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Sigma-Aldrich

Dimethyl 2,6-dibromoheptanedioate

greener alternative

97%

Synonym(s):

2,6-Dibromoheptanedioic acid dimethyl ester

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About This Item

Linear Formula:
CH2[CH2CH(Br)CO2CH3]2
CAS Number:
Molecular Weight:
346.01
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

liquid

greener alternative product score

old score: 2
new score: 1
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greener alternative product characteristics

Waste Prevention
Safer Solvents and Auxiliaries
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

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

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

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.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Safer Solvents and Auxiliaries” and “Enhanced Energy Efficiency”. Click here to view its DOZN scorecard.

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.

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Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Multiblock Copolymers of Styrene and Butyl Acrylate via Polytrithiocarbonate-Mediated RAFT Polymerization.
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Synthesis of Dimethyl 1, 2-Cycloalkanedicarboxylates by Electrochemical Cyclization of Dimethyl a, a'-Dibromoalkanedioates Using a Copper Anode.
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