(2R,5S)-rel-Diethyl 2,5-dibromohexanedioate

Base Information

• Chemical Name: (2R,5S)-rel-Diethyl 2,5-dibromohexanedioate
• CAS No.: 869-10-3
• Molecular Formula: C10H16Br2O4
• Molecular Weight: 360.043
• Hs Code.: 29171900
• European Community (EC) Number: 629-459-0
• Nikkaji Number: J313.568C
• Mol file: 869-10-3.mol

Synonyms:Diethyl meso-2,5-dibromoadipate;54221-37-3;(2R,5S)-rel-Diethyl 2,5-dibromohexanedioate;Diethyl (2R,5S)-2,5-dibromohexanedioate;1,6-DIETHYL (2R,5S)-2,5-DIBROMOHEXANEDIOATE;diethyl (2S,5R)-2,5-dibromohexanedioate;SCHEMBL240521;GEO-01041;MFCD00075379;AKOS005255265;FS-3941;Diethyl meso-2,5-dibromoadipate, 98%;(2R,5S)-rel-Diethyl2,5-dibromohexanedioate;CS-0197717;(2R,5S)-2,5-Dibromoadipic acid diethyl ester;F11070;(2S,5R)-Dibromo-hexanedioic acid diethyl ester;A870523

Chemical Property of (2R,5S)-rel-Diethyl 2,5-dibromohexanedioate

Chemical Property:

• Vapor Pressure: 2.59E-05mmHg at 25°C
• Melting Point: 65-67 °C(lit.)
• Refractive Index: 1.503
• Boiling Point: 338.6 °C at 760 mmHg
• Flash Point: 158.6 °C
• PSA: 52.60000
• Density: 1.581 g/cm³
• LogP: 2.41980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• Solubility.: DCM
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 359.93948
• Heavy Atom Count: 16
• Complexity: 209

Purity/Quality:

98% ^*data from raw suppliers

Diethylα,α''-Dibromoadipate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC(C(=O)OCC)Br)Br
• Isomeric SMILES: CCOC(=O)[C@@H](CC[C@@H](C(=O)OCC)Br)Br
• Uses: Diethyl α,α'-Dibromoadipate is an intermediate in the synthesis of Muconic Acid, a metabolite found in urine found in workers with prolonged exposure to Benzene. Diethyl meso-2,5-dibromoadipate may be employed as difunctional initiator during n-butyl acrylate (n-BuA) polymerization, leading to α,ω-bromo-poly(n-BuA) having narrow molecular weight distribution. It was also used:as bifunctional atom transfer radical polymerization (ATRP) initiatoras initiator during the solution polymerization of octadecyl ester ether dimer by ATRPin the synthesis of diethyl 2,5-diazidoadipate