Dimethyl2,2'-Dibromoadipate

Base Information

• Chemical Name: Dimethyl2,2'-Dibromoadipate
• CAS No.: 868-72-4
• Molecular Formula: C₈H₁₂Br₂O₄
• Molecular Weight: 331.989
• Mol file: 868-72-4.mol

Synonyms:Hexanedioicacid, 2,5-dibromo-, dimethyl ester (6CI,7CI,8CI,9CI); Dimethyl2,5-dibromoadipate; NSC 134297

Chemical Property of Dimethyl2,2'-Dibromoadipate

Chemical Property:

• Melting Point: 75-76 °C
• Boiling Point: 182 °C(Press: 10 Torr)
• PSA: 52.60000
• Density: 1.6603 g/cm3
• LogP: 1.63960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl2,5-Dibromohexanedioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of Dimethyl2,2'-Dibromoadipate

There total 20 articles about Dimethyl2,2'-Dibromoadipate 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: 95.0%

dimethyl (2R,5S)-2,5-dibromohexanedioate (868-72-4,53490-47-4,124819-17-6) → dimethyl 2,5-dibromohexanedioate (868-72-4,53490-47-4,124819-17-6)

Guidance literature:

With potassium bromide; In N,N-dimethyl-formamide; at 80 ℃; for 2.3h;

DOI:10.1016/S0957-4166(02)00032-0

Reference yield: 88.0%

methanol (67-56-1) + Adipic acid (124-04-9) → dimethyl 2,5-dibromohexanedioate (868-72-4,53490-47-4,124819-17-6)

Guidance literature:

Adipic acid; With thionyl chloride; at 100 ℃; for 4h;

With bromine; at 20 - 100 ℃; for 22h;

methanol; Inert atmosphere;

DOI:10.1002/chem.201101427

Reference yield: 60.0%

methanol (67-56-1) + bromine (7726-95-6) + Adipic acid dichloride (111-50-2) → dimethyl rac-2,5-dibromohexanedioate (868-72-4,53490-47-4,124819-17-6)

Guidance literature:

methanol; bromine; Adipic acid dichloride; at 80 ℃; Inert atmosphere; Acidic conditions;

With potassium bromide; at 80 ℃; Inert atmosphere;

DOI:10.1055/s-0033-1338865

upstream raw materials:

Adipic acid dichloride

methanol

Adipic acid

2,5-dibromohexanedioyl dichloride

Downstream raw materials:

meso-2,5-bis-(2,4,6-triiodo-phenoxy)-adipic acid dimethyl ester

racem.-2,5-bis-(2,4,6-triiodo-phenoxy)-adipic acid dimethyl ester

meso-2,5-bis-(2,3,5,6-tetrabromo-4-methyl-phenoxy)-adipic acid dimethyl ester

racem.-2,5-bis-(2,3,5,6-tetrabromo-4-methyl-phenoxy)-adipic acid dimethyl ester

Refernces

• 1、 Pétry, Nicolas,Benakki, Hafid,Clot, Eric,Retailleau, Pascal,Guenoun, Farhate,Asserar, Fatima,Sekkat, Chakib,Métro, Thomas-Xavier,Martinez, Jean,Lamaty, Frédéric. "A mechanochemical approach to access the proline-proline diketopiperazine framework". supporting information. p. 2169 - 2178. Retrieved 2017/11/16.
• 2、 Bartuschat, Amelie L.,Wicht, Karina,Heinrich, Markus R.. "Switching and Conformational Fixation of Amides Through Proximate Positive Charges". . p. 10294 - 10298. Retrieved 2015/09/01.