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Merck
CN

139440

Diethyl 2-bromo-2-methylmalonate

98%

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About This Item

Linear Formula:
BrC(CH3)(CO2C2H5)2
CAS Number:
Molecular Weight:
253.09
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
249-541-6
MDL number:
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Product Name

Diethyl 2-bromo-2-methylmalonate, 98%

InChI key

CSLQAXTUGPUBCW-UHFFFAOYSA-N

InChI

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

SMILES string

CCOC(=O)C(C)(Br)C(=O)OCC

assay

98%

form

liquid

refractive index

n20/D 1.449 (lit.)

density

1.325 g/mL at 25 °C (lit.)

functional group

bromo
ester

Quality Level

Related Categories

Application

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.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Controlled/?living? atom transfer radical polymerization of methyl methacrylate using various initiation systems.
Matyjaszewski K, et al.
Macromolecules, 31(5), 1527-1534 (1998)
Organic reducing agents. Reduction of electron deficient bromides by 1, 2, 2, 6, 6-pentamethylpiperidine (PMP)/mercaptoethanol.
Amoli M, et al.
Tetrahedron Letters, 36(23), 3997-4000 (1995)
TAILOR MADE POLYMERIC SYSTEMATIC LIBRARIES VIA ATOM TRANSFER RADICAL POLYMERIZATION.
Jakubowski W, et al.
Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 49(2), 369-369 (2008)

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