All Photos(3)

305197

Sigma-Aldrich

Benzyl alcohol

anhydrous, 99.8%

Synonym(s):
Benzenemethanol, BnOH
Linear Formula:
C6H5CH2OH
CAS Number:
Molecular Weight:
108.14
Beilstein:
878307
EC Number:
MDL number:
eCl@ss:
39023110
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

anhydrous

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.

Packaging

1, 6×1, 2 L in Sure/Seal™
100 mL in Sure/Seal™

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Certificate of Analysis

Certificate of Origin

The most stable conformer of benzyl alcohol.
Miller BJ, et al.
Chemical Physics Letters, 466(1), 21-26 (2008)
Engineering Escherichia coli for renewable benzyl alcohol production.
Pugh S, et al.
Metabolic Engineering Communications, 2, 39-45 (2015)
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)
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)
Kseniya Yu Vlasova et al.
Journal of colloid and interface science, 552, 689-700 (2019-06-09)
Magnetic liposomes are shown to release the entrapped dye once modulated by low frequency AC MF. The mechanism and effectiveness of MF application should depend on lipid composition, magnetic nanoparticles (MNPs) properties, temperature and field parameters. The study was performed

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