Skip to Content
Merck
All Photos(5)

Key Documents

Safety Information

419214

Sigma-Aldrich

Dimethyl 2,6-dibromoheptanedioate

greener alternative

97%

Synonym(s):

2,6-Dibromoheptanedioic acid dimethyl ester

Sign Into View Organizational & Contract Pricing


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
Find out more about DOZN™ Scoring

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.)

functional group

bromo
ester

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

419214-BULK:
419214-VAR:
419214-50ML:
419214-10ML:


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of Dimethyl 1, 2-Cycloalkanedicarboxylates by Electrochemical Cyclization of Dimethyl a, a'-Dibromoalkanedioates Using a Copper Anode.
Tokuda M, et al.
Bulletin of the Chemical Society of Japan, 64(8), 2590-2592 (1991)
Reversible redox cleavage/coupling of polystyrene with disulfide or thiol groups prepared by atom transfer radical polymerization.
Tsarevsky NV and Matyjaszewski K.
Macromolecules, 35(24), 9009-9014 (2002)
ABA triblock copolymers containing polyhedral oligomeric silsesquioxane pendant groups: synthesis and unique properties.
Pyun J, et al.
Polymer, 44(9), 2739-2750 (2003)
Multiblock Copolymers of Styrene and Butyl Acrylate via Polytrithiocarbonate-Mediated RAFT Polymerization.
Ebeling B and Vana P.
Polymers (Basel, Switzerland), 3(2), 719-739 (2011)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service