89520-11-6

Basic information

• Product Name: N-Bromoacetyl--alanine
• Synonyms: N-Bromoacetyl--alanine;N-Bromoacetyl-2-alanine
• CAS NO: 89520-11-6
• Molecular Formula: C₅H₈BrNO₃
• Molecular Weight: 210.02592
• Product Categories: Amino Acids & Derivatives;MTS & Sulfhydryl Active Reagents
• Mol File: 89520-11-6.mol
• Article Data: 0

Chemical Properties

• Melting Point: 71-77°C
• Boiling Point: 433.4°C at 760 mmHg
• Flash Point: 215.9°C
• Appearance: /
• Density: 1.682g/cm³
• Vapor Pressure: 1.01E-08mmHg at 25°C
• Refractive Index: 1.523
• Solubility: Dichloromethane
• PKA: 4.27±0.10(Predicted)
• CAS DataBase Reference: N-Bromoacetyl--alanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Bromoacetyl--alanine(89520-11-6)
• EPA Substance Registry System: N-Bromoacetyl--alanine(89520-11-6)

Safety Data

• Hazardous Substances Data: 89520-11-6(Hazardous Substances Data)

Usage

Description

N-Bromoacetyl-alanine, also known as 3-(2-bromoacetamido)propanoic acid, is a chemical compound that features a bromide group and a terminal carboxylic acid. The bromide atom serves as an excellent leaving group in nucleophilic substitution reactions, while the terminal carboxylic acid can engage in reactions with primary amine groups to form stable amide bonds, facilitated by coupling agents such as EDC or HATU.

Uses

Used in Chemical Synthesis:
N-Bromoacetyl-alanine is utilized as a key intermediate in the synthesis of various organic compounds. Its bromoacetyl group allows for the formation of stable amide bonds with primary amines, making it a valuable building block in the creation of complex molecules and pharmaceuticals.
Used in Bioconjugation:
In the field of bioconjugation, N-Bromoacetyl-alanine is employed as a coupling agent to link biomolecules, such as proteins or peptides, with other chemical entities. The stable amide bond formation between the terminal carboxylic acid and primary amine groups ensures the formation of covalent and robust bioconjugates, which are essential for research and therapeutic applications.
Used in Medicinal Chemistry:
N-Bromoacetyl-alanine is used as a reagent in medicinal chemistry for the development of new drugs and therapeutic agents. Its ability to participate in nucleophilic substitution reactions and form stable amide bonds makes it a versatile component in the design and synthesis of bioactive molecules with potential applications in treating various diseases.
Used in Research and Development:
In research and development settings, N-Bromoacetyl-alanine is applied as a tool compound to study the mechanisms of nucleophilic substitution and amide bond formation. Its unique properties allow scientists to investigate the reactivity and selectivity of various chemical reactions, contributing to the advancement of synthetic methodologies and the discovery of novel chemical entities.

InChI:InChI=1/C5H8BrNO3/c6-3-4(8)7-2-1-5(9)10/h1-3H2,(H,7,8)(H,9,10)

Downstream Products

• 57159-62-3 N-(β-bromoacetamido-n-propyonyloxy)succinimide