4-Methylphenylacetic acid Chemical Properties

Melting point:

88-92 °C (lit.)

Boiling point:

265-267 °C (lit.)

Density 

1.0858 (rough estimate)

refractive index 

1.5002 (estimate)

Flash point:

265-267°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

pK1:4.370 (25°C)

form 

Fine Crystalline Powder

color 

White

BRN 

2043528

InChI

InChI=1S/C9H10O2/c1-7-2-4-8(5-3-7)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)

InChIKey

GXXXUZIRGXYDFP-UHFFFAOYSA-N

SMILES

C1(CC(O)=O)=CC=C(C)C=C1

CAS DataBase Reference

622-47-9(CAS DataBase Reference)

NIST Chemistry Reference

p-Tolylacetic acid(622-47-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25

WGK Germany 

3

RTECS 

AJ7569000

HazardClass 

IRRITANT

HS Code 

29163900

MSDS

• Language:English Provider:4-Methylphenylacetic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Methylphenylacetic acid Usage And Synthesis

Chemical Properties

white fine crystalline powder

Uses

p-Tolylacetic acid is a reagent used in the preparation of quaternary amines and epithelial sodium channel inhibition in bronchial epithelium.

Application

4-Methylphenylacetic acid is mainly used as a key starting material or reagent for the synthesis of various complex compounds, such as for the preparation of quaternary ammonium salts, and as a precursor for the synthesis of pesticides and pharmaceutical intermediates (such as 4-bromomethylphenylacetic acid and 4-hydroxymethylphenylacetic acid). It is also used in the research of bronchial epithelial sodium channel inhibitors.

Preparation

The main method for preparing 4-methylphenylacetic acid is through the hydrolysis of 4-methylphenylacetonitrile (p-tolueneacetonitrile). This method involves hydrolyzing 4-methylphenylacetonitrile under acidic or alkaline conditions to generate the corresponding carboxylic acid. This method is relatively simple to operate and easy to scale up for industrial production.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 1919, 1983 DOI: 10.1021/jo00159a031
Tetrahedron Letters, 28, p. 2633, 1987 DOI: 10.1016/S0040-4039(00)96167-7

Purification Methods

Crystallise the acid from heptane or water. [Beilstein 9 IV 1795.]

4-Methylphenylacetic acid(622-47-9)Related Product Information

• DL-α-Tocopherol
• Hyaluronic acid
• 4-(Diethylamino)salicylaldehyde
• Ethyl 2-(Chlorosulfonyl)acetate
• 4-Methylbenzyl cyanide
• Pralmorelin
• 5-Chlorovaleric acid
• 2-Hydroxyphenylacetic acid
• 2-Methyl-3-nitro-benzeneacetic acid
• 4-Hydroxyphenylacetic acid
• 4-Methoxyphenylacetic acid
• Folic acid
• Diphenolic acid
• 4'-Methylacetophenone
• 2-Phenylisobutyric acid
• 4-Methylphenethylamine
• Citric acid
• Ascoric Acid