98190-85-3

Basic information

• Product Name: (S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER
• Synonyms: (-)-METHYL (S)-3-BROMO-2-METHYLPROPIONATE;METHYL (S)-(-)-3-BROMO-2-METHYLPROPIONATE;METHYL (S)-(-)-3-BROMOISOBUTYRATE;(-)-METHYL (S)-BETA-BROMOISOBUTYRATE;(S)-(-)-3-BROMO-2-METHYLPROPIONIC ACID METHYL ESTER;(S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER;METHYL (S)-(-)-3-BROMO-2-METHYL-PROPIONA TE, 97% (99% EE/GLC);(-)-Methyl(S)-3-bromo-2-methylpropionate,95%
• CAS NO: 98190-85-3
• Molecular Formula: C₅H₉BrO₂
• Molecular Weight: 181.03
• Product Categories: Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry
• Mol File: 98190-85-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 97.5-98.5 °C62 mm Hg(lit.)
• Flash Point: 165 °F
• Appearance: /
• Density: 1.422 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.25mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• BRN: 1720832
• CAS DataBase Reference: (S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER(98190-85-3)
• EPA Substance Registry System: (S)-(-)-3-BROMOISOBUTYRIC ACID METHYL ESTER(98190-85-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 98190-85-3(Hazardous Substances Data)

Usage

Uses

(?)-Methyl (S)-3-bromo-2-methylpropionate can be used:As a reference substrate in the alkylation reactions of vitamin B12 derivatives.As a starting material in the preparation of biologically significant 3-[(2H-1,2,4-benzothiadiazine-1,1-dioxide-3-yl)thio]-2-methylpropanoic acids.

InChI:InChI=1/C5H9BrO2/c1-4(3-6)5(7)8-2/h4H,3H2,1-2H3/t4-/m1/s1

Upstream product

• 753016-42-1 ((S)-1-Methoxy-2-methyl-cyclopropoxy)-trimethyl-silane 
• 72657-23-9 methyl (R)-3-hydroxy-2-methylpropionate 
• 20609-71-6 3-bromo-2-methyl-propionic acid methyl ester 
• 80657-57-4 3-hydroxy-(2S)-methylpropionate 

Downstream Products

• 1255528-47-2 C₂₆H₃₂ClN₂O₄⁽¹⁺⁾*I^(1-) 
• 1225483-59-9 C₃₀H₃₃N₂O₂⁽¹⁺⁾*I^(1-) 
• 1225483-54-4 C₃₀H₃₂ClN₂O₅⁽¹⁺⁾*I^(1-) 

Relevant articles and documents

Efficient procedures to prepare primary and secondary alkyl halides from alkanols via the corresponding sulfonates under mild conditions

The study presented herein shows that sulfonate/halide exchange can be advantageously performed in THF to avoid several side reactions such as elimination and epimerization when the reaction is performed from a chiral alkyl sulfonate or a substrate having a C-H acidic chiral center. The main limitation of this procedure was found to be the conversion of secondary alkyl sulfonates to alkyl chlorides. In this case, the addition of a catalytic amount of manganese chloride clearly accelerates the rate and the efficiency of the reaction. Copyright

CHIRAL ZINC HOMOENOLATE OF METHYL ISOBUTYRATE. A NEW BUILDING BLOCK FOR THE SYNTHESIS OF CHIRAL α-METHYLESTERS

Chiral homoenolate of methyl isobutyrate prepared in a few steps from optically active methyl β-hydroxy isobutyrate reacts with carbon electrophiles to give chiral α-methyl esters.