32644-15-8

Basic information

• Product Name: (S)-(-)-2-BROMOPROPIONIC ACID
• Synonyms: (S)-(-)-2-Bromopropionic acid, 98%, ee:>85%;(S)-(-)-2-Bromopropionic acid,98%,>85% ee;(-)-Α-Bro;(S)-(-)-2-BROMOPROPI;(S)-(-)-2-BroMopropionic acid, >85% ee, 98% 5GR;(S)-α-BroMop;(S)-(-)-2-BroMopropionic acid 99%;(S)-(-)-2-BroMopropionic Acid, 98.0%(GC&T
• CAS NO: 32644-15-8
• Molecular Formula: C₃H₅BrO₂
• Molecular Weight: 152.97
• EINECS: 209-947-6
• Product Categories: chiral;All Aliphatics;Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Aliphatics;Chiral Reagents;Carboxylic Acids;Chiral Building Blocks;Organic Building Blocks
• Mol File: 32644-15-8.mol
• Article Data: 30

Chemical Properties

• Melting Point: −35 °C(lit.)
• Boiling Point: 78 °C4 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: Clear colorless/Liquid
• Density: 1.696 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.12mmHg at 25°C
• Refractive Index: n20/D 1.475
• Storage Temp.: 2-8°C
• Solubility: Acetone, Chloroform, Dichloromethane, Ethyl Acetate
• PKA: 3.00±0.10(Predicted)
• BRN: 1720261
• CAS DataBase Reference: (S)-(-)-2-BROMOPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-BROMOPROPIONIC ACID(32644-15-8)
• EPA Substance Registry System: (S)-(-)-2-BROMOPROPIONIC ACID(32644-15-8)

Safety Data

• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 32644-15-8(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Liquid

Uses

Different sources of media describe the Uses of 32644-15-8 differently. You can refer to the following data:
1. (S)-2-Bromopropionic Acid is an intermediate in the synthesis of structural analogs of the antimitotic tripeptides hemiasterlins as antitumor agents.
2. Used for the direct enantiomeric assay of carboxylic acids by proton NMR.

InChI:InChI=1/C3H5BrO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m0/s1

Upstream product

• 598-72-1 2-Bromopropionic acid 
• 71-36-3 butan-1-ol 
• 29264-45-7 bromo-methyl-ketene 
• 306972-98-5 3-Bromo-4-methoxyphenyl (S)-2-bromopropanoate 
• 56-41-7 L-alanin 
• 7664-93-9 sulfuric acid 
• 167823-32-7 1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-O-yl α-bromopropionate 
• 118-10-5 Cinchonin 
• 338-69-2 D-Alanine 

Downstream Products

• 30365-54-9 ethyl (S)-2-bromopropionate 
• 103954-11-6 (2R,2'R)-2,2'-Iminobis(propionsaeure) 
• 4746-41-2 S-<(S)-1-carboxyethyl>-(R)-cysteine 
• 34522-32-2 N₂-(D-1-carboxyethyl)-L-arginine 
• 57128-29-7 (R)-2-Methyl-2-α-naphthylacetic acid 
• 338-69-2 D-Alanine 
• 79-33-4 L-Lactic acid 
• 10326-41-7 D-Lactic acid 
• 7148-74-5 (S)-2-bromopropionyl chloride 
• 56-41-7 L-alanin 
• 445397-22-8 (R)-2-(2-benzyloxyethoxy)propionic acid 
• 404947-34-8 phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside 
• 404947-52-0 2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside 

Relevant articles and documents

Enantioselective Construction of Axially Chiral Azepine-Containing P,N-Ligands from l -Alanine

A family of axially chiral azepine-containing seven-membered cyclic P,N-ligands (named Indole-azepinap) have been prepared by using l-alanine as an original chirality source. The direct chromatographic separation of two diastereomeric phosphine oxides on silica gel enabled these ligands to be easy available, allowing further structural and electronic modifications. Preliminary application of these Indole-azepinaps has been demonstrated in a Pd-catalyzed asymmetric allylic alkylation with high yields and moderate enantioselectivities.

α-Aminoxy Oligopeptides: Synthesis, Secondary Structure, and Cytotoxicity of a New Class of Anticancer Foldamers

α-Aminoxy peptides are peptidomimetic foldamers with high proteolytic and conformational stability. To gain an improved synthetic access to α-aminoxy oligopeptides we used a straightforward combination of solution- and solid-phase-supported methods and obtained oligomers that showed a remarkable anticancer activity against a panel of cancer cell lines. We solved the first X-ray crystal structure of an α-aminoxy peptide with multiple turns around the helical axis. The crystal structure revealed a right-handed 28-helical conformation with precisely two residues per turn and a helical pitch of 5.8 ?. By 2D ROESY experiments, molecular dynamics simulations, and CD spectroscopy we were able to identify the 28-helix as the predominant conformation in organic solvents. In aqueous solution, the α-aminoxy peptides exist in the 28-helical conformation at acidic pH, but exhibit remarkable changes in the secondary structure with increasing pH. The most cytotoxic α-aminoxy peptides have an increased propensity to take up a 28-helical conformation in the presence of a model membrane. This indicates a correlation between the 28-helical conformation and the membranolytic activity observed in mode of action studies, thereby providing novel insights in the folding properties and the biological activity of α-aminoxy peptides.

Enantioselective protonation of α-hetero carboxylic acid-derived ketene disilyl acetals under chiral ionic Bronsted acid catalysis

Highly enantioselective protonation of α-halo and alkoxy carboxylic acid-derived ketene disilyl acetals is achieved by using P-spiro chiral diaminodioxaphosphonium barfate as a Bronsted acid catalyst, where the enantiofacial discrimination by the catalyst mainly stems from the recognition of the electronic difference between two substituents on the ketene disilyl acetal.