29263-94-3

Basic information

• Product Name: Diethyl 2-bromo-2-methylmalonate
• Synonyms: 2-BROMO-2-METHYLMALONIC ACID DIETHYL ESTER;DIETHYL BROMOMETHYLMALONATE;DIETHYL 2-BROMO-2-METHYLMALONATE;2-Brom-2-methylmalonic acid diethylester;2-BROMO-2-METHYLPROPANDIOIC ACID DIETHYL ESTER;2-(bromomethyl)-propanedioic acid diethyl ester;Diethyl 2-bromo-2-methylmalonate, 98+%;Diethyl 2-bromo-2-methylpropanedioate
• CAS NO: 29263-94-3
• Molecular Formula: C₈H₁₃BrO₄
• Molecular Weight: 253.09
• EINECS: 249-541-6
• Product Categories: Pharmaceutical Intermediates;TheMalonateRamificationProducts;C8 to C9;Carbonyl Compounds;Esters
• Mol File: 29263-94-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 105-106 °C (5 mmHg)
• Flash Point: >230 °F
• Appearance: clear, colorless liquid
• Density: 1.325 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0433mmHg at 25°C
• Refractive Index: n20/D 1.449(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• BRN: 1779673
• CAS DataBase Reference: Diethyl 2-bromo-2-methylmalonate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl 2-bromo-2-methylmalonate(29263-94-3)
• EPA Substance Registry System: Diethyl 2-bromo-2-methylmalonate(29263-94-3)

Safety Data

• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 29263-94-3(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

Diethyl 2-bromo-2-methylmalonate was used to investigate the 1,2,2,6,6-pentamethylpiperidine as an effective reducing agent for the radical chain conversion of primary bromoesters to the corresponding esters. It was used in the synthesis of polystyrene macroinitiator via atom transfer radical polymerization.

General Description

Diethyl 2-bromo-2-methylmalonate acts as initiator during the atom transfer radical polymerization of methyl methacrylate.

InChI:InChI=1/C8H13BrO4/c1-4-12-6(10)8(3,9)7(11)13-5-2/h4-5H2,1-3H3

Upstream product

• 609-08-5 Diethyl methylmalonate 

Downstream Products

• 609-08-5 Diethyl methylmalonate 
• 188407-70-7 diethyl 2-methyl-2-(2'-nitrophenoxy)malonate 
• 71504-41-1 3t-(4-chloro-phenyl)-2,4-dimethyl-5-oxo-isoxazolidine-4r-carboxylic acid ethyl ester 
• 92021-49-3 rac.-Benzyloxy-methylmalonsaeure-monoethylester-chlorid 
• 2935-16-2 2-methyl-2-(benzyloxy)malonic acid monoethylester 
• 154365-38-5 3,4-dihydro-2-methyl-3-oxo-2H-pyrido<3,2-b>-1,4-oxazine-2-carboxylic acid ethyl ester 
• 111-83-1 1-bromo-octane 
• 53651-72-2 diethyl allylmethylmalonate 
• 26891-70-3 2-n-octylsulfanylpyridine 
• 119391-50-3 diethyl 2-methyl-2-(2-pyridylsulfanyl)malonate 
• 154365-33-0 3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester 
• 154365-36-3 3,4-dihydro-2-methyl-7-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester 
• 176383-00-9 ethyl 7-chloro-3,4-dihydro-2-methyl-3-oxo-2H-benzo-1,4-thiazine-2-carboxylate 
• 154365-37-4 3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester 

Relevant articles and documents

One-pot synthesis using supported reagents system: Conversion of β-dicarbonyl compounds to α-thiocyano-β-dicarbonyl compounds using CuBr2/Al2O3-KSCN/SiO2

Transformation of β-dicarbonyl compound 1 to α-thiocyano-α-dicarbonyl compounds 3 in one-pot was achieved by using supported reagents system CuBr2/Al2O3 - KSCN/SiO2, in which 1 reacts first with CuBr2/Al2O3 and the product, α-bromo-β-dicarbonyl compound 2 reacts with KSCN/SiO2 to give the final product 3 in good yield.