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Sodium 2-biphenylate
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Name

Sodium 2-biphenylate

 EINECS 205-055-6
CAS No. 132-27-4 Density 1.213 g/cm3
PSA 23.06000 LogP 3.49740
Solubility 1220 g kg-1 (35 °C) Melting Point 59 °C
Formula C12H9NaO Boiling Point 282 °C at 760 mmHg
Molecular Weight 192.193 Flash Point 140.3 °C
Transport Information UN 3077 9/PG 3 Appearance light brown or beige solid
Safety 22-26-61 Risk Codes 22-37/38-41-50
Molecular Structure Molecular Structure of 132-27-4 (Sodium 2-biphenylate) Hazard Symbols HarmfulXn, DangerousN
Synonyms

2-Biphenylol,sodium salt (8CI);Phenol, o-phenyl-, sodium deriv. (6CI);[1,1'-Biphenyl]-2-ol, sodium salt (9CI);2-Hydroxydiphenyl sodium;2-Phenylphenol sodium salt;Deccosol;Dowicide;Dowicide A;Microban P 2;Mystox WFA;Natriphene;Preventol ON extra;SOPP;2-Biphenylol sodium salt;Sodium 2-hydroxydiphenyl;Sodium 2-phenylphenate;Sodium 2-phenylphenoate;Sodium 2-phenylphenol;Sodium o-phenylphenate;Sodium o-phenylphenol;Sodiumo-phenylphenoxide;Stopmold B;o-Phenylphenol sodium salt;[1,1'-Biphenyl]-2-ol,sodium salt (1:1);

 

Sodium 2-biphenylate Synthetic route

90-43-7

2-Phenylphenol

132-27-4

sodium 2-biphenylate

Conditions
ConditionsYield
With sodium; benzene
With ethanol; sodium
With sodium hydroxide at 60℃;
With sodium hydroxide at 80 - 100℃;

dichlorobis(acetylacetonato)vanadium(IV)

132-27-4

sodium 2-biphenylate

1161750-07-7

VCl(acetylacetonate)2(2-phenylphenoxide)

Conditions
ConditionsYield
In tetrahydrofuran byproducts: NaCl; to Na-compd. in THF a suspension of V-compd. in THF added, molar ratio VCl2(acac)2:NaOAr 1:1, stirred for 3-4 h, refluxed for about 5 h; filtered, solv. removed in vac., treated repeatedly with Et2O and petroleum ether, dried in vac., recrystallized from THF, elem. anal.;99%

dichlorobis(acetylacetonato)vanadium(IV)

132-27-4

sodium 2-biphenylate

1161750-08-8

V(acetylacetonate)2(2-phenylphenoxide)2

Conditions
ConditionsYield
In tetrahydrofuran byproducts: NaCl; to Na-compd. in THF a suspension of V-compd. in THF added, molar ratio VCl2(acac)2:NaOAr 1:2, stirred for 3-4 h, refluxed for about 5 h; filtered, solv. removed in vac., treated repeatedly with Et2O and petroleum ether, dried in vac., recrystallized from THF, elem. anal.;99%
132-27-4

sodium 2-biphenylate

Carbonic acid methyl ester (R)-1-methyl-allyl ester

2-((R)-1-Methyl-allyloxy)-biphenyl

Conditions
ConditionsYield
With Wilkinson's catalyst; phosphorous acid trimethyl ester In tetrahydrofuran at 0 - 20℃; Etherification;96%
132-27-4

sodium 2-biphenylate

16420-13-6

N,N-Dimethylthiocarbamoyl chloride

10345-41-2

O-([1,1'-biphenyl]-2-yl) N,N-dimethylcarbamothioate

Conditions
ConditionsYield
In N,N-dimethyl-formamide 1.) r.t., 2.) 80 deg C, 45 min;86%
In N,N-dimethyl-formamide at 20 - 80℃; Alkylation;86%
132-27-4

sodium 2-biphenylate

286-20-4

cyclohexane-1,2-epoxide

(+/-)-trans-2-(2-phenylphenoxy)cyclohexan-1-ol

Conditions
ConditionsYield
In water for 4h; Heating;62%
124-38-9

carbon dioxide

132-27-4

sodium 2-biphenylate

304-06-3

3-phenylsalicylic acid

Conditions
ConditionsYield
at 190℃; under 15200 Torr; for 24h;40%
38595-77-6

cyclothiophosphazene

132-27-4

sodium 2-biphenylate

144514-50-1

1-(Biphenyl-2-yloxy)-3,3,5,5-tetrachloro-1λ4,3λ5,5λ5-[1,2,4,6,3,5]thiatriazadiphosphinine

