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274186

Methyl 4-aminobenzoate

Name: Methyl 4-aminobenzoate
Brand: ALDRICH

98%

Synonym(s):

(4-(Methoxycarbonyl)phenyl)amine, 4-(Carbomethoxy)aniline, 4-Aminobenzenecarboxylic acid methyl ester, 4-Aminobenzoic acid methyl ester, Methyl aniline-4-carboxylate, Methyl p-aminobenzoate, p-Aminobenzoic acid methyl ester, p-Carbomethoxyaniline

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About This Item

Linear Formula:

H₂NC₆H₄CO₂CH₃

CAS Number:

619-45-4

Molecular Weight:

151.16

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24856569

EC Number:

210-598-7

Beilstein/REAXYS Number:

775913

MDL number:

MFCD00007891

Assay:

98%

Form:

solid

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Properties

Quality Level

100

assay

98%

form

solid

mp

110-111 °C (lit.)

functional group

ester

SMILES string

COC(=O)c1ccc(N)cc1

InChI

1S/C8H9NO2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5H,9H2,1H3

InChI key

LZXXNPOYQCLXRS-UHFFFAOYSA-N

Description

General description

The catalytic oxidation of methyl 4-aminobenzoate by hydrogen peroxide was studied.

Application

Methyl 4-aminobenzoate was used in the syntheses of guanidine alkaloids, (±)-martinelline and (±)-martinellic acid by a protic acid catalyzed hetero Diels-Alder coupling reaction with N-Cbz 2-pyrroline.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Cytotoxic metabolites from the wood-decayed fungus Xylaria sp. BCC 9653.

Wipapan Pongcharoen et al.

Chemical & pharmaceutical bulletin, 55(11), 1647-1648 (2007-11-06)

Chemical investigation of the wood-decayed fungus Xylaria sp. BCC 9653 has led to the isolation of a new methyl aminobenzoate (1) together with eleven known compounds. The structures were established by analysis of spectroscopic data. Cytochalasin D (2), one of

Efficient preparation of nitrosoarenes for the synthesis of azobenzenes.

Beate Priewisch et al.

The Journal of organic chemistry, 70(6), 2350-2352 (2005-03-12)

[reaction: see text] Reaction conditions are described for the oxidation of anilines furnishing nitrosoarenes and the synthesis of unsymmetrically substituted azobenzenes. In a comparative study, the catalytic oxidation of methyl 4-aminobenzoate by hydrogen peroxide was investigated, and SeO(2) proved to

Total synthesis of the alkaloids martinelline and martinellic acid via a hetero Diels-Alder multicomponent coupling reaction.

David A Powell et al.

Organic letters, 4(17), 2913-2916 (2002-08-17)

[reaction: see text] A concise synthesis of the guanidine alkaloids, (+/-)-martinelline and (+/-)-martinellic acid, using a protic acid catalyzed 2:1 hetero Diels-Alder coupling reaction between N-Cbz 2-pyrroline and methyl 4-aminobenzoate, is described. Protic acid catalysis, rather than Lewis acid catalysis

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Global Trade Item Number

SKU	GTIN
483761-1G	04061832390178
274186-25G	04061826151877
274186-100G	04061838348340
274186-5G	04061826151884