Methyl 2,4-dihydroxy-3-methylbenzoate

Base Information

• Chemical Name: Methyl 2,4-dihydroxy-3-methylbenzoate
• CAS No.: 33662-58-7
• Molecular Formula: C9H10 O4
• Molecular Weight: 182.176
• Hs Code.: 2918199090
• European Community (EC) Number: 251-618-4
• UNII: JFF48NPZ44
• DSSTox Substance ID: DTXSID3067782
• Nikkaji Number: J308.515E
• Wikidata: Q27281488
• ChEMBL ID: CHEMBL4161014
• Mol file: 33662-58-7.mol

Synonyms:Methyl 2,4-dihydroxy-3-methylbenzoate;33662-58-7;Methyl 3-methylresorcylate;Benzoic acid, 2,4-dihydroxy-3-methyl-, methyl ester;UNII-JFF48NPZ44;JFF48NPZ44;Methyl 2,4-dihydroxy-m-toluate;Methyl 3-methyl-beta-resorcylate;EINECS 251-618-4;2,4-dihydroxy-3-methylbenzoic acid methyl ester;Benzoic acid, (2,4-dihydroxy-3-methyl)-, methyl ester;SEAMOSS;methyl 3-methyl-resorcylate;SCHEMBL2590792;CHEMBL4161014;DTXSID3067782;BBL028038;MFCD00052204;STK506191;AKOS005172357;Methyl 2, 4- dihydroxy- m- toluate;Methyl 2,4-dihydroxy-3-methyl-benzoate;methyl 2,4 - dihydroxy - m - toluate;METHYL 3-METHYLRESORCYLATE [INCI];VS-08651;METHYL 3-METHYL-.BETA.-RESORCYLATE;A5984;BB 0259399;CS-0318059;FT-0679645;2,4-Dihydroxy-3-methyl-benzoic acid methyl ester;2,4-Dihydroxy-3-methylbenzoic acid, methyl ester;J-019289;Q27281488;.BETA.-RESORCYLIC ACID, 3-METHYL-, METHYL ESTER;3-METHYL-2,4-DIHYDROXYBENZOIC ACID METHYL ESTER

Chemical Property of Methyl 2,4-dihydroxy-3-methylbenzoate

Chemical Property:

• Vapor Pressure: 4.86E-06mmHg at 25°C
• Melting Point: 125-127°C
• Boiling Point: 371.4°Cat760mmHg
• Flash Point: 153.1°C
• PSA: 66.76000
• Density: 1.296g/cm³
• LogP: 1.19280
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

99%, ^*data from raw suppliers

Methyl 2,4-dihydroxy-3-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1O)C(=O)OC)O

Technology Process of Methyl 2,4-dihydroxy-3-methylbenzoate

There total 6 articles about Methyl 2,4-dihydroxy-3-methylbenzoate 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: 68.0%

methanol (67-56-1) + 2,4-dihydroxy-3-methylbenzaldehyde (6248-20-0) → methyl 2,4-dihydroxy-3-methylbenzoate (33662-58-7)

Guidance literature:

With potassium cyanide; manganese(IV) oxide; In acetic acid; at 20 ℃;

DOI:10.1016/S0040-4039(00)00044-7

Reference yield:

2-methylbenzene-1,3-diol (608-25-3) → methyl 2,4-dihydroxy-3-methylbenzoate (33662-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / POCl₃ / 1,2-dichloro-ethane / 20 °C

2: 68 percent / MnO₂; KCN / acetic acid / 20 °C

With potassium cyanide; manganese(IV) oxide; trichlorophosphate; In acetic acid; 1,2-dichloro-ethane; 1: Vilsmeyer formylation / 2: Oxidation;

DOI:10.1016/S0040-4039(00)00044-7

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2,4-dihydroxy-3-methylbenzoic acid (4707-49-7) → methyl 2,4-dihydroxy-3-methylbenzoate (33662-58-7)

Guidance literature:

With diethyl ether;

upstream raw materials:

diazomethane

2,4-dihydroxy-3-methylbenzoic acid

5-carbomethoxy-6-hydroxysalicylaldehyde

methanol

Downstream raw materials:

2-methylbenzene-1,3-diol

2,4-dihydroxy-3-methylbenzoic acid

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

3-(2,4-Dihydroxy-3-methylbenzoyl)-1-methyl-2-pyrrolidinone

Refernces