Dimethyl 2,6-dibromoheptanedioate

Base Information

• Chemical Name: Dimethyl 2,6-dibromoheptanedioate
• CAS No.: 868-73-5
• Molecular Formula: C9H14 Br2 O4
• Molecular Weight: 346.016
• Hs Code.: 2917190090
• European Community (EC) Number: 628-921-9
• NSC Number: 291648
• DSSTox Substance ID: DTXSID00315065
• Nikkaji Number: J387.706J
• Mol file: 868-73-5.mol

Synonyms:Dimethyl 2,6-dibromoheptanedioate;868-73-5;NSC291648;DIMETHYL2,6-DIBROMOHEPTANEDIOATE;2,6-Dibromoheptanedioic acid dimethyl ester;SCHEMBL719382;DTXSID00315065;MFCD00192080;AKOS015915731;NSC 291648;NSC-291648;Dimethyl 2,6-dibromoheptanedioate, 97%;AS-47822;CS-0150916;FT-0732047;1,7-DIMETHYL 2,6-DIBROMOHEPTANEDIOATE;F16283;A863006

Chemical Property of Dimethyl 2,6-dibromoheptanedioate

Chemical Property:

• Vapor Pressure: 0.000209mmHg at 25°C
• Refractive Index: n20/D 1.501(lit.)
• Boiling Point: 130-140 °C0.01 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 52.60000
• Density: 1.59 g/mL at 25 °C(lit.)
• LogP: 2.02970
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 345.92383
• Heavy Atom Count: 15
• Complexity: 198

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethyl 2,6-dibromoheptanedioate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCCC(C(=O)OC)Br)Br
• Uses: 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.

Technology Process of Dimethyl 2,6-dibromoheptanedioate

There total 5 articles about Dimethyl 2,6-dibromoheptanedioate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

methanol (67-56-1) + heptanedioic acid (111-16-0) → dimethyl 2,6-dibromoheptadioate (868-73-5)

Guidance literature:

heptanedioic acid; With thionyl chloride; at 100 ℃; Large scale;

methanol; With bromine; at 20 ℃; for 5h; Large scale;

Reference yield:

heptanedioic acid (111-16-0) → dimethyl 2,6-dibromoheptadioate (868-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 18 h / 40 °C

2: Br₂ / 1 h / 95 °C / Irradiation

3: 102.78 g

With thionyl chloride; bromine;

DOI:10.1016/S0014-827X(00)00036-7

Reference yield:

pimeloyl chloride (142-79-0) → dimethyl 2,6-dibromoheptadioate (868-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / 1 h / 95 °C / Irradiation

2: 102.78 g

With bromine;

DOI:10.1016/S0014-827X(00)00036-7

upstream raw materials:

methanol

heptanedioic acid

2,6-Dibromo-heptanedioyl dichloride

pimeloyl chloride

Downstream raw materials:

dimethylcyclopentene-1,2-dicarboxylate

Dimethyl 2-(m-chlorobenzoyloxy)-3,4-dihydro-2H-selenine-2,6-dicarboxylate

Dimethyl 2-(m-chlorobenzoyloxy)selenane-2,6-dicarboxylate

Dimethyl cis-1-(2-methoxyphenyl)piperidine-2,6-dicarboxylate

Refernces

• 1、 Pinna,Murineddu,Curzu,Villa,Vianello,Borea,Gessi,Toma,Colombo,Cignarella. "Synthesis, modelling, and μ-opioid receptor affinity of N-3(9)-arylpropenyl-N-9(3)-propionyl-3,9-diazabicyclo[3.3.1]nonanes". . p. 553 - 562. Retrieved 2007/10/03.