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Methyl 4-aminobenzoate

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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-Aminobenzoic acid methyl ester
  • p-aminobenzoicacidmethylester
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
  • CARBOXYLICESTER
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives
Mol File:
619-45-4.mol
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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)
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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

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Methyl 4-aminobenzoate Usage And Synthesis

Chemical Properties

white to beige crystals or crystalline powder

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.

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.

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.

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