60728-41-8

Basic information

• Product Name: 1-Methyl 2-aminoterephthalate
• Synonyms: 2-AMINOTEREPHTHALIC ACID 1-METHYL ESTER;2-AMINOTEREPHTHALIC ACID METHYL ESTER;2-AMINOTEREPHTHALIC ACID MONOMETHYL ESTER;1-METHYL 2-AMINOTEREPHTHALATE;3-AMINO-4-METHOXYCARBONYLBENZOIC ACID;3-AMINO-4-CARBOMETHOXYBENZOIC ACID;2-Aminoterephtalic acid methyl ester;2-Aminoterephthalate acid 1-Methyl ester
• CAS NO: 60728-41-8
• Molecular Formula: C₉H₉NO₄
• Molecular Weight: 195.17
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Phthalic Acids, Esters and Derivatives;C8 to C9;Carbonyl Compounds;Esters
• Mol File: 60728-41-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 217-220 °C(lit.)
• Boiling Point: 394.9°C at 760 mmHg
• Flash Point: 192.7°C
• Appearance: /
• Density: 1.373±0.06 g/cm3(Predicted)
• Vapor Pressure: 6.03E-07mmHg at 25°C
• Solubility: concentrated acid: soluble (HCl)(lit.)
• PKA: 3.93±0.10(Predicted)
• CAS DataBase Reference: 1-Methyl 2-aminoterephthalate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl 2-aminoterephthalate(60728-41-8)
• EPA Substance Registry System: 1-Methyl 2-aminoterephthalate(60728-41-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 60728-41-8(Hazardous Substances Data)

Usage

Uses

1-Methyl-2-aminoterephthalate may be used in the following syntheses:triarylphosphine methyl 4-(hydroxymethyl-2-iodobenzoate1-methyl-2-diphenylphosphinoterepthalate

General Description

1-Methyl-2-aminoterephthalate (3-Amino-4-carbomethoxybenzoic acid, 3-Amino-4-methoxycarbonylbenzoic acid) is the 1-methyl ester of 2-aminoterephthalic acid.

InChI:InChI=1/C9H9NO4/c1-14-9(13)6-3-2-5(8(11)12)4-7(6)10/h2-4H,10H2,1H3,(H,11,12)/p-1

Upstream product

• 10312-55-7 3-aminoterephthalic acid 
• 485-80-3 S-adenosyl-L-methionine 
• 7647-01-0 hydrogenchloride 
• 35092-89-8 4-(methoxycarbonyl)-3-nitrobenzoic acid 

Downstream Products

• 22240-89-7 4-carbamoyl-2-aminobenzoic acid methyl ester 
• 808123-00-4 2-hydroxy-4-carboxybenzoic acid methyl ester 
• 264272-63-1 2-bromo-1,4-benzenedicarboxylic acid,1-methyl ester 
• 55737-77-4 2-chloro-1,4-benzenedicarboxylic acid,1-methyl ester 
• 872265-00-4 acetylamino-terephthalic acid-4-methyl ester 
• 85743-02-8 2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester 
• 99185-32-7 2-acetamidoterephthalic acid 
• 5372-81-6 dimethyl aminoterephthalate 
• 1025906-89-1 2-[((S)-1-{3-[((S)-1-{3-[((S)-1-tert-Butoxycarbonyl-pyrrolidine-2-carbonyl)-amino]-4-methoxycarbonyl-benzoyl}-pyrrolidine-2-carbonyl)-amino]-4-methoxycarbonyl-benzoyl}-pyrrolidine-2-carbonyl)-amino]-terephthalic acid 4-benzyl ester 1-methyl ester 
• 330807-60-8 Boc-(L)-Pro-AB(4-COOCH₃)-OBn 
• 361154-31-6 3-(diphenylphosphino)-4-(methoxycarbonyl)benzoic acid 
• 299173-24-3 [3-iodo-4-(methoxycarbonyl)]benzoic acid 
• 330807-53-9 1-methyl-4-benzyl 2-aminoterephthalate 
• 808123-08-2 acetylamino-terephthalic acid-1-methyl ester 

Relevant articles and documents

Carboxyl Methyltransferase Catalysed Formation of Mono- and Dimethyl Esters under Aqueous Conditions: Application in Cascade Biocatalysis

Carboxyl methyltransferase (CMT) enzymes catalyse the biomethylation of carboxylic acids under aqueous conditions and have potential for use in synthetic enzyme cascades. Herein we report that the enzyme FtpM from Aspergillus fumigatus can methylate a broad range of aromatic mono- and dicarboxylic acids in good to excellent conversions. The enzyme shows high regioselectivity on its natural substrate fumaryl-l-tyrosine, trans, trans-muconic acid and a number of the dicarboxylic acids tested. Dicarboxylic acids are generally better substrates than monocarboxylic acids, although some substituents are able to compensate for the absence of a second acid group. For dicarboxylic acids, the second methylation shows strong pH dependency with an optimum at pH 5.5–6. Potential for application in industrial biotechnology was demonstrated in a cascade for the production of a bioplastics precursor (FDME) from bioderived 5-hydroxymethylfurfural (HMF).