Conditions
ConditionsYield
In 1,4-dioxane at 15℃; for 2h;
132-27-4

sodium 2-biphenylate

62-53-3

aniline

79380-82-8

2-hydroxy-5-(phenylazo)biphenyl

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite 1.) 0 deg C, 2.) 0-2 deg C; Yield given. Multistep reaction;
64-17-5

ethanol

132-27-4

sodium 2-biphenylate

3926-62-3

sodium monochloroacetic acid

107352-46-5

ethyl (<1,1'-biphenyl>-2-yloxy)acetate

Conditions
ConditionsYield
(i) H2O, (ii) /BRN= 1718733/, H2SO4; Multistep reaction;

Sodium 2-biphenylate Chemical Properties


IUPAC Name: Sodium 2-phenylphenolate
Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2[O-].[Na+]
InChI: 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
Molecular Weight: 192.18903 [g/mol]
Molecular Formula: C12H9NaO
H-Bond Donor: 0
H-Bond Acceptor: 1 
EINECS: 205-055-6 
Appearance: light brown or beige solid
Density: 1.213 g/cm3
Melting Point: 59 °C
Flash Point: 140.3 °C
Enthalpy of Vaporization: 54.18 kJ/mol
Boiling Point: 282 °C at 760 mmHg
Vapour Pressure: 0.00202 mmHg at 25 °C
Water Solubility: Soluble
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Classification Code of 2-Biphenylol sodium salt (CAS NO.132-27-4): Agricultural Chemical; Fungicide, bactericide, wood preservative; Mutation data; Reproductive Effect; Skin / Eye Irritant; Tumor data

Sodium 2-biphenylate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral 500mg/kg (500mg/kg)   FAO Nutrition Meetings Report Series. Vol. 38A, Pg. 47, 1965.
mouse LD50 oral 683mg/kg (683mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH		 Kenkyu Nenpo--Tokyo-toritsu Eisei Kenkyusho. Annual Report of Tokyo Metropolitan Research Laboratory of Public Health. Vol. 30, Pg. 54, 1979.
rat LD50 oral 656mg/kg (656mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

GASTROINTESTINAL: RELAXATION (ISOLATED TISSUE)		 Kenkyu Nenpo--Tokyo-toritsu Eisei Kenkyusho. Annual Report of Tokyo Metropolitan Research Laboratory of Public Health. Vol. 30, Pg. 57, 1979.

Sodium 2-biphenylate Consensus Reports

IARC Cancer Review: Group 2B 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 Limited 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) . Reported in EPA TSCA Inventory.

Sodium 2-biphenylate Safety Profile

Suspected carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. A human skin irritant. A severe skin irritant to experimental animals. When heated to decomposition it emits toxic fumes of Na2O. 
Hazard Codes: HarmfulXn,DangerousN
Risk Statements: 22-37/38-41-50
 R22:Harmful if swallowed. 
R37/38:Irritating to respiratory system and skin. 
R41:Risk of serious damage to the eyes. 
R50:Very toxic to aquatic organisms.
Safety Statements: 22-26-61 
S22:Do not breathe dust. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3077 9/PG 3
WGK Germany: 2
RTECS: DV7750000
HazardClass: 8
PackingGroup of 2-Biphenylol sodium salt (CAS NO.132-27-4): III

Sodium 2-biphenylate Specification

  2-Biphenylol sodium salt (CAS NO.132-27-4), its Synonyms are (1,1'-Biphenyl)-2-ol, sodium salt ; Sodium o-phenylphenate ; o-Phenyl phenol sodium salt ; 2-Hydroxybiphenyl sodium salt ; 2-Hydroxydiphenyl sodium ; 2-Hydroxydiphenyl, sodium salt ; 2-Phenylphenol sodium salt ; Dowicide ; Dowicide A ; Dowicide A & A flakes ; Dowicide A Flakes ; Phenol, o-phenyl-, sodium deriv. ; Phenylphenol, sodium salt ; Preventol ON & ON Extra ; Preventol ON extra ; Preventol-ON ; Sodium (1,1'-biphenyl)-2-olate .

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