4'-(Methylthio)acetophenone

Base Information

• Chemical Name: 4'-(Methylthio)acetophenone
• CAS No.: 1778-09-2
• Molecular Formula: C9H10OS
• Molecular Weight: 166.244
• Hs Code.: 29309099
• European Community (EC) Number: 217-213-1
• NSC Number: 403927
• UNII: FN9JM37X2P
• DSSTox Substance ID: DTXSID3075129
• Nikkaji Number: J203.176K
• Wikidata: Q72491333
• Mol file: 1778-09-2.mol

Synonyms:1778-09-2;4'-(Methylthio)acetophenone;1-(4-(Methylthio)phenyl)ethanone;4'-methylthioacetophenone;4-(Methylthio)acetophenone;1-(4-methylsulfanylphenyl)ethanone;4'-(Methylmercapto)acetophenone;1-[4-(Methylsulfanyl)phenyl]ethanone;1-(4-(Methylthio)phenyl)ethan-1-one;Ethanone, 1-[4-(methylthio)phenyl]-;1-[4-(methylsulfanyl)phenyl]ethan-1-one;1-[4-(methylthio)phenyl]ethanone;p-(methylthio)acetophenone;C9H10OS;1-[4-(Methylthio)phenyl]ethan-1-one;4-Acetylphenyl methyl sulfide;4-(Methylsulfenyl)acetophenone;1-Acetyl-4-(methylthio)benzene;4-(Acetyl)thioanisole;EINECS 217-213-1;NSC-403927;Ethanone, 1-(4-(methylthio)phenyl)-;4-acetylthioanisole;NSC403927;4-methylthioacetophenone;1-(p-tolyl)ethanethione;4-methylmercaptoacetophenone;FN9JM37X2P;p-Acetylphenyl methyl sulfide;4'-(methylthio) acetophenone;p-(Methylmercapto)acetophenone;SCHEMBL195321;4-CH3S-C6H4-COCH3;DTXSID3075129;1-(4-methylthiophenyl)ethan-1-one;BCP20233;4'-(Methylthio)acetophenone, 97%;BBL009965;MFCD00039835;STK801365;1-(4-methylsulfanyl-phenyl)-ethanone;AKOS000123187;AM10561;CS-W017854;FS-1766;NSC 403927;1-(4-Methylsulphanylphenyl)-1-ethanone;1-[4-(Methylsulfanyl)phenyl]ethanone #;NCGC00342931-01;A3943;FT-0616801;M1672;EN300-11162;F14884;AB01334813-02;AB-131/40227350;J-802122;W-107825;Z57036277

Chemical Property of 4'-(Methylthio)acetophenone

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Melting Point: 80-82 °C(lit.)
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 282.5 °C at 760 mmHg
• Flash Point: 140.7 °C
• PSA: 42.37000
• Density: 1.1 g/cm³
• LogP: 2.61110
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 166.04523611
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99.9% ^*data from raw suppliers

4''-(Methylthio)acetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)SC
• 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.

Technology Process of 4'-(Methylthio)acetophenone

There total 52 articles about 4'-(Methylthio)acetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-methythiostyrene (18760-11-7) → 4-(Methylthio)acetophenone (1778-09-2)

Guidance literature:

With tert.-butylhydroperoxide; C₂₁H₁₉N₅Pd⁽²⁺⁾*2BF₄^(1-); In decane; acetonitrile; at 45 ℃; for 4h;

DOI:10.1021/acscatal.0c02729

Reference yield: 97.0%

1-(4-methansulfinylphenyl)ethanone (32361-73-2) → 4-(Methylthio)acetophenone (1778-09-2)

Guidance literature:

With hydrogen; In 1,4-dioxane; at 100 ℃; for 1h; under 760.051 Torr; chemoselective reaction;

DOI:10.1002/anie.201403425

Reference yield: 96.0%

para-bromoacetophenone (99-90-1) + S-Methylisothiourea sulfate (867-44-7,147895-43-0) → 4-(Methylthio)acetophenone (1778-09-2)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 1h;

DOI:10.1039/c8ob01758a

upstream raw materials:

methyl-phenyl-thioether

acetic anhydride

para-bromoacetophenone

potassium methanethiolate

Downstream raw materials:

1-(4-methylsulfanyl-phenacyl)-pyridinium; iodide

2-bromo-1-(4-methylsulfanyl-phenyl)-ethanone

α-methyl-4-(methylthio)benzenemethanol

1-(4-methansulfinylphenyl)ethanone