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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

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Hironao Sajiki et al.
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
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
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
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
B J Day et al.
Research communications in chemical pathology and pharmacology, 76(1), 117-120 (1992-04-01)
Pulmonary metabolites of p-xylene, p-methylbenzyl alcohol (PMBA) and 2,5-dimethylphenol (DMP), were employed to investigate the divergent effects of p-xylene on pulmonary and hepatic metabolism. Rats were given PMBA, DMP, or 10% cremophore (control) ip daily for 3 days, and effects
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