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127809

Sigma-Aldrich

4-Methylbenzyl alcohol

98%

Synonym(s):

(4-Methylphenyl)methanol, (4-Tolyl)methanol, 4-Methylbenzenemethanol, p-Methylbenzyl alcohol, p-Tolualcohol, p-Tolylcarbinol, p-Tolylmethanol

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About This Item

Linear Formula:
CH3C6H4CH2OH
CAS Number:
589-18-4
Molecular Weight:
122.16
EC Number:
209-639-1
MDL number:
MFCD00004664
UNSPSC Code:
12352100
PubChem Substance ID:
24847799
NACRES:
NA.22

assay

98%

bp

217 °C (lit.)

mp

59-61 °C (lit.)

SMILES string

Cc1ccc(CO)cc1

InChI

1S/C8H10O/c1-7-2-4-8(6-9)5-3-7/h2-5,9H,6H2,1H3

InChI key

KMTDMTZBNYGUNX-UHFFFAOYSA-N

General description

4-Methylbenzyl alcohol is widely used in flavoring and fragrances. Used as a precursor to synthesize aldehydes and polycarbonates.

Application

4-Methylbenzyl alcohol was used in the preparation of polycarbonates. It was also used to synthesize alcohols.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Koichiro Mikami et al.
Journal of the American Chemical Society, 135(18), 6826-6829 (2013-05-01)
An organocatalyzed ring-opening polymerization methodology was developed for the preparation of polycarbonates derived from glucose as a natural product starting material. The cyclic 4,6-carbonate monomer of glucose having the 1, 2, and 3 positions methyl-protected was prepared in three steps
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Chemical & pharmaceutical bulletin, 51(3), 320-324 (2003-03-04)
Employment of a Pd/C-pyridine combination as a catalyst is a very useful method for the selective removal (hydrogenolysis) of phenolic O-benzyl, N-Cbz and benzyl ester protective groups and for the selective hydrogenation of nitro and olefin functions of phenol derivatives
Bryce V Plapp et al.
Archives of biochemistry and biophysics, 701, 108825-108825 (2021-03-07)
Enzymes typically have high specificity for their substrates, but the structures of substrates and products differ, and multiple modes of binding are observed. In this study, high resolution X-ray crystallography of complexes with NADH and alcohols show alternative modes of
Selective Oxidation of Benzyl alcohols to Benzaldyhydes under Phase Transfer Catalysis
Chemical Science Review and Letters, 3, 123-126 (2014)
Carla Villa et al.
International journal of cosmetic science, 30(2), 139-144 (2008-04-02)
Several alcohols--interesting as cosmetic fragrances whose main preparative route on an industrial scale or in the research laboratory is the reduction of the corresponding carbonyl compound--were obtained by a solvent-free methodology in a green chemistry context. The process involves the
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