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3-Bromo-L-alanine

CAS 62965-17-7Formula C3H6BrNO2MW 167.99PubChem 22791920

3-Bromo-L-alanine is a bromo-substituted L-alanine derivative, primarily used as a functionalized intermediate in organic synthesis and biochemical research. Its unique structure makes it valuable for introducing bromine and an amino acid moiety into target molecules.

Loading RDKit molecule structure...
InChIKey: ORQLXCMGAMWKMJ-REOHCLBHSA-NC3H6BrNO2 | MW 167.99

Chemical Identity

Molecular Formula

C3H6BrNO2

Molecular Weight

167.99 g/mol

Exact Mass

166.95819

PubChem CID

22791920

IUPAC Name

(2R)-2-amino-3-bromopropanoic acid

SMILES String

N[C@@H](CBr)C(=O)O

Names & Synonyms

beta-bromoalanine(R)-2-Amino-3-bromopropanoic acid
External Identifiers
DTXSID50628374RefChem:277700DTXCID20579127SCHEMBL486367EN300-6258769

Catalog Overview

3-Bromo-L-alanine, also known by its IUPAC name (2R)-2-amino-3-bromopropanoic acid, is an L-amino acid derivative featuring a bromine atom at the beta-position. With a molecular formula of C3H6BrNO2 and a molecular weight of 167. 99, this compound serves as a versatile building block in various research applications. Its chiral center at the alpha-carbon (L-configuration) is significant for stereoselective synthesis.

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Read more catalog context

3-Bromo-L-alanine, also known by its IUPAC name (2R)-2-amino-3-bromopropanoic acid, is an L-amino acid derivative featuring a bromine atom at the beta-position. With a molecular formula of C3H6BrNO2 and a molecular weight of 167.99, this compound serves as a versatile building block in various research applications. Its chiral center at the alpha-carbon (L-configuration) is significant for stereoselective synthesis. Researchers utilize 3-Bromo-L-alanine as a functionalized intermediate for the synthesis of more complex organic molecules, including peptides, pharmaceuticals, and agrochemicals, where the bromo group can undergo various substitution reactions, and the amino acid functionality can be incorporated into biomimetic structures. It is intended for Research Use Only (RUO).

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white crystalline solid

Physical State

solid

Melting Point

130.0 °C

Boiling Point

210.0 °C

Density

1.74 g/cm³

Water Solubility

soluble

Flash Point

111.0 °C

Applications / Classifications

Research intermediateCustom synthesis building block

Biological Target Reference

No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.

Preliminary Safety-Style Reference

Preliminary

Preliminary safety-style information for reference only. Not a supplier SDS.

Handling and Storage
  • Handle with appropriate personal protective equipment, including gloves, eye protection, and a lab coat. Use in a well-ventilated area or under a fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Store in a cool, dry place, away from incompatible materials. Consult the Safety Data Sheet (SDS) for detailed hazard information and handling instructions. This product is for Research Use Only.

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