5-methylbenzo[b]thiophen-3(2H)-one

Base Information

• Chemical Name: 5-methylbenzo[b]thiophen-3(2H)-one
• CAS No.: 56639-88-4
• Molecular Formula: C9H8OS
• Molecular Weight: 164.228
• DSSTox Substance ID: DTXSID20504757
• Nikkaji Number: J1.172.642I
• Wikidata: Q82359489
• Mol file: 56639-88-4.mol

Synonyms:5-methylbenzo[b]thiophen-3(2H)-one;56639-88-4;2,3-DIHYDRO-3-KETO-5-METHYLBENZOTHIOPHENE;5-methyl-1-benzothiophen-3-one;Benzo[b]thiophen-3(2H)-one, 5-methyl-;SCHEMBL10054228;DTXSID20504757;5-Methyl-1-benzothiophen-3(2H)-one;AKOS022713898;5-methyl-2,3-dihydro-1-benzothiophen-3-one;EN300-265682;F1905-6537

Chemical Property of 5-methylbenzo[b]thiophen-3(2H)-one

Chemical Property:

• PSA: 42.37000
• LogP: 2.28340
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 164.02958605
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

96% ^*data from raw suppliers

5-methylbenzo[b]thiophen-3(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)SCC2=O

Technology Process of 5-methylbenzo[b]thiophen-3(2H)-one

There total 6 articles about 5-methylbenzo[b]thiophen-3(2H)-one 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: 70.0%

2-[(4-methylphenyl)thio]acetic acid (3996-29-0) → 5-methylbenzothiophen-3(2H)-one (56639-88-4)

Guidance literature:

2-[(4-methylphenyl)thio]acetic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 25 ℃; for 1h;

With aluminum (III) chloride; In dichloromethane; at 0 - 25 ℃; for 2h;

Reference yield: 40.0%

(p-tolylthio)acetic acid chloride (30893-63-1) → 5-methylbenzothiophen-3(2H)-one (56639-88-4)

Guidance literature:

aluminium trichloride; nitromethane; In carbon disulfide; for 3h; Ambient temperature;

Reference yield:

para-thiocresol (106-45-6) → 5-methylbenzothiophen-3(2H)-one (56639-88-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / acetone / 4 h / Reflux

2: thionyl chloride / 1 h / Reflux

3: aluminum (III) chloride / 1,2-dichloro-ethane / 1.03 h / 0 - 20 °C

With aluminum (III) chloride; thionyl chloride; potassium carbonate; In 1,2-dichloro-ethane; acetone;

DOI:10.1002/anie.201108074

upstream raw materials:

(p-tolylthio)acetic acid chloride

4-methylphenyl methylsulfide

chloroacetyl chloride

2-[(4-methylphenyl)thio]acetic acid

Downstream raw materials:

2-benzylidene-5-methyl-benzo[b]thiophen-3-one

5-methylthianaphthene

(Z)-5-methyl-2-(4-pentylbenzylidene)benzo[b]thiophen-3(2H)-one

(Z)-5-methyl-2-(4-methylbenzylidene)benzo[b]thiophen-3(2H)-one