Methyl 4-aminobenzoate

Methyl 4-aminobenzoate Basic information

Product Name:	Methyl 4-aminobenzoate
Synonyms:	benzoicacid,4-amino-,methylester;Methyl aniline-4-carboxylate;Methyl ester of 4-aminobenzoic acid;Methyl ester of p-Aminobenzoic acid;methylaniline-4-carboxylate;p-(Methoxycarbonyl)aniline;p-aminobenzoicacidmethylester;p-amino-benzoicacimethylester
CAS:	619-45-4
MF:	C8H9NO2
MW:	151.16
EINECS:	210-598-7
Product Categories:	Aromatic Esters;C8 to C9;Carbonyl Compounds;Esters;Aromatic Amino Acids;Pyridines ,Halogenated Heterocycles;Peptide Synthesis;Unnatural Amino Acid Derivatives;CARBOXYLICESTER
Mol File:	619-45-4.mol

Methyl 4-aminobenzoate Chemical Properties

Melting point	110-111 °C (lit.)
Boiling point	273.17°C (rough estimate)
density	1.2023 (rough estimate)
refractive index	1.5810 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	3.82g/l
form	Crystals or Crystalline Powder
pka	pK1:2.38(＋1) (25°C)
color	White to beige
Water Solubility	Soluble in alcohol and ether. Slightly soluble in water.
BRN	775913
InChIKey	LZXXNPOYQCLXRS-UHFFFAOYSA-N
LogP	1.370
CAS DataBase Reference	619-45-4(CAS DataBase Reference)
NIST Chemistry Reference	Benzoic acid, 4-amino-, methyl ester(619-45-4)
EPA Substance Registry System	Benzoic acid, 4-amino-, methyl ester (619-45-4)

Safety Information

Hazard Codes	Xi,Xn
Risk Statements	36/37/38-20/21/22
Safety Statements	26-37/39-36/37/39
WGK Germany	3
RTECS	DG2900000
TSCA	Yes
HS Code	29224995

MSDS Information

Provider	Language
4-Aminobenzoic acid methyl ester	English
SigmaAldrich	English
ACROS	English
ALFA	English

Methyl 4-aminobenzoate Usage And Synthesis

Chemical Properties	white to beige crystals or crystalline powder
Uses	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.
Uses	Methyl 4-aminobenzoate is used in the synthesis of guanidine alkaloids, (±)-martinelline and (±)-martinellic acid by a protic acid catalyzed hetero Diels-Alder coupling reaction with N-Cbz 2-pyrroline. It is also used in organic synthesis and acts as a dye intermediate. Further, it is used to prepare 4-(2-methyl-4-oxo-4H-quinazolin-3-yl)-benzoic acid methyl ester by reacting with 2-acetylamino-benzoic acid.
Synthesis Reference(s)	Synthetic Communications, 26, p. 973, 1996 DOI: 10.1080/00397919608003701 Synthesis, p. 23, 1978
General Description	The catalytic oxidation of methyl 4-aminobenzoate by hydrogen peroxide was studied.

Methyl 4-aminobenzoate Preparation Products And Raw materials

Raw materials	Hydrochloric acid-->Ethyl acetate-->Methanol-->Thionyl chloride-->PETROLEUM ETHER-->Sodium carbonate-->4-Aminobenzoic acid-->p-Nitrobenzoic acid
Preparation Products	methyl sulfamate-->4-(Butylamino)-benzoic acid, methyl ester-->4-AZIDOBENZOIC ACID-->METHYL 4-ISOCYANATOBENZOATE 98-->methyl 4-[(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)azo]benzoate-->C.I. Disperse Yellow 84-->Disperse Orange 127

ETHYL 4-ISOCYANATOBENZOATE Phenyl-4-aminosalicylate Methyl METHYL 2-METHYLPENTYLIDENE ANTHRANILATE Methyl 2-(methylamino)benzoate 6-Aminofluorescein Methyl 4-nitrobenzoate 2-chloro-methyl-p-aminobenzoate Methyl 2-amino-3,4,5-trimethoxybenzoate (5-amino-1H-benzimidazol-2-yl)methyl 4-aminobenzoate tert-Butyl 4-aminobenzoate Ethyl p-nitrobenzoate P-AMINOBENZOIC ACID POTASSIUM SALT Methyl-5-Aminobenzoate Ethyl 2-methyl-3-aminobenzoate ISONOMILAT 258 E methyl 2-[(1-oxopropyl)amino]benzoate METHYL THIOPHENE-2-CARBOXYLATE

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