2,4-Dihydroxy-3-methylbenzoic acid

Base Information

• Chemical Name: 2,4-Dihydroxy-3-methylbenzoic acid
• CAS No.: 4707-49-7
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• European Community (EC) Number: 700-279-5
• UNII: 04538CM3N8
• DSSTox Substance ID: DTXSID1063568
• Nikkaji Number: J8.834J
• Wikidata: Q27247621
• Mol file: 4707-49-7.mol

Synonyms:2,4-Dihydroxy-3-methylbenzoic acid;4707-49-7;3-Methyl-beta-resorcylic acid;Benzoic acid, 2,4-dihydroxy-3-methyl-;BRN 2832097;UNII-04538CM3N8;beta-Resorcylic acid, 3-methyl-;.beta.-Resorcylic acid, 3-methyl-;04538CM3N8;EC 700-279-5;SCHEMBL565454;DTXSID1063568;2,4-DIHYDROXY-M-TOLUATE;STK450323;AKOS003374874;3-METHYL-.BETA.-RESORCYLIC ACID;3-METHYL-2,4-DIHYDROXYBENZOIC ACID;LS-143443;CS-0358974;EN300-2914990;Q27247621

Chemical Property of 2,4-Dihydroxy-3-methylbenzoic acid

Chemical Property:

• Vapor Pressure: 5.52E-08mmHg at 25°C
• Boiling Point: 425.1°C at 760 mmHg
• Flash Point: 225°C
• PSA: 77.76000
• Density: 1.46g/cm³
• LogP: 1.10440
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-DIHYDROXY-3-METHYLBENZOIC ACID ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1O)C(=O)O)O
• Uses: 2,4-Dihydroxy-3-methylbenzoic acid is used in the synthesis of Averufin a useful intermediate in Aflatoxin B1 biosynthesis.

Technology Process of 2,4-Dihydroxy-3-methylbenzoic acid

There total 8 articles about 2,4-Dihydroxy-3-methylbenzoic 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: 95.0%

carbon dioxide (124-38-9,18923-20-1) + 2-methylbenzene-1,3-diol (608-25-3) → 2,4-dihydroxy-3-methylbenzoic acid (4707-49-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 30 ℃; for 24h; under 15001.5 Torr; Autoclave;

DOI:10.1039/c9cc04550c

Reference yield: 42.0%

carbon dioxide (124-38-9,18923-20-1) + 2-methylbenzene-1,3-diol (608-25-3) → 4,6-dihydroxy-5-methylisophthalic acid (1094484-67-9) + 2,4-dihydroxy-3-methylbenzoic acid (4707-49-7)

Guidance literature:

With potassium hydrogencarbonate; In glycerol; Heating;

DOI:10.1080/00397910802267204

Reference yield:

methylammonium carbonate (15719-64-9,15719-76-3,97762-63-5) → 2,4-dihydroxy-3-methylbenzoic acid (4707-49-7)

Guidance literature:

at 180 ℃; im Autoklaven;

upstream raw materials:

methyl 2,4-dihydroxy-3-methylbenzoate

carbon dioxide

2-methylbenzene-1,3-diol

methylammonium carbonate

Downstream raw materials:

methyl 2,4-dimethoxy-3-methylbenzoate

methyl 2-hydroxy-4-methoxy-3-methylbenzoate

2-methylbenzene-1,3-diol

methyl 2,4-dihydroxy-3-methylbenzoate

Refernces

• 1、 Pritchard, Kaylene M.,Al-Rawi, Jasim. "Reaction of Ph3P(SCN)2 with further orthohydroxy carboxylic acid systems, including substituted β-keto acids: Synthesis of novel 2-thio-1,3-oxazines and their subsequent transformation with amines". experimental part. p. 4076 - 4096. Retrieved 2009/04/11.