubber chemicals.

2-Phenylphenol Toxicity Data With Reference

1.    

skn-rbt 250 mg

    MccSB#    Personal Communication from Susan B. McCollister, Dow Chemical U.S.A., Midland, MI 48640, to NIOSH, Cincinnati, OH 45226, June 15, 1984 15JUN84
2.    

skn-rbt 20 mg/24H MOD

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,228.
3.    

eye-rbt 50 µg/24H SEV

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,228.
4.    

mmo-sat 60 µg/plate

    ENMUDM    Environmental Mutagenesis. 5 (Suppl 1)(1983),3.
5.    

cyt-hmn:fbr 200 µg/L

    MUREAV    Mutation Research. 54 (1978),255.
6.    

msc-hmn:emb 20 mg/L

    MUREAV    Mutation Research. 156 (1985),123.
7.    

msc-hmn:oth 15 mg/L

    TRENAF    Kenkyu Nenpo-Tokyo-toritsu Eisei Kenkyusho. 35 (1984),399.
8.    

cyt-ham:ovr 100 mg/L

    MUREAV    Mutation Research. 141 (1984),95.
9.    

orl-rat LD50:2000 mg/kg

    NNGADV    Nippon Noyaku Gakkaishi. 3 (1978),365.
10.    

unr-rat LD50:2700 mg/kg

    TRENAF    Kenkyu Ne

2-Phenylphenol Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon. France.: ) (single copies can be ordered from WHO Publications centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 30 (1983),p. 329.(World Health Organization, Internation Agency for Research on Cancer,Lyon. France.: ) (single copies can be ordered from WHO Publications centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; NTP Carcinogenesis Studies (dermal); No Evidence: mouse NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-301,86 . . Reported in EPA TSCA Inventory. On Community Right-To-Know List.

2-Phenylphenol Safety Profile

Hazard Codes: IrritantXi, DangerousN
Risk Statements: 36/37/38-50-37/38/50-36 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R50:Very toxic to aquatic organisms. 
R37/38:Irritating to respiratory system and skin. 
R36:Irritating to eyes.
Safety Statements: 22-61 
S22:Do not breathe dust. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3077 9/PG 3
WGK Germany: 2
RTECS: DV5775000
HazardClass: 9
PackingGroup: III
HS Code: 29071900
A poison by intraperitoneal route. Moderately toxic by ingestion and possibly other routes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. Severe eye and moderate skin irritant. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits acrid smoke and irritating fumes.

2-Phenylphenol Specification

 2-Phenylphenol (CAS NO.90-43-7) is also named as 'Dowicide A' ; (1,1'-Biphenyl)-2-ol ; 1-Hydroxy-2-phenylbenzene ; 2-Biphenylol ; 2-Fenylfenol ; 2-Fenylfenol [Czech] ; 2-Hydroxybifenyl ; 2-Hydroxybifenyl [Czech] ; 2-Hydroxybiphenyl ; 2-Hydroxydiphenyl ; 4-06-00-04579 (Beilstein Handbook Reference) ; AI3-00062 ; Anthrapole 73 ; BRN 0606907 ; Biphenyl, 2-hydroxy- ; Biphenyl-2-o1 ; CCRIS 1388 ; Caswell No. 623AA ; Dowicide 1 ; Dowicide 1 antimicrobial ;
EPA Pesticide Chemical Code 064103 ; HSDB 1753 ; Invalon OP ; Kiwi lustr 277 ; NCI-C50351 ; NSC 1548 ; Nectryl
OPP [pesticide] ; Orthohydroxydiphenyl ; Orthophenylphenol ; Orthoxenol ; Phenol, o-phenyl- ; Phenyl-2 phenol ; USAF EK-2219 ; o-Biphenylol ; o-Diphenylol ; o-Hydroxybiphenyl ; o-Hydroxydiphenyl ; o-Phenyl phenol ; o-Phenylphenol ; o-Phenylphenol, cosmetic grade ; o-Xenol . 2-Phenylphenol (CAS NO.90-43-7) is off-white powder. It is insoluble in water.
2-Phenylphenol react as a weak organic acid. Exothermically neutralizes bases. It 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. It can react with oxidizing agents. 2-Phenylphenol is combustible.

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