alpha-guaiaconic acid

Base Information

• Chemical Name: alpha-guaiaconic acid
• CAS No.: 10035-27-5
• Molecular Formula: C20H20 O5
• Molecular Weight: 340.376
• Hs Code.: 2932190090
• Mol file: 10035-27-5.mol

Synonyms:Furoguaiacin;GR 12;a-Guaiaconic acid;

Chemical Property of alpha-guaiaconic acid

Chemical Property:

• Vapor Pressure: 3.52E-08mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 435.1°Cat760mmHg
• Flash Point: 217°C
• PSA: 72.06000
• Density: 1.214g/cm³
• LogP: 4.65880

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of alpha-guaiaconic acid

There total 18 articles about alpha-guaiaconic 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: 81.0%

2,5-bis(3-methoxy-4-methylsulfonyloxyphenyl)-3,4-dimethylfuran (203383-32-8) → 4,4'-(3,4-dimethylfuran-2,5-diyl)bis(2-methoxyphenol) (10035-27-5)

Guidance literature:

With methyllithium; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

DOI:10.1246/bcsj.71.475

Reference yield: 74.0%

[2,5-Bis-(4-benzyloxy-3-methoxy-phenyl)-4-hydroxymethyl-furan-3-yl]-methanol (202844-41-5) → 4,4'-(3,4-dimethylfuran-2,5-diyl)bis(2-methoxyphenol) (10035-27-5)

Guidance literature:

With hydrogen; trimethyleneglycol; In tetrahydrofuran; chloroform; at 80 ℃; for 72h; under 45003.6 Torr;

DOI:10.1080/00397919708006815

Reference yield:

2,5-bis(4-benzyloxy-3-methoxyphenyl)-3,4-dimethylfuran (61324-72-9) → 4,4'-(3,4-dimethylfuran-2,5-diyl)bis(2-methoxyphenol) (10035-27-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; for 1h;

DOI:10.1055/s-0036-1588788

upstream raw materials:

[2,5-Bis-(4-benzyloxy-3-methoxy-phenyl)-4-hydroxymethyl-furan-3-yl]-methanol

2,5-bis(3-methoxy-4-methylsulfonyloxyphenyl)-3,4-dimethylfuran

4-methanesulfonyloxy-3-methoxybenzaldehyde

vanillin

Downstream raw materials:

4,4'-(3,4-dimethyltetrahydrofuran-2,5-diyl)bis(2-methoxyphenol)

2,5-bis-((Ξ)-3-methoxy-4-oxo-cyclohexa-2,5-dienylidene)-3,4-dimethyl-2,5-dihydro-furan

Refernces

• 1、 Koga, Yuji,Kusama, Hiroyuki,Narasaka, Koichi. "Preparations of Furans from α-Bromo Ketones and Enol Ethers Catalyzed by a Rhenium(I) Nitrogen Complex". . p. 475 - 482. Retrieved 2007/10/03.