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2-(Acetylamino)-3-phenyl-2-propenoic acid

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2-(Acetylamino)-3-phenyl-2-propenoic acid Basic information

Product Name:
2-(Acetylamino)-3-phenyl-2-propenoic acid
Synonyms:
  • NSC 25333
  • (E)-2-acetaMido-3-phenylacrylic acid
  • 3-(2-AcetaMidophenyl)acrylic acid
  • Acetyl-α,β-dehydro-phenylalanine≥ 96% (HPLC)
  • Ac-α,β-dehydro-phenylalanine
  • (E)-2-Acetamido-3-phenylprop-2-enoic acid
  • 2-(Acetylamino)-3-phenylpropenoic acid
  • 2-Acetylamino-3-phenylpropenoic acid
CAS:
5469-45-4
MF:
C11H11NO3
MW:
205.21
EINECS:
226-795-6
Product Categories:
  • Building Blocks
  • C11 to C12
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • Organic Building Blocks
  • Pharmaceutical Intermediates
  • Aromatic Cinnamic Acids, Esters and Derivatives
  • Cinnamic acid
  • Amino Acids & Derivatives
  • Aromatics
Mol File:
5469-45-4.mol
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2-(Acetylamino)-3-phenyl-2-propenoic acid Chemical Properties

Melting point:
188-190 °C(lit.)
Boiling point:
455.4±45.0 °C(Predicted)
Density 
1.32 g/cm3
storage temp. 
2-8°C
solubility 
methanol: soluble100mg/mL, clear, yellow-green
pka
3.52±0.10(Predicted)
form 
Solid
color 
White
BRN 
1912549
InChIKey
XODAOBAZOQSFDS-JXMROGBWSA-N
CAS DataBase Reference
5469-45-4(CAS DataBase Reference)
NIST Chemistry Reference
«alpha»-Acetamidocinnamic acid(5469-45-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
2924297099

MSDS

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2-(Acetylamino)-3-phenyl-2-propenoic acid Usage And Synthesis

Chemical Properties

White Solid

Uses

A protein kinase C inhibitor

Uses

test substance for asymmetric hydrogenations

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 4603, 1983 DOI: 10.1016/S0040-4039(00)85967-5
Synthesis, p. 418, 1984 DOI: 10.1055/s-1984-30859

Purification Methods

It crystallises from H2O as the dihydrate, and on drying at 100o it forms the anhydrous compound which is hygroscopic. Alkaline hydrolysis yields NH3

2-(Acetylamino)-3-phenyl-2-propenoic acid Preparation Products And Raw materials

Raw materials

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