4-(Methoxycarbonyl)benzoic acid

Base Information

• Chemical Name: 4-(Methoxycarbonyl)benzoic acid
• CAS No.: 1679-64-7
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 29173980
• European Community (EC) Number: 216-849-7
• NSC Number: 210838
• UNII: G2T5130M28
• DSSTox Substance ID: DTXSID1027425
• Nikkaji Number: J570C
• Wikidata: Q27278662
• ChEMBL ID: CHEMBL3560150
• Mol file: 1679-64-7.mol

Synonyms:methyl terephthalate;monomethyl terephthalate

Chemical Property of 4-(Methoxycarbonyl)benzoic acid

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 6.13E-05mmHg at 25°C
• Melting Point: 220-223 °C(lit.)
• Refractive Index: 1.4209 (estimate)
• Boiling Point: 331.6 °C at 760 mmHg
• PKA: 3.77±0.10(Predicted)
• Flash Point: 136 °C
• PSA: 63.60000
• Density: 1.288 g/cm³
• LogP: 1.17140
• Storage Temp.: Store below +30°C.
• Solubility.: chloroform/methanol: soluble50mg/mL, clear, colorless (1:1)
• Water Solubility.: Slightly soluble in water. Also soluble in methanol, benzene and ether.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

mono-Methyl terephthalate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C(=O)O
• Description: The mono-methyl terephthalate is a kind of phthalate ester. It can be obtained during the hydrolytical transformation process of dimethyl terephthalate (DMT) by some microbes such as Rhodococcus rubber and Pasteurella multocida. It is also the intermediate during the manufacturing of dimethyl terephthalate, terephthalic acid and some other derivatives. As the ester form of terephthalate, it is widely used for the manufacturing of plastics, paints, synthetic fibers and polyester.
• Uses: mono-Methyl Terephthalate is used in the synthesis of Hepatits C antiviral activity. Also used in the design and preparation of benzamide derivatives as BRAFV600E inhibitors, which if mutated, can influence malignancies and melanomas.

Technology Process of 4-(Methoxycarbonyl)benzoic acid

There total 100 articles about 4-(Methoxycarbonyl)benzoic 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: 99.0%

4-methyl-benzoic acid methyl ester (99-75-2) → Monomethyl terephthalate (1679-64-7)

Guidance literature:

With Oxone; potassium bromide; In dichloromethane; water; at 20 ℃; for 24h; visible light irradiation;

DOI:10.1021/ol300853z

Reference yield: 95.0%

carbon monoxide (201230-82-2) + methyl 4-iodobenzoate (619-44-3) → Monomethyl terephthalate (1679-64-7)

Guidance literature:

With water; sodium formate; palladium diacetate; at 20 ℃; for 30h; under 760.051 Torr;

DOI:10.1055/s-0034-1380497

Reference yield: 94.0%

methanol (67-56-1) + terephthalic acid (100-21-0) → Monomethyl terephthalate (1679-64-7)

Guidance literature:

With Bronsted acidic, ionic liquid containing, heteropolyanion functionalized polysiloxane network POS-HPA-IL; for 6h; chemoselective reaction; Reflux; Green chemistry;

DOI:10.1039/d0gc01354d

upstream raw materials:

4-methyl-benzoic acid methyl ester

1,4-benzenedicarboxylic acid dimethyl ester

methyl 4-formylbenzoate

benzyl methyl terephthalate

Downstream raw materials:

methyl-4-carbamoylbenzoate

4-Methoxycarbonylbenzoyl chloride

(carbonic acid ethyl ester)-(terephthalic acid methyl ester)-anhydride

vinyl methyl terephthalate

Refernces

• 1、 Kratish, Yosi,Marks, Tobin J.. "Efficient Polyester Hydrogenolytic Deconstruction via Tandem Catalysis". supporting information. . Retrieved 2021/12/22.
• 2、 Murugesan, Kathiravan,Donabauer, Karsten,K?nig, Burkhard. "Visible-Light-Promoted Metal-Free Synthesis of (Hetero)Aromatic Nitriles from C(sp3)?H Bonds**". . p. 2439 - 2445. Retrieved 2020/12/07.