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Benzhydrol

CAS No.
91-01-0
Chemical Name:
Benzhydrol
Synonyms
DIPHENYLMETHANOL;benzydrol;Benzhydryl alcohol;BENZOHYDROL;DIPHENYLCARBINOL;ALPHA-PHENYLBENZENEMETHANOL;NSC 32150;BENZHYDROL;BNEZHYDROL;Benzhydrol >
CBNumber:
CB8417044
Molecular Formula:
C13H12O
Molecular Weight:
184.24
MDL Number:
MFCD00004488
MOL File:
91-01-0.mol
MSDS File:
SDS
Last updated:2024-12-18 14:15:32

Benzhydrol Properties

Melting point 65-67 °C (lit.)
Boiling point 297-298 °C (lit.)
Density 1.0120 (rough estimate)
vapor pressure 0.000076 hPa (20 °C)
refractive index 1.5727 (estimate)
Flash point 160 °C
storage temp. Store below +30°C.
solubility 0.52g/l insoluble
form Crystalline Solid
pka 13.55±0.20(Predicted)
color White to beige
Odor at 100.00 %. weedy green rose
Odor Type green
Water Solubility Slightly soluble in water.
Merck 14,1090
BRN 1424379
Stability Stable. Combustible. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, acids.
LogP 2.670
CAS DataBase Reference 91-01-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII S4HQ1H8OWD
NIST Chemistry Reference Benzenemethanol, «alpha»-phenyl-(91-01-0)
EPA Substance Registry System Benzenemethanol, .alpha.-phenyl- (91-01-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H303-H315-H319-H335-H320
Precautionary statements  P264-P305+P351+P338+P337+P313-P305+P351+P338-P261-P280a-P304+P340-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  2
RTECS  DC7452000
Hazard Note  Irritant
TSCA  Yes
HS Code  29062900
Toxicity LD50 orally in Rabbit: 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
NFPA 704
1
2 0

Benzhydrol price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B4856 Diphenylmethanol 99% 91-01-0 5g $34.1 2024-03-01 Buy
Sigma-Aldrich BP1119 Diphenylmethanol British Pharmacopoeia (BP) Reference Standard 91-01-0 25MG $229 2024-03-01 Buy
Sigma-Aldrich 1051602 Cyclizine impurity B United States Pharmacopeia (USP) Reference Standard 91-01-0 50mg $436 2024-03-01 Buy
TCI Chemical D0898 Benzhydrol >99.0%(GC) 91-01-0 25g $18 2024-03-01 Buy
TCI Chemical D0898 Benzhydrol >99.0%(GC) 91-01-0 500g $85 2024-03-01 Buy
Product number Packaging Price Buy
B4856 5g $34.1 Buy
BP1119 25MG $229 Buy
1051602 50mg $436 Buy
D0898 25g $18 Buy
D0898 500g $85 Buy

Benzhydrol Chemical Properties,Uses,Production

Chemical Properties

off-white powder or White or colorless crystals. M.P. 69℃. B.p. 281℃. Practically insoluble in water, soluble in alcohol, miscible with oils. The crystals have a very faint musty-rosy odor, somewhat similar to that of Benzophenonc and Trichloromethyl phenyl carbinyl acetate.

Uses

  1. Benzhydrols are industrially important compounds. On oxidation Benzhydrols yields Benzophenone, which are useful synthones for fullerenes, bioactive oxygen heterocycles, dyes and medicines. Various Cr (VI) and other oxidizing agents are used for oxidizing benzhydrol.
  2. Benzhydrol is widely used as intermediates in pharmaceuticals (including antihistamines), agrochemicals, perfumes and other organic compounds. It is used as a fixative in the perfume industry. It is involved in polymerization reaction as a terminating group. It is used as precursor to prepare modafinil, benztropine and diphehydramine.
  3. Intermediate in the preparation of Modafinil (M482500).

Uses

Anchoring of carboxylic acids and alcohols

Definition

ChEBI: Diphenylmethanol is a secondary alcohol that is diphenylmethane which carries a hydroxy group at position 1. It has a role as a rat metabolite, a bacterial xenobiotic metabolite, a human xenobiotic metabolite and a human urinary metabolite. It is a secondary alcohol and a member of benzyl alcohols. It derives from a hydride of a diphenylmethane.

Preparation

By reduction of Benzophenone, e.g. with zinc in aqueous alkali.

