ChemicalBook--->CAS DataBase List--->5156-01-4

5156-01-4

5156-01-4 Structure

5156-01-4 Structure
IdentificationBack Directory
[Name]

2-Methyl-1,4-benzenedicarboxylic acid
[CAS]

5156-01-4
[Synonyms]

Nsc20693
Methylterephthalic acid
2-methylterephthalic acid
5-Methylterephthalic acid
2-Methylterephthalic 
Terephthalic acid, methyl-
2,5-Toluenedicarboxylic acid
2-Methylterephthalic acid 98%
2-Methylterephthalic pound inverted
2-METHYL-1,4-BENZENEDICARBOXYLIC ACID
1,4-Benzenedicarboxylic acid, 2-methyl-
2-Methylbenzene-1,4-dicarboxylic acid, 2,5-Dicarboxytoluene
[Molecular Formula]

C9H8O4
[MDL Number]

MFCD09835103
[MOL File]

5156-01-4.mol
[Molecular Weight]

180.16
Questions And AnswerBack Directory
[Preparation]

The specific preparation method is as follows: using 2-Methyl-1,4-benzenedicarboxylic acid as raw material, the following steps are included in sequence: 1) Esterification: under the catalysis of concentrated sulfuric acid, 2-Methyl-1,4-benzenedicarboxylic acid and methanol undergo esterification reaction at 80℃ for 8h~12h, and the material ratio of 2-Methyl-1,4-benzenedicarboxylic acid to methanol is 1:10; 2) Water absorption: using anhydrous copper sulfate as a water absorbent, anhydrous copper sulfate is added to the above mixture, and the weight ratio of 2-Methyl-1,4-benzenedicarboxylic acid to anhydrous copper sulfate is 20:17~1:1; 3) Extraction: using dichloromethane as an extractant, the lower organic phase is separated; 4) Recrystallization: the obtained crude dimethyl terephthalate is recrystallized in petroleum ether to obtain dimethyl terephthalate.
[Application]

2-Methyl-1,4-phthalic acid can be used as an intermediate in pharmaceutical and chemical synthesis, such as in the synthesis of dimethyl 2-methyl terephthalate. Dimethyl 2-methyl terephthalate is an important compound in the synthesis of vinyl terephthalic acid-based chitosan liquid crystal polymers. Currently, most methods employ acid-catalyzed synthesis, resulting in low yields of only about 33% and significant raw material losses. Since dimethyl 2-methyl terephthalate is a necessary intermediate in the synthesis of vinyl terephthalic acid-based chitosan liquid crystal polymers, improving its yield is crucial. However, most acid-catalyzed esterification reactions suffer from low conversion rates. In this reaction, methanol serves as both a reagent and a solvent. Due to its low boiling point, a suitable dehydrating agent cannot be found for use in oil-water separators. Therefore, based on existing research, anhydrous copper sulfate powder, which has strong hygroscopic properties, is added. At 80°C, anhydrous copper sulfate can bind three water molecules, thereby improving the esterification conversion rate. The results of infrared IR and nuclear magnetic resonance (NMR) analyses of the obtained products confirm the correctness of the synthesized compound, laying the foundation for the next step of large-scale synthesis of vinyl terephthalic acid-based chitosan-type liquid crystal polymers.
Chemical PropertiesBack Directory
[Melting point ]

323-325 °C
[Boiling point ]

388.2±30.0 °C(Predicted)
[density ]

1.377
[Fp ]

202.8℃
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

3.38±0.25(Predicted)
[Appearance]

Off-white to yellow Solid
[InChI]

InChI=1S/C9H8O4/c1-5-4-6(8(10)11)2-3-7(5)9(12)13/h2-4H,1H3,(H,10,11)(H,12,13)
[InChIKey]

UFMBOFGKHIXOTA-UHFFFAOYSA-N
[SMILES]

C1(C(O)=O)=CC=C(C(O)=O)C=C1C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P280
[WGK Germany ]

WGK 3
[HS Code ]

29173990
[Storage Class]

11 - Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

2-Methyl-1,4-benzenedicarboxylic acid(5156-01-4)1HNMR
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