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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
UNSPSC Code:
12352104
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

WGK

WGK 1

Flash Point(F)

213.8 °F

Flash Point(C)

101 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Surface functionalized TiO2 supported Pd catalysts for solvent-free selective oxidation of benzyl alcohol.
Weerachawanasak P, et al.
Catalysis Today, 250, 218-225 (2015)
The most stable conformer of benzyl alcohol.
Miller BJ, et al.
Chemical Physics Letters, 466(1), 21-26 (2008)
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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