ChemicalBook > CAS DataBase List > Benzhydrol

Benzhydrol

Product Name
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
Formula Weight
184.24
MOL File
91-01-0.mol
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Benzhydrol Property

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)
NIST Chemistry Reference
Benzenemethanol, «alpha»-phenyl-(91-01-0)
EPA Substance Registry System
Benzenemethanol, .alpha.-phenyl- (91-01-0)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H303May be harmfulif swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H320Causes eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

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

Anchoring of carboxylic acids and alcohols

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).

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.
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.]

Benzhydrol Preparation Products And Raw materials

Raw materials

ZINC Benzophenone

Preparation Products

3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene ERIO GREEN B CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL 1-BENZHYDRYLPIPERAZINE Indigo Carmine 2-Chlorotrityl chloride
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Benzhydrol Suppliers

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View Lastest Price from Benzhydrol manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Benzhydrol 91-01-0
Price
US $55.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-11-26
Jinan Finer Chemical Co., Ltd
Product
Benzhydrol 91-01-0
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
2000mt/year
Release date
2021-06-22
Hebei Weibang Biotechnology Co., Ltd
Product
Benzhydrol 91-01-0
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-29

91-01-0, BenzhydrolRelated Search:

Benzyl alcohol Diphenylsilanediol 4'-tert-Butyl-4-chlorobutyrophenone 4'-tert-Butylacetophenone 4',5'-DIBROMOFLUORESCEIN Benzilic acid Methyl benzilate 4,4'-Dichlorobenzhydrol 1,1,3-Triphenylpropargyl alcohol 2',7'-Dichlorofluorescein ALPHA-NAPHTHOLBENZEIN o-Methyl benzhydrol TETRAIODOPHENOLPHTHALEIN DIBENZOSUBERENOL Benzhydrol, 4-chloro-,Benzhydrol, p-chloro-,P-CHLORO BENZHYDROL 4,4'-Difluorobenzhydrol ERYTHROSIN B Triphenylmethanol

  • ALPHA-PHENYLBENZENEMETHANOL
  • BENZHYDROL
  • BENZOHYDROL
  • DIPHENYLCARBINOL
  • DIPHENYLMETHANOL
  • HYDROXYDIPHENYL METHANE
  • Benzenemethanol,alpha-phenyl-
  • Benzhydryl alcohol
  • 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
  • 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
  • Benzhydrol,(Diphenylcarbinol
  • Trichlorethyl Benzoquinone
  • BENZHYDROL 99%
  • BENZHYDROL 99+%
  • benzhydrylalcohol
  • benzydrol
  • Diphenylmethyl alcohol
  • diphenylmethylalcohol
  • α-phenylbenzenemethanol
  • Dimenhydrinate EP Impurity D(Benzyhydrol)
  • Diphenhydramine Impurity 4（Diphenhydramine EP Impurity D）
  • Benzhydrol &gt
  • Cyclizine impurity B CRS
  • Dimenhydrinate EP Impurity I (Benzhydrol)
  • Benzenemethanol, α-phenyl-
  • Dimenhydrinate Impurity 9 (Dimenhydrinate EP Impurity I)
  • Diphenhydramine EP Impurity D (Diphenylmethanol/ Benzhydrol)
  • Cyclizine impurity B (Y0000887)
  • Diphenhydramine Impurity D
  • Diphenylcarbinol pure, 99%
  • Dimenhydrinate Impurity I
  • Diphenhydramine EP Impurity D（Dimenhydrinate EP Impurity I/Ebastine EP Impurity A）
  • Cyclizine Hydrochloride Impurity B