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419214 Sigma-Aldrich

Dimethyl 2,6-dibromoheptanedioate

97%

Synonym: 2,6-Dibromoheptanedioic acid dimethyl ester

  • CAS Number 868-73-5

  • Linear Formula CH2[CH2CH(Br)CO2CH3]2

  • Molecular Weight 346.01

  •  MDL number MFCD00192080

  •  PubChem Substance ID 24866099

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C8 to C9, Carbonyl Compounds, Chemical Synthesis, Esters,
assay   97%
refractive index   n20/D 1.501 (lit.)
bp   130-140 °C/0.01 mmHg (lit.)
density   1.59 g/mL at 25 °C (lit.)
greener alternative category   Re-engineered
SMILES string   COC(=O)C(Br)CCCC(Br)C(=O)OC
InChI   1S/C9H14Br2O4/c1-14-8(12)6(10)4-3-5-7(11)9(13)15-2/h6-7H,3-5H2,1-2H3
InChI key   AWWJYEJSCIDADZ-UHFFFAOYSA-N

Description

General description

Dimethyl 2,6-dibromoheptanedioate acts as a bifunctional initiator in various polymerization reactions. Its electrochemical cyclization affords high yields of three- to six-membered dimethyl 1,2-cycloalkanedicarboxylates.

Application

Dimethyl 2,6-dibromoheptanedioate may be used in the following studies:
• Preparation of difunctional poly(n-butyl acrylate) (pBA) macroinitiator.
• As initiator for the synthesis of dibromo-terminated polystyrene, via atom transfer radical polymerization (ATRP).
• Preparation of polytrithiocarbonate, which serves as Reversible Addition-Fragmentation chain Transfer (RAFT) agent for radical polymerization reactions.

Packaging

10, 50 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
UN 3334
WGK Germany 
WGK 3

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Protocols & Articles
Peer-Reviewed Papers
15

References

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