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139440

Sigma-Aldrich

Diethyl 2-bromo-2-methylmalonate

98%

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25 G
$173.00

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25 G
$173.00

About This Item

Linear Formula:
BrC(CH3)(CO2C2H5)2
CAS Number:
29263-94-3
Molecular Weight:
253.09
EC Number:
249-541-6
MDL number:
MFCD00009125
UNSPSC Code:
12352100
PubChem Substance ID:
24848412
NACRES:
NA.22
form:
liquid
assay:
98%

$173.00

In StockDetails

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Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.449 (lit.)

density

1.325 g/mL at 25 °C (lit.)

functional group

bromo
ester

SMILES string

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

InChI

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

InChI key

CSLQAXTUGPUBCW-UHFFFAOYSA-N

General description

Diethyl 2-bromo-2-methylmalonate acts as initiator during the atom transfer radical polymerization of methyl methacrylate[1].

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[2]. It was used in the synthesis of polystyrene macroinitiator via atom transfer radical polymerization[3].

Pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7323
BCCJ0967
BCCF2851
BCCB2009
BCBW3805

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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)
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)
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)

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