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P-METHYLPHENYLACETALDEHYDE

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P-METHYLPHENYLACETALDEHYDE Basic information

Product Name:
P-METHYLPHENYLACETALDEHYDE
Synonyms:
  • (4-Methylphenyl)acetaldehyde
  • (4-methyl-phenyl)-acetaldehyde
  • 4-methyl-benzeneacetaldehyd
  • 4-methyl-Benzeneacetaldehyde
  • 4-methyl-phenyl-acetaldehyde
  • P-TOLYLACETALDEHYDE
  • benzeneacetaldehyde,-methyl-
  • 4-TOLYLACETALDEHYDE
CAS:
104-09-6
MF:
C9H10O
MW:
134.18
EINECS:
203-173-2
Product Categories:
  • Aromatic Aldehydes & Derivatives (substituted)
  • Aldehydes
  • Benzene derivatives
  • Phenyls & Phenyl-Het
Mol File:
104-09-6.mol
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P-METHYLPHENYLACETALDEHYDE Chemical Properties

Melting point:
40°C
Boiling point:
221.5°C (estimate)
Density 
1.0052
refractive index 
1.5255 (estimate)
FEMA 
3071 | P-TOLYLACETALDEHYDE
storage temp. 
2-8°C
Odor
at 10.00 % in dipropylene glycol. fresh sweet green cortex lilac narcissus nutty phenolic fruity cherry
Odor Type
green
JECFA Number
1023
LogP
2.24
EPA Substance Registry System
Benzeneacetaldehyde, 4-methyl- (104-09-6)
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P-METHYLPHENYLACETALDEHYDE Usage And Synthesis

Chemical Properties

p-Tolylacetaldehyde has a powerful and refreshing green-fruity, "forest-like", sweet, floral odor of moderate tenacity. The undiluted material has a rather sharp initial odor, but sweetness predominates in the diluted product. The taste is sweet-fruity, mildly green at concentrations near 10 ppm.

Uses

4-Methylphenylacetaldehyde (p-Tolylacetaldehyde) is used in perfumes, e.g., in soap, in tobacco fragrances, in the preparation of pesticides, etc.

Preparation

From p-methylbenzaldehyde; also from p-methylbenzyl chloride and hexamethylene tetramine.The methods of preparation correspond closely to those of phenylacetaldehyde. Thus, the compound can be prepared by glycidic ester synthesis from 4-methylbenzaldehyde and chloroacetate ester, by hydroformylation of 4-methylbenzylhalide with Co2(CO)8Na2CO3 in acetonitrile, or by oxidation of 4-methylstyrene.

Production Methods

p-Tolylacetaldehyde can be produced 1) from para-Methylbenzaldehyde via Darzen's reaction. 2) from para-Methylbenzy lchloride plus Hexamethyiene tetramine.

Definition

ChEBI: (4-Methylphenyl)acetaldehyde is a member of phenylacetaldehydes.

Taste threshold values

Taste characteristics at 10 ppm: sweet, fruity cherry with spicy an nutty nuances.

Synthesis Reference(s)

Synthetic Communications, 17, p. 677, 1987 DOI: 10.1080/00397918708075741

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