4'-Methylthioacetophenone

4'-Methylthioacetophenone Basic information
Product Name:4'-Methylthioacetophenone
Synonyms:Ethanone, 1-[4-(methylthio)phenyl]-;4-(Methyl thio);Ethanone,1-[4-(methylthio);4-(METHYLTHIO)ACETOPHENONE 99%;4-THIOMETHYLACETOPHENONE;Dodecane-1-sulfonyl chloride;1-Acetyl-4-(methylthio)benzene;Methyl 4-acetylphenyl sulfide
CAS:1778-09-2
MF:C9H10OS
MW:166.24
EINECS:217-213-1
Product Categories:Osteoarthritis and Rheumatoid Arthritis;Organic Building Blocks;Aromatic Acetophenones & Derivatives (substituted);Sulfides/Disulfides;Sulfur Compounds
Mol File:1778-09-2.mol
4'-Methylthioacetophenone Structure
4'-Methylthioacetophenone Chemical Properties
Melting point 80-82 °C(lit.)
Boiling point 135 °C
density 1.1369 (rough estimate)
refractive index 1.5600 (estimate)
Fp 135°C/1mm
storage temp. Sealed in dry,Room Temperature
solubility Chloroform, Methanol
form Solid
color White to Off-White
BRN 1860517
CAS DataBase Reference1778-09-2(CAS DataBase Reference)
NIST Chemistry Reference4-CH3S-C6H4-COCH3(1778-09-2)
EPA Substance Registry System4'-(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 Information
ProviderLanguage
1-[4-(Methylthio)phenyl]ethan-1-one English
SigmaAldrich English
ALFA English
4'-Methylthioacetophenone Usage And Synthesis
Chemical PropertiesWhite to light yellow crystal powde
Uses4′-(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 Description4′-(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 Preparation Products And Raw materials
Preparation Products2-(4-METHYLTHIOPHENYL)PYRIDINE-->JR-13707, 3-(4-(Methylthio)phenyl)-1H-pyrazol-5-amine, 97%-->Ethyl 3-[4-(Methylsulfanyl)phenyl]-3-oxopropanoate
4'-Methoxyacetophenone 2,2-DIMETHYL-4'-THIOMETHYLPROPIOPHENONE 4'-Methylthioacetophenone 4-Methylsulphonylacetophenone A-ACETAMIDO-4-METHYL MERCAPTOACETOPHENONE Acetophenone 4'-Methylacetophenone ISOMETHIOZIN PHENYL VALERATE 4-Methyl-4'-benzoyldiphenyl sulfide 2-Acetylphenothiazine 3-Methoxyacetophenone 4-Aminoacetophenone 2-Chloroacetophenone 4-ACETYLDIPHENYL SULFIDE PIPERACETAZINE (250 MG) ALPHA-DICHLOROACETAMIDO-4-METHYLMERCAPTO-ACETOPHENONE DL-ALPHA-ACETAMINO-BETA-HYDROXY-4-METHYLMERCAPTO-PROPIOPHENONE

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