5-Methylbenzofuran-2-carboxylic acid

Base Information

• Chemical Name: 5-Methylbenzofuran-2-carboxylic acid
• CAS No.: 10242-09-8
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• Hs Code.: 2932999099
• European Community (EC) Number: 854-695-8
• DSSTox Substance ID: DTXSID60359021
• Wikidata: Q72487880
• Mol file: 10242-09-8.mol

Synonyms:5-Methylbenzofuran-2-carboxylic acid;10242-09-8;5-methyl-1-benzofuran-2-carboxylic acid;5-Methyl-benzofuran-2-carboxylic acid;MFCD03167985;5-methylbenzo[b]furan-2-carboxylic acid;5-METHYL-2-BENZOFURANCARBOXYLIC ACID;5-Methyl-2-carboxybenzofuran;SCHEMBL702631;DTXSID60359021;RNTYTQILDXWFLQ-UHFFFAOYSA-N;5-Methylbenzofuran-2-carboxylicacid;STK318148;AKOS000103624;MB02658;AS-44006;SY045639;CS-0062601;FT-0753254;EN300-52069;A896805;AN-698/40860212;5-methyl-1-benzofuran-2-carboxylic acid, AldrichCPR;F2147-0274;Z274568060

Chemical Property of 5-Methylbenzofuran-2-carboxylic acid

Chemical Property:

• Melting Point: 238-240℃
• Boiling Point: 332.1 °C at 760 mmHg
• PKA: 3.16±0.30(Predicted)
• Flash Point: 154.7 °C
• PSA: 50.44000
• Density: 1.303 g/cm³
• LogP: 2.43940
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.047344113
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methyl-1-benzofuran-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OC(=C2)C(=O)O

Technology Process of 5-Methylbenzofuran-2-carboxylic acid

There total 12 articles about 5-Methylbenzofuran-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: 94.8%

ethyl 5-methyl-1-benzofuran-2-carboxylate (53715-88-1) → 5-methylbenzofuran-2-carboxylic acid (10242-09-8)

Guidance literature:

With potassium hydroxide; for 1h; Heating;

DOI:10.1246/bcsj.56.2762

Reference yield: 93.0%

2-(2-formyl-4-methylphenoxy)acetonitrile (1204351-35-8) → 5-methylbenzofuran-2-carboxylic acid (10242-09-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Reflux;

DOI:10.1080/00397910903419902

Reference yield: 80.0%

(2-(2,2-dibromovinyl)-4-methylphenol) (1159343-21-1) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → 5-methylbenzofuran-2-carboxylic acid (10242-09-8)

Guidance literature:

With [2,2]bipyridinyl; water; triethylamine; copper(ll) bromide; In tert-butyl alcohol; at 90 ℃; for 8h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c01620

upstream raw materials:

ethyl 5-methyl-1-benzofuran-2-carboxylate

2-hydroxy-5-methylbenzaldehyde

Diethyl 2-bromomalonate

2-formyl-4-methylphenoxyacetic acid

Downstream raw materials:

methyl 5-methylbenzofuran-2-carboxylate

5-methyl-2,3-dihydrobenzofuran-2-carboxylic acid

Refernces

• 1、 Kong, Ling-Yi,Leng, Jia-Fu,Lian, Bao-Ping,Shao, Yu-Ying,Xia, Yuan-Zheng,Yin, Yong. "Synthesis and biological evaluation of novel shikonin-benzo[b]furan derivatives as tubulin polymerization inhibitors targeting the colchicine binding site". . . Retrieved 2020/02/11.
• 2、 Cao, Zhi-Ling,Liu, Shu-Hao,Liu, Wei-Wei,Liu, Xiu-Jian,Ren, Shu-Ting,Shi, Da-Hua,Wang, Lei,Wang, You-Xian,Wu, Yu-Ran. "Synthesis and AChE inhibitory activity of N-glycosyl benzofuran derivatives". . p. 162 - 166. Retrieved 2020/01/28.