3-Methylbenzofuran

Base Information

• Chemical Name: 3-Methylbenzofuran
• CAS No.: 21535-97-7
• Molecular Formula: C9H8O
• Molecular Weight: 132.162
• Hs Code.: 29329990
• European Community (EC) Number: 244-427-2
• UNII: 912RQB3DCW
• DSSTox Substance ID: DTXSID30175871
• Nikkaji Number: J226.221E
• Wikidata: Q72487863
• Mol file: 21535-97-7.mol

Synonyms:3-Methylbenzofuran;21535-97-7;3-Methyl-1-benzofuran;3-Methyl-benzofuran;Benzofuran, 3-methyl-;MFCD00205641;912RQB3DCW;LITHIUMCYANIDE;3-methylbenzo[b]furan;3-Methyl-1-benzofuran #;3-Methylbenzofuran, 97%;UNII-912RQB3DCW;SCHEMBL12183;DTXSID30175871;EINECS 244-427-2;GEO-01762;AKOS005255201;AC-20991;SY028461;TS-01711;CS-0006837;FT-0616124;M2112;EN300-101989;F14546;A815456;J-640071;J-800073;W-200220;Z1203161674

Chemical Property of 3-Methylbenzofuran

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.608mmHg at 25°C
• Melting Point: 19oC
• Refractive Index: 1.5535-1.5555
• Boiling Point: 198.5 °C at 760 mmHg
• Flash Point: 73.2 °C
• PSA: 13.14000
• Density: 1.077 g/cm³
• LogP: 2.74120
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.057514874
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

98%, ^*data from raw suppliers

3-Methylbenzofuran >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xn
• Statements: 10-41-22
• Safety Statements: 24/25-39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=COC2=CC=CC=C12
• Uses: 3-Methylbenzofuran is used in enantioselective preparation of Benzoheterocycles via Iridium-catalyzed Hydrogenation of Indole and Benzofuran derivatives.

Technology Process of 3-Methylbenzofuran

There total 91 articles about 3-Methylbenzofuran 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: 95.0%

(E)-2-(2-chloro-1-methylvinyl)phenol (737767-20-3) → 3-methyl-benzofuran (21535-97-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 13h;

DOI:10.1021/ol049119t DOI:10.1016/j.tet.2007.02.116

Reference yield: 94.0%

3-methyl-1-benzofuran-2-carboxylic acid (24673-56-1) → 3-methyl-benzofuran (21535-97-7)

Guidance literature:

With acetic acid; In N,N-dimethyl-formamide; at 95 - 100 ℃; for 8h; Green chemistry;

Reference yield: 91.0%

2-(2-acetylphenoxy)acetic acid (1878-62-2) → 3-methyl-benzofuran (21535-97-7)

Guidance literature:

With sodium acetate; acetic anhydride; for 5h; Reflux;

upstream raw materials:

3-oxo-2,3-dihydrobenzo[b]furan

methyl magnesium iodide

3-methyl-1-benzofuran-2-carboxylic acid

2-(1-methylethyl)phenol

Downstream raw materials:

2-Bromo-1-(3-methylbenzofuran-2-yl)ethanone

2-(3-methoxyphenyl)-3-methylbenzofuran

2-(o-methoxyphenyl)-3-methylbenzofuran

2-acetyl-3-methylbenzofuran

Refernces

• 1、 Xie, Xingang,Chen, Bo,Lu, Jiangping,Han, Junjie,She, Xuegong,Pan, Xinfu. "Synthesis of benzofurans in ionic liquid by a PdCl2-catalyzed intramolecular Heck reaction". . p. 6235 - 6237. Retrieved 2004.
• 2、 Dawood, Kamal M.,Fuchigami, Toshio. "Electrochemical partial fluorination of organic compounds. 74. Efficient anodic synthesis of 2-fluoro- and 2,3-difluoro-2,3-dihydrobenzofuran derivatives". . p. 5302 - 5306. Retrieved 2004.
• 3、 Ma, Lin,Ma, Zhanwei,Zhang, Min,Zhou, Min. "Synthesis of benzofurans from the cyclodehydration of α-phenoxy ketones mediated by Eaton’s reagent". . p. 426 - 436. Retrieved 2020/03/23.
• 4、 -. "Decarboxylation method for heterocyclic carboxylic acid compounds". Paragraph 0032; 0033; 0041. . Retrieved 2019/05/11.