Dimethyl 2,4-dibromoglutarate

Base Information

• Chemical Name: Dimethyl 2,4-dibromoglutarate
• CAS No.: 869-09-0
• Molecular Formula: C₇H₁₀Br₂O₄
• Molecular Weight: 317.962
• Hs Code.: 2917190090
• European Community (EC) Number: 875-515-4
• DSSTox Substance ID: DTXSID90403900
• Nikkaji Number: J387.704C
• Mol file: 869-09-0.mol

Synonyms:869-09-0;Dimethyl 2,4-dibromopentanedioate;DIMETHYL 2,4-DIBROMOGLUTARATE;2,4-DIBROMO-PENTANEDIOIC ACID DIMETHYL ESTER;Pentanedioic acid, 2,4-dibromo-, dimethyl ester;MFCD00192789;1,5-DIMETHYL 2,4-DIBROMOPENTANEDIOATE;SCHEMBL1415280;Dimethyl2,4-dibromopentanedioate;DTXSID90403900;GEO-01171;AKOS005167159;AS-67418;SY126240;2,4-dibromopentanedioic acid dimethyl ester;CS-0038849;EN300-142573;W10371

Chemical Property of Dimethyl 2,4-dibromoglutarate

Chemical Property:

• Melting Point: 45 °C
• PSA: 52.60000
• LogP: 1.24950
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 317.89253
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

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

Dimethyl2,4-dibromopentanedioate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C(CC(C(=O)OC)Br)Br

Technology Process of Dimethyl 2,4-dibromoglutarate

There total 11 articles about Dimethyl 2,4-dibromoglutarate 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%

methanol (67-56-1) + gloutaric dichloride (2873-74-7) → dimethyl 2,4-dibromopentanedioate (31358-13-1,31448-67-6,149198-10-7,869-09-0)

Guidance literature:

gloutaric dichloride; With bromine; at 90 ℃; for 4h; UV-irradiation;

methanol; at 20 ℃; for 12h;

Reference yield:

methanol (67-56-1) + α,α'-dibromoglutaric acid (3479-80-9) → dimethyl α,α'-dibromoglutarate (31448-67-6) + Dimethyl (+/-)-2,4-dibromoglutarate (869-09-0,31358-13-1,31448-67-6,149198-10-7)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃; for 48h; Overall yield = 87 %; Overall yield = 9.77 g;

DOI:10.1016/j.poly.2013.05.012

Reference yield:

α,α'-dibromoglutaric acid (3479-80-9) → dimethyl 2,4-dibromopentanedioate (31358-13-1,31448-67-6,149198-10-7,869-09-0)

Guidance literature:

With sulfuric acid; In methanol; tetrachloromethane;

upstream raw materials:

methanol

1,5-pentanedioic acid

gloutaric dichloride

diazomethane

Downstream raw materials:

dimethyl cis-cyclopropane-1,2-dicarboxylate

dimethyl trans-1,2-cyclopropanedicarboxylate

cis-1-benzylazetidine-2,4-dicarboxylic acid dimethyl ester

trans-1-benzylazetidine-2,4-dicarboxylic acid dimethyl ester

Refernces

• 1、 Cie, Dariusz,Kalinowska-Tucik, Justyna. "Enolates of 2-isothiocyanatocarboxylic esters: Synthesis of thiazolo[5,4-d]-thiazole derivatives and 2-thioxo-1,3-thiazolidine-4- carboxylates". scheme or table. p. 1736 - 1744. Retrieved 2012/07/28.
• 2、 Liu, Yingchun,Sorensen, Ted S.,Sun, Fang. "Stereoselective 1,3-debromination reactions". . p. 258 - 262. Retrieved 2007/10/02.