4'-Methylthioacetophenone

CAS NO.：1778-09-2
Empirical Formula: C9H10OS
Molecular Weight: 166.24
MDL number: MFCD00039835
EINECS: 217-213-1
SAFETY DATA SHEET (SDS)
Update Date: 2023-04-23 13:52:06

What is 4'-Methylthioacetophenone?

Chemical properties

White to light yellow crystal powde

The Uses of 4'-Methylthioacetophenone

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.

Properties of 4'-Methylthioacetophenone

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
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 for 4'-Methylthioacetophenone

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.