3-Bromo-2-(bromomethyl)propionic acid Chemical Properties

Melting point:

98-101 °C(lit.)

Boiling point:

286.7±30.0 °C(Predicted)

Density 

2.121±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

solubility 

Soluble in acetic acid.

form 

Crystalline Powder

pka

3.33±0.11(Predicted)

color 

Off-white to brown

BRN 

1752505

InChI

InChI=1S/C4H6Br2O2/c5-1-3(2-6)4(7)8/h3H,1-2H2,(H,7,8)

InChIKey

QQZJWQCLWOQDQV-UHFFFAOYSA-N

SMILES

C(O)(=O)C(CBr)CBr

CAS DataBase Reference

41459-42-1(CAS DataBase Reference)

NIST Chemistry Reference

Propionic acid, 3-bromo-2-(bromomethyl)-(41459-42-1)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

F 

8

HazardClass 

8

PackingGroup 

III

HS Code 

29159000

Storage Class

8A - Combustible corrosive hazardous materials

Hazard Classifications

Skin Corr. 1B

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Bromo-2-(bromomethyl)propionic acid Usage And Synthesis

Chemical Properties

off-white to brown crystalline powder

Uses

3-Bromo-2-(bromomethyl)propionic acid acts as an organic building block for the preparation of beta-substituted acrylates. It is used in the preparation of t-butyl 2-(phenylthiomethyl) propenoate, t-butyl 3-(phenylthio)-2-(phenylthiomethyl)propenoate and 3-(phenylthio)-2-(phenyl-sulfinylmethyl)propenoate. Further, it plays an important role in the synthesis of beta-lactams by cyclization of the corresponding amide.

General Description

3-Bromo-2-(bromomethyl)propionic acid reacts with alkaline arsenite to yield (RS)-3-arsono-2-(hydroxymethyl)propionic acid.

Synthesis

A mixture of commercially available diethyl bis(hydroxymethyl)malonate (25 g., 0.11 mol.) and a 48% aqueous hydrogen bromide solution (192 cm3, 1.70 mol) was heated until the ethyl bromide liquid began to evaporate from the mixture and then vigorously distilled for about 1 h. The reaction mixture was refluxed at 140??C for 5 hours. The solution is cooled in an ice bath for 1. 5 hours. The crystals formed were filtered, washed with a small amount of ice-cold water and dried under vacuum. About 80 cm3 was distilled out of the of the filtrate, the solution was cooled in ice to produce another batch of crystals, washed and dried as before to give 3-bromo-2-bromomethylpropionic acid.

3-Bromo-2-(bromomethyl)propionic acid(41459-42-1)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
• 4-Bromomethylbenzoic acid
• Bromotrimethylsilane
• Folic acid
• Propionic acid
• 1,3-Dimethylbarbituric acid
• 2-Bromopropionic acid
• 2,2-Bis(hydroxymethyl)propionic acid
• Citric acid
• Ascoric Acid
• Phenylacetic acid
• 3-Bromo-2-(bromomethyl)-propionic acid methyl ester
• 3-Bromopropionic acid
• 3-BROMO-2-METHYLPROPIONIC ACID
• 1-Bromo-2-methylpropane
• Methyl bromide
• (R)-(-)-3-BROMO-2-METHYL-1-PROPANOL
• Bromine