5-(4-Methylbenzyl)-2-furoic acid

Base Information

• Chemical Name: 5-(4-Methylbenzyl)-2-furoic acid
• CAS No.: 4664-45-3
• Molecular Formula: C13H12 O3
• Molecular Weight: 216.23258
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID50586248
• Wikidata: Q82478341
• Mol file: 4664-45-3.mol

Synonyms:5-(4-Methylbenzyl)-2-furoic acid;4664-45-3;5-[(4-methylphenyl)methyl]furan-2-carboxylic acid;5-(4-methylbenzyl)furan-2-carboxylic acid;DTXSID50586248;MFCD02320581;STK505877;AKOS005172290;MCULE-3882110915;SB61318;NCGC00327264-01;LS-03083;CS-0323099;AB01321892-02

Chemical Property of 5-(4-Methylbenzyl)-2-furoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 373°Cat760mmHg
• Flash Point: 179.4°C
• PSA: 50.44000
• Density: 1.198g/cm³
• LogP: 2.87700
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-methylbenzyl)-2-furoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CC2=CC=C(O2)C(=O)O

Technology Process of 5-(4-Methylbenzyl)-2-furoic acid

There total 4 articles about 5-(4-Methylbenzyl)-2-furoic 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:

methyl 5-(4-methylbenzyl)furan-2-carboxylate (61834-23-9) → 5-(4-methyl-benzyl)-furan-2-carboxylic acid (4664-45-3)

Guidance literature:

With sodium hydroxide;

Reference yield:

5-(4-methyl-benzoyl)-furan-2-carboxylic acid methyl ester (170632-15-2) → 5-(4-methyl-benzyl)-furan-2-carboxylic acid (4664-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / methanol / 1 h / 0 °C

1.2: 0.5 h / 0 °C

2.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

With sodium tetrahydroborate; sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1021/acs.joc.6b01774

Reference yield:

methyl 5-(chloromethyl)-2-furoate (2144-37-8) → 5-(4-methyl-benzyl)-furan-2-carboxylic acid (4664-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminium chloride

2: aq. NaOH solution

With sodium hydroxide; aluminium trichloride;

upstream raw materials:

methyl 5-(4-methylbenzyl)furan-2-carboxylate

methyl 5-(chloromethyl)-2-furoate

toluene

5-(4-methyl-benzoyl)-furan-2-carboxylic acid methyl ester

Downstream raw materials:

5-[(4-methylphenyl)methyl]furan-2-carbaldehyde

5-(4-methyl-benzyl)-furan-2-carbaldehyde semicarbazone

Refernces