6-Methylbenzo[b]thiophene-2-carboxylic acid

Base Information

• Chemical Name: 6-Methylbenzo[b]thiophene-2-carboxylic acid
• CAS No.: 1467-86-3
• Molecular Formula: C₁₀H₈O₂S
• Molecular Weight: 192.238
• Hs Code.: 2934999090
• European Community (EC) Number: 800-090-9
• DSSTox Substance ID: DTXSID30510526
• Nikkaji Number: J2.116.452F
• Wikidata: Q72488000
• Mol file: 1467-86-3.mol

Synonyms:6-Methylbenzo[b]thiophene-2-carboxylic acid;1467-86-3;6-Methyl-1-benzothiophene-2-carboxylic acid;Benzo[b]thiophene-2-carboxylic acid, 6-methyl-;MFCD07377056;6-methylbenzothiophene-2-carboxylic acid;SCHEMBL121300;AMY3046;DTXSID30510526;KQRBOHOKLNORTA-UHFFFAOYSA-N;BAA46786;AKOS016014836;PS-4830;SB14694;SY065467;6-Methylbenzo[b]thiophene-2-carboxylicacid;6-methyl-2-benzo[b]thiophenecarboxylic acid;CS-0043148;A884484

Chemical Property of 6-Methylbenzo[b]thiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.18E-06mmHg at 25°C
• Melting Point: 243-244 °C
• Refractive Index: 1.69
• Boiling Point: 386.1 °C at 760 mmHg
• PKA: 3.56±0.30(Predicted)
• Flash Point: 187.3 °C
• PSA: 65.54000
• Density: 1.355 g/cm³
• LogP: 2.90790
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 192.02450067
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

98% ^*data from raw suppliers

6-Methylbenzo[b]thiophene-2-carboxylic acid 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C=C(S2)C(=O)O

Technology Process of 6-Methylbenzo[b]thiophene-2-carboxylic acid

There total 4 articles about 6-Methylbenzo[b]thiophene-2-carboxylic acid 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: 96.4%

3-chloro-6-methyl-benzo[b]thiophene-2-carboxylic acid (34576-96-0) → 6-methyl-2-benzo[b]thiophenecarboxylic acid (1467-86-3)

Guidance literature:

3-chloro-6-methyl-benzo[b]thiophene-2-carboxylic acid; With hydrogen; sodium hydroxide; 5% Pd(II)/C(eggshell); In tetrahydrofuran; methanol; at 20 ℃; Inert atmosphere;

With hydrogenchloride; In water; ethyl acetate; Product distribution / selectivity;

Reference yield: 96.4%

3-chloro-6-methyl-benzo[b]thiophene-2-carboxylic acid (34576-96-0) + pyrographite (7440-44-0) + palladium (7440-05-3) → 6-methyl-2-benzo[b]thiophenecarboxylic acid (1467-86-3)

Guidance literature:

With hydrogenchloride; NaOH; In tetrahydrofuran; methanol; ethyl acetate;

Reference yield: 94.7%

3-chloro-6-methyl-benzo[b]thiophene-2-carboxylic acid (34576-96-0) + pyrographite (7440-44-0) → 6-methyl-2-benzo[b]thiophenecarboxylic acid (1467-86-3)

Guidance literature:

With hydrogenchloride; NaOH; ammonium formate; palladium-carbon; In methanol; water; ethyl acetate;

upstream raw materials:

α-mercapto-β-(4-methylphenyl)acrylic acid

3-chloro-6-methyl-benzo[b]thiophene-2-carboxylic acid

pyrographite

palladium

Downstream raw materials:

6-methyl-2-styrylbenzothiophene

6-Imidazol-1-ylmethyl-benzo[b]thiophene-2-carboxylic acid

methyl 6-(bromomethyl)benzo[b]thiophene-2-carboxylate

6-methylbenzothiophene-2-carboxylic acid methyl ester

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF IBODUTANT (MEN15596) AND RELATED INTERMEDIATES". . . Retrieved 2012/03/27.
• 2、 Allen, Daniel,Callaghan, Owen,Cordier, Frederic L.,Dobson, David R.,Harris, John R.,Hotten, Terry M.,Owton, W. Martin,Rathmell, Richard E.,Wood, Virginia A.. "An improved synthesis of substituted benzo[b]thiophenes using microwave irradiation". . p. 9645 - 9647. Retrieved 2007/10/03.