52523-52-1

Basic information

• Product Name: (4E)-2-amino-5-chlorohex-4-enoic acid
• CAS NO: 52523-52-1
• Molecular Formula: C₆H₁₀ClNO₂
• Molecular Weight: 163.6021
• Mol File: 52523-52-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 277.2°C at 760 mmHg
• Flash Point: 121.4°C
• Density: 1.248g/cm³
• Vapor Pressure: 0.00124mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: (4E)-2-amino-5-chlorohex-4-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4E)-2-amino-5-chlorohex-4-enoic acid(52523-52-1)
• EPA Substance Registry System: (4E)-2-amino-5-chlorohex-4-enoic acid(52523-52-1)

Safety Data

• Hazardous Substances Data: 52523-52-1(Hazardous Substances Data)

Upstream product

• 215160-72-8 D,L-2-amino-5-hexynoic acid 

Relevant articles and documents

(2R)-2-amino-6-hydroxy-4-hexynoic acid, and related amino acids in the fruiting bodies of Amanita miculifera

(2R)-2-amino-6-hydroxy-4-hexynoic acid, (2RS)-2-amino-4,5-hexadienoic acid, (2S)-2-amino-4-hexynoic acid, and 2-amino-5-chloro-5-hexenoic acid were isolated and characterised from the fruit bodies of Amanita miculifera, with the first and the last mentioned amino acids being new natural products. Their structures were based on analysis of the results from elementary analysis, oxidation with KMnO4, determination of optical rotations, 1H NMR- spectra, and hydrogenation over Adams or Lindlar catalysts. (2RS)-2-Amino-6- hydroxy-4-hexynoic acid was synthesized and optically resolved by renal acylase to confirm its natural (2R)-configuration. The configuration at C-2 of 2-amino-4,5-hexadienoic acid was also assumed from its ORD spectrum, as well as that of its hydrogenation product. The optical rotation (2-amino-5- chloro-5-hexenoic acid) was not determined because it was isolated in trace amounts; it was also prepared from 2-amino-5-hexynoic acid, although in very low yield. A possible biosynthetic route leading to the non-protein amino acids in this fungus is presented.