Reactions

Benzhydrol is oxidized to benzophenone, by sodium hypochlorite (commonly known as bleach) in the presence of a phase-transfer catalyst.
Synthesis: In a 20-mL green capped vial, place 1.5 mL of ethyl acetate, 100 mg (0.54 mmol) of benzhydrol and a few drops of methyltricaprylammonium chloride solution (Stark's catalyst or tricaprylmethylammonium chloride). Add a half-inch magnetic stirring bar, and stir until all reagents are dissolved. Cool the solution in an ice bath and add 2 mL of 5% NaOCl (aq) (bleach) dropwise using a 2.5- mL syringe. After the addition of the hypochlorite is complete, allow the reaction to stir for five minutes in the ice-water bath and then stir for a period of one hour at room temperature.
Reduction of benzophenone to benzhydrol
Reduction of benzophenone to benzhydrol.
4MPDC (4-Methyl pyridinium di chromate) is used as oxidizing agent to oxidize benzhydrol. PDC is a mild and selective oxidizing agent and is soluble in water and many organic solvents. Therefore, advantage over inorganic dichromate.

Synthesis Reference(s)

Canadian Journal of Chemistry, 50, p. 3058, 1972 DOI: 10.1139/v72-485
Journal of the American Chemical Society, 55, p. 391, 1933 DOI: 10.1021/ja01328a057
Tetrahedron Letters, 29, p. 139, 1988 DOI: 10.1016/S0040-4039(00)80036-2

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Purification Methods

Crystallise benzhydrol from hot H2O or pet ether (b 60-70o), pet ether containing a little *benzene, from CCl4, or EtOH (1mL/g). An additional purification step includes passage of a *benzene solution through an activated alumina column. It sublimes in a vacuum. Also recrystallise it three times from MeOH/H2O [Naguib J Am Chem Soc 108 128 1986]. [Beilstein 6 IV 4648.]

100-52-7
100-58-3
91-01-0
Synthesis of Benzhydrol from Benzaldehyde and PHENYLMAGNESIUM BROMIDE
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Benzhydrol pictures 2024-12-23 Benzhydrol
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US $0.00 / Kg/Bag 1KG 99% 2000mt/year Jinan Finer Chemical Co., Ltd
Benzhydrol pictures 2024-12-23 Benzhydrol
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US $55.00 / kg 1kg 99% 20 tons Hebei Zhuanglai Chemical Trading Co Ltd
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US $10.00 / KG 100KG 99% 100 mt Hebei Weibang Biotechnology Co., Ltd
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  • US $0.00 / Kg/Bag
  • 99%
  • Jinan Finer Chemical Co., Ltd
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  • Benzhydrol
    91-01-0
  • US $55.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co Ltd
  • Benzhydrol pictures
  • Benzhydrol
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  • US $10.00 / KG
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  • Hebei Weibang Biotechnology Co., Ltd
BENZHYDROL HYDROXYDIPHENYL METHANE Benzenemethanol,alpha-phenyl- alpha-phenyl-benzenemethano a-Phenylbenzenemethanol a-Phenylbenzyl alcohol DIPHENYLCARBINOL(BENZHYDROL) PARA-HYDROXYDIPHENYLMETHANE Benzhydrylalkohol BNEZHYDROL DIPHENYCARBINOL pure Benzhydryl alcoho Diphenylmethanol,Benzhydrol, Diphenyl carbinol NSC 32150 α-Phenylbenzyl Alcohol Diphenylcarbinol Diphenylmethanol BENZHYDROL FOR SYNTHESIS 250 G BENZHYDROL FOR SYNTHESIS 1 KG Benzhydrol, 99% 100GR Twophenyl carbinol Benzhydrol (50 mg) Diphenylmethanol, >=99% DiphenylMethanol 99% Benzhydrol for synthesis Benzhydrol,(Diphenylcarbinol Trichlorethyl Benzoquinone BENZHYDROL 99% BENZHYDROL 99+% benzhydrylalcohol Diphenylmethyl alcohol diphenylmethylalcohol α-phenylbenzenemethanol Diphenhydramine EP impurity D Ebastine Impurity 1(EP Impurity A) 4-Methyl-&alpha Dimenhydrinate EP Impurity I diphenyl-(2-pyridin-4-ylcyclopropyl)methanol 3-(3,5-Dimethyl-4-isoxazolyl)-5-hydroxy-&alpha Dimenhydrinate EP Impurity D(Benzyhydrol) Diphenhydramine Impurity 4(Diphenhydramine EP Impurity D) Benzhydrol > Cyclizine impurity B CRS Benzenemethanol, α-phenyl- Dimenhydrinate EP Impurity I (Benzhydrol) Dimenhydrinate Impurity 9 (Dimenhydrinate EP Impurity I) Diphenhydramine EP Impurity D (Diphenylmethanol/ Benzhydrol) Diphenylcarbinol pure, 99% Cyclizine impurity B (Y0000887) Diphenhydramine Impurity D ALPHA-PHENYLBENZENEMETHANOL BENZOHYDROL DIPHENYLCARBINOL DIPHENYLMETHANOL Benzhydryl alcohol benzydrol Diphenhydramine EP Impurity D(Dimenhydrinate EP Impurity I/Ebastine EP Impurity A) Diphenhydramine Hydrochloride EP Impurity D Benzhydrol, ≥ 99.0%