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4-Methoxyphenylacetone

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4-Methoxyphenylacetone Basic information

Product Name:
4-Methoxyphenylacetone
Synonyms:
  • 4-ANISYL ACETONE
  • 4-METHOXYBENZYL METHYL KETONE
  • 4-METHOXYPHENYLACETONE
  • 4-ACETONYLANISOLE
  • 1-(P-METHOXYPHENYL)-2-PROPANONE
  • 3-(4-METHOXYPHENYL)-2-PROPANONE
  • 1-(4-METHOXYPHENYL)-2-PROPANONE
  • P-METHOXYBENZYL METHYL KETONE
CAS:
122-84-9
MF:
C10H12O2
MW:
164.2
EINECS:
204-578-7
Product Categories:
  • ketone
  • API intermediates
  • Aromatic Ketones (substituted)
  • Aromatics
  • Miscellaneous Reagents
  • 122-84-9
Mol File:
122-84-9.mol
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4-Methoxyphenylacetone Chemical Properties

Melting point:
<-15 °C
Boiling point:
145 °C/25 mmHg (lit.)
Density 
1.067 g/mL at 25 °C (lit.)
vapor pressure 
1.37Pa at 25℃
FEMA 
2674 | 1-(P-METHOXYPHENYL)-2-PROPANONE
refractive index 
n20/D 1.525(lit.)
Flash point:
215 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Methyl Acetate: 50 mg/ml
form 
Liquid
color 
Clear light yellow to yellow-green
Odor
at 10.00 % in dipropylene glycol. sweet fruity creamy spicy green anisic balsamic licorice fennel
Odor Type
fruity
Water Solubility 
3.084g/L at 25℃
JECFA Number
813
BRN 
2044332
InChIKey
WFWKNGZODAOLEO-UHFFFAOYSA-N
LogP
1.55 at 25℃
CAS DataBase Reference
122-84-9(CAS DataBase Reference)
NIST Chemistry Reference
2-Propanone, 1-(4-methoxyphenyl)-(122-84-9)
EPA Substance Registry System
2-Propanone, 1-(4-methoxyphenyl)- (122-84-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
23-24/25
WGK Germany 
2
RTECS 
UC2990000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29145000
Toxicity
LD50 orl-rat: 3330 mg/kg FCTXAV 17,857,79

MSDS

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4-Methoxyphenylacetone Usage And Synthesis

Aroma

Mild, yet somewhat "gassy" Hawthorne-Anise type odor of good tenacity. It has some resemblance to Methylacetophenone, but is not nearly as harsh or pungent.

Description

l-(p-Methoxyphenyl)-2-propanone has an odor and taste similar to anise. May be obtained by boiling α- or β-anetholglycol with a 20% solution of sulfuric acid, or from l-(p-methoxyphenyl)- propan-l,2-ol by treatment with diluted sulfuric acid.

Chemical Properties

1-(p-Methoxyphenyl)-2-propanone has an odor and taste similar to anise.

Chemical Properties

Pale Yellow Liquid

Occurrence

Reported found in Chinese star anise and in Russian star anise; also reported found in sweet and common fen nel, chervil (Anthriscus cerefolium) and Illicium verum and cherry

Uses

A volatile compound released by flowering plants to attractant insects

Application

4-Methoxyphenylacetone is used occasionally in perfumes, but more frequent ly in flavor compositions. In fruit and imitation Vanilla, sometimes in Walnut or Cherry flavors, it may be used in traces, equivalent to 0.5 to 5 ppm in the finished product.

Definition

ChEBI: 1-(4-Methoxyphenyl)-2-propanone is an alkylbenzene.

Preparation

Obtained by boiling α- or β-anetholglycol with a 2% solution of sulfuric acid, or from 1-(p-methoxyphenyl)-propan-1,2-ol by treatment with diluted sulfuric acid.

Taste threshold values

Taste characteristics at 15 ppm: sweet spicy, with green anisic, minty nuances.

Synthesis Reference(s)

The Journal of Organic Chemistry, 61, p. 1748, 1996 DOI: 10.1021/jo9518314

General Description

Asymmetric amination of 4-methoxyphenylacetone was studied.

Flammability and Explosibility

Not classified

Safety Profile

Moderately toxic by ingestion andother routes. A skin irritant. A flammable liquid.

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