4'-Methylthioacetophenone Chemical Properties

Melting point:

80-82 °C(lit.)

Boiling point:

135 °C

Density 

1.1369 (rough estimate)

refractive index 

1.5600 (estimate)

Flash point:

135°C/1mm

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform, Methanol

form 

Solid

color 

White to Off-White

BRN 

1860517

InChI

InChI=1S/C9H10OS/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3

InChIKey

JECUZQLBQKNEMW-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

1778-09-2(CAS DataBase Reference)

NIST Chemistry Reference

4-CH3S-C6H4-COCH3(1778-09-2)

EPA Substance Registry System

4'-(Methylmercapto)acetophenone (1778-09-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29309099

MSDS

• Language:English Provider:1-[4-(Methylthio)phenyl]ethan-1-one
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4'-Methylthioacetophenone Usage And Synthesis

Chemical Properties

White to light yellow crystal powde

Uses

4′-(Methylthio)acetophenone may be used for the synthesis of Vioxx (Rofecoxib), an non-steroidal anti-inflammatory drug (NSAID). It may be used in the synthesis of (E)-1-[4-(methylsulfanyl)phenyl]-3-phenylprop-2-en-1-one.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 2857, 1951 DOI: 10.1021/ja01150a127
The Journal of Organic Chemistry, 56, p. 5955, 1991 DOI: 10.1021/jo00020a048

General Description

4′-(Methylthio)acetophenone (4-(Methylthio)acetophenone, p-(methylthio) acetophenone, 4-MTAP) is a sulphur containing organic building block. It is a key intermediate in drug synthesis. Its industrial preparation, via Friedel-Crafts acylation reaction in the presence of aluminium chloride as catalyst and acetyl chloride as acylating agent has been reported. It has been prepared by the acetylation reaction of thioanisole with acetic anhydride in the presence of solid acid catalyst.

4'-Methylthioacetophenone(1778-09-2)Related Product Information

• 4'-Bromoacetophenone
• Acetophenone
• 4'-Methylacetophenone
• 4'-Methoxyacetophenone
• 4-Aminoacetophenone
• ISOMETHIOZIN
• PHENYL VALERATE
• PIPERACETAZINE (250 MG)
• 2-Chloroacetophenone
• 3-Methoxyacetophenone
• Diphenyl ether
• 4-Fluoroacetophenone
• 4'-Hydroxyacetophenone
• 4-Nitroacetophenone
• 3'-Methylacetophenone
• 4-(Trifluoromethylthio)phenol
• 3-Nitroacetophenone
• 4'-Chloroacetophenone