4-Methylphthalic acid

Base Information

• Chemical Name: 4-Methylphthalic acid
• CAS No.: 4316-23-8
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 29173995
• European Community (EC) Number: 224-333-8
• NSC Number: 83573
• UNII: RDR8D8Q6WG
• DSSTox Substance ID: DTXSID4063406
• Nikkaji Number: J101.874D
• Wikidata: Q72495492
• ChEMBL ID: CHEMBL571530
• Mol file: 4316-23-8.mol

Synonyms:4-methyl-1,2-benzenedicarboxylic acid;4-methyl-o-phthalate

Chemical Property of 4-Methylphthalic acid

Chemical Property:

• Appearance/Colour: white powder.
• Vapor Pressure: 8.24E-07mmHg at 25°C
• Melting Point: 146-148 °C(lit.)
• Refractive Index: 1.4209 (estimate)
• Boiling Point: 390.9 °C at 760 mmHg
• PKA: 3.32±0.10(Predicted)
• Flash Point: 204.4 °C
• PSA: 74.60000
• Density: 1.377g/cm³
• LogP: 1.39140
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 3.984g/L(room temperature)
• XLogP3: 2.3
• 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

4-Methylphthalic Acid >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-Methylphthalic acid

There total 27 articles about 4-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: 60.0%

carbon monoxide (201230-82-2) + m-Toluic acid (99-04-7) → 4-methylphthalic acid (4316-23-8)

Guidance literature:

With sodium acetate; palladium diacetate; silver carbonate; In 1,4-dioxane; at 130 ℃; for 30h; under 760.051 Torr;

DOI:10.1021/ja8063827

Reference yield: 58.0%

carbon monoxide (201230-82-2) + p-Toluic acid (99-94-5) → 4-methylphthalic acid (4316-23-8)

Guidance literature:

With dipotassium hydrogenphosphate; palladium diacetate; silver carbonate; In 1,4-dioxane; at 150 ℃; for 30h; under 760.051 Torr;

DOI:10.1021/ja8063827

Reference yield: 16.0%

4-methyl-1,2,3,6-tetrahydrophthalic anhydride (3425-89-6) → 4-methylphthalic acid (4316-23-8) + p-Toluic acid (99-94-5)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.25h; Overall yield = 40 %Spectr.;

DOI:10.1039/c3ra46670a

upstream raw materials:

4-methylphthalonitrile

diethyl 4-methyl-o-phthalate

2-cyano-5-methyl-benzoic acid methyl ester

2,7-dimethylnaphthalene

Downstream raw materials:

1,2-bishydroxymethyl-4-methylbenzene

dimethyl 4-methylphthalate

4-bromomethylphthalic acid dimethyl ester

Refernces

• 1、 Wang, Fei,Tong, Zhaohui. "Dehydro-aromatization of cyclohexene-carboxylic acids by sulfuric acid: Critical route for bio-based terephthalic acid synthesis". . p. 6314 - 6317. Retrieved 2014/01/23.
• 2、 Giri, Ramesh,Yu, Jin-Quan. "Synthesis of 1,2- and 1,3-dicarboxylic acids via Pd(II)-catalyzed carboxylation of aryl and vinyl C-H bonds". supporting information; experimental part. p. 14082 - 14083. Retrieved 2009/03/11.