2-Bromopropionic acid

2-Bromopropionic acid Basic information
Product Name:2-Bromopropionic acid
Synonyms:RARECHEM AL BO 1266;2-bromo-propanoicaci;2-bromopropionic acid solution;DL-2-Bromopropionic;D,L-2-BROMOPROPIONIC ACID;(+/-)-2-BROMOPROPIONIC ACID;2-BROMOPROPIONIC ACID;(R,S)-2-BROMOPROPIONICACID
CAS:598-72-1
MF:C3H5BrO2
MW:152.97
EINECS:209-947-6
Product Categories:Organic acids;ACID BASED BROMO COMPOUNDS;500 Series Drinking Water Methods;A-BAlphabetic;Alpha Sort;B;BI - BZEPA;Method 552;Volatiles/ Semivolatiles;C1 to C5;Carbonyl Compounds;Carboxylic Acids
Mol File:598-72-1.mol
2-Bromopropionic acid Structure
2-Bromopropionic acid Chemical Properties
Melting point 25.7°C
Boiling point 203 °C (lit.)
density 1.7 g/mL at 25 °C (lit.)
refractive index n20/D 1.475(lit.)
Fp 212 °F
storage temp. room temp
form Liquid After Melting
pkapK1: 2.971 (25°C)
color Clear colorless to yellow
Specific Gravity1.7
Water Solubility soluble
BRN 605451
NIST Chemistry Reference2-Bromopropanoic acid(598-72-1)
EPA Substance Registry SystemPropanoic acid, 2-bromo- (598-72-1)
Safety Information
Hazard Codes C,Xi,F
Risk Statements 22-34-40-36/37/38-38-11
Safety Statements 26-36/37/39-45-36-16-24-9
RIDADR UN 3265 8/PG 2
WGK Germany 3
RTECS UA2451715
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29159080
MSDS Information
ProviderLanguage
DL-2-Bromopropionic English
SigmaAldrich English
ACROS English
ALFA English
2-Bromopropionic acid Usage And Synthesis
Chemical Propertiesclear colorless to yellowish liquid after melting. soluble in water, miscible with alcohol, ether, chloroform and benzene.
Uses2-Bromopropionic Acid is a versatile reactant used in emulsion polymerization in the preparation of reversible addition-fragmentation chain transfer (RAFT) agent.
UsesIt is employed as pharmaceutical and agrochemical intermediate. It is used as an alkylation agent for mercaptans and other sulfur containing compounds.
Application2-bromopropionic acid is an organic synthesis intermediate, used in the production of herbicides quizalofop-ethyl, napropamide, fenthiaprop and fungicides metalaxyl, benalaxyl, procymidone, etc., used in the synthesis of pharmaceutical intermediates body alanine.
Preparation2-Bromopropionic acid is obtained by bromination of propionic acid. Add propionic acid and phosphorus trichloride to the reaction kettle, keep the temperature at 80°C, slowly add bromine to the reaction solution dropwise, and heat up to 85°C after the addition of bromine, and raise the temperature to 100°C when the color of bromine disappears completely, it takes about 2~3h, and then the bromine and hydrobromic acid are recovered under reduced pressure, and then the finished product is obtained by distillation under reduced pressure.
Synthesis Reference(s)Tetrahedron Letters, 13, p. 4067, 1972 DOI: 10.1016/S0040-4039(01)94239-X
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