91-01-0

Name	Benzhydrol
CAS	91-01-0
EINECS(EC#)	202-033-8
Molecular Formula	C13H12O
MDL Number	MFCD00004488
Molecular Weight	184.23
MOL File	91-01-0.mol

Chemical Properties

Appearance	off-white powder
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)
Fp	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
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, acids.
Odor Type	green
Water Solubility	Slightly soluble in water.
Merck	14,1090
BRN	1424379
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	91-01-0(EPA Substance)

Safety Data

Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S24/25:Avoid contact with skin and eyes . less more
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 less more

Raw materials And Preparation Products

Hazard Information

Chemical Properties

off-white powder

Uses

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.
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.
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.

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.]

Material Safety Data Sheet(MSDS)

Spectrum Detail

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