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Sigma-Aldrich

Benzyl alcohol

anhydrous, 99.8%

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Synonym(s):
BnOH, Benzenemethanol
Linear Formula:
C6H5CH2OH
CAS Number:
100-51-6
Molecular Weight:
108.14
Beilstein:
878307
EC Number:
202-859-9
MDL number:
MFCD00004599
eCl@ss:
39023110
PubChem Substance ID:
57648443
NACRES:
NA.21

grade

anhydrous

Quality Level

100

vapor density

3.7 (vs air)

vapor pressure

13.3 mmHg ( 100 °C)
3.75 mmHg ( 77 °C)

Assay

99.8%

form

liquid

autoignition temp.

817 °F

expl. lim.

0.34-6.3 %

impurities

<0.003% water
<0.005% water (100 mL pkg)

refractive index

n20/D 1.539 (lit.)

bp

203-205 °C (lit.)

mp

−16-−13 °C (lit.)

solubility

water: soluble 33 g/L at 20 °C

density

1.045 g/mL at 25 °C (lit.)

SMILES string

OCc1ccccc1

InChI

1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2

InChI key

WVDDGKGOMKODPV-UHFFFAOYSA-N

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General description

Benzyl alcohol is a monoaromatic primary alcohol widely used as a solvent and as an intermediate in cosmetic formulations, pharmaceutical and flavor/fragrance industries. It is capable of forming an intramolecular OH.... π hydrogen bond and it exists in gauche cis conformation around the alcoholic group.

Application

Benzyl alcohol reacts with triethyl phosphite and zinc iodide to form the corresponding phosphonates. It may also be used in the preparation of benzyl bromoacetate by reacting with bromoacetyl bromide in the presence of sodium hydrogen carbonate.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332 - H319

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

213.8 °F - DIN 51758

Flash Point(C)

101 °C - DIN 51758

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Convenient Synthesis of a-Diazoacetates from a-Bromoacetates and N,N'-Ditosylhydrazine: Preparation of Benzyl Diazoacetate
Ideue E, et al.
Organic Syntheses, 89, 501-501 (2012)
Synthesis of a 2,2-Dichloroimidazolidine-4,5-dione and its Application in a Chlorodehydroxylation
David Schilter D and Bielawski CW
Organic Syntheses, 93, 413-413 (2016)
Surface functionalized TiO2 supported Pd catalysts for solvent-free selective oxidation of benzyl alcohol.
Weerachawanasak P, et al.
Catalysis Today, 250, 218-225 (2015)
Engineering Escherichia coli for renewable benzyl alcohol production.
Pugh S, et al.
Metabolic Engineering Communications, 2, 39-45 (2015)
The most stable conformer of benzyl alcohol.
Miller BJ, et al.
Chemical Physics Letters, 466(1), 21-26 (2008)
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