3-Methylphthalic acid

Base Information

• Chemical Name: 3-Methylphthalic acid
• CAS No.: 37102-74-2
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 2917399090
• DSSTox Substance ID: DTXSID80958272
• Nikkaji Number: J136.386G
• Wikidata: Q72495498
• ChEMBL ID: CHEMBL569257
• Mol file: 37102-74-2.mol

Synonyms:3-methyl-1,2-benzenedicarboxylic acid;3-methylphthalate

Chemical Property of 3-Methylphthalic acid

Chemical Property:

• Vapor Pressure: 2.55E-06mmHg at 25°C
• Melting Point: 157-158℃
• Boiling Point: 375.9°Cat760mmHg
• Flash Point: 195.3°C
• PSA: 80.26000
• Density: 1.377g/cm³
• LogP: -1.27800
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

98%Min ^*data from raw suppliers

3-MethylphthalicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)O)C(=O)O
• Uses: 3-Methylphthalic Acid is a by-product during the synthesis of 3-Methylhexahydrophthalic Anhydride (M312385), a useful reagent for the synthesis of?geometrical isomers of 1,2,3-trimethylcyclohexane. It can also be used to prepare?hydroxycarbamoyl carboxylic acids for the flotation of diaspore and aluminosilicate minerals.

Technology Process of 3-Methylphthalic acid

There total 29 articles about 3-Methylphthalic 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: 80.0%

ortho-methylbenzoic acid (118-90-1) + carbon monoxide (201230-82-2) → 3-methylphthalic acid (37102-74-2)

Guidance literature:

With sodium acetate; palladium diacetate; silver carbonate; In 1,4-dioxane; at 130 ℃; for 18h; under 760.051 Torr;

DOI:10.1021/ja8063827

Reference yield:

1-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride → 3-methylphthalic acid anhydride (4792-30-7) + 3-methylphthalic acid (37102-74-2)

Guidance literature:

With sulfuric acid; at 5 - 7 ℃;

Reference yield:

2-methylfuran (534-22-5) → 3-methylphthalic acid anhydride (4792-30-7) + 3-methylphthalic acid (37102-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: neat (no solvent) / 24 h / 20 °C / Inert atmosphere

2: methanesulfonic acid; acetic anhydride / Heating

With methanesulfonic acid; acetic anhydride; In neat (no solvent); 1: |Diels-Alder Cycloaddition;

DOI:10.1039/c3gc41655k

upstream raw materials:

4-methylindanone

dimethyl 3-methylbenzene-1,2-dicarboxylate

2-acetyl-6-methyl-benzoic acid

2-cyano-3-methyl-benzoic acid

Downstream raw materials:

diethyl 3-methylphthalate

2-Carbomethoxy-3-methylbenzoesaeure

3-Dibromomethyl-phthalic acid 1-methyl ester

3-bromomethylphthalate dimethyl ester

Refernces

• 1、 Mahmoud, Eyas,Watson, Donald A.,Lobo, Raul F.. "Renewable production of phthalic anhydride from biomass-derived furan and maleic anhydride". . p. 167 - 175. Retrieved 2014/01/06.
• 2、 Hiraiwa, Yukiko,Morinaka, Akihiro,Fukushima, Takayoshi,Kudo, Toshiaki. "Metallo-β-lactamase inhibitory activity of phthalic acid derivatives". scheme or table. p. 5162 - 5165. Retrieved 2010/03/24.