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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:
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.
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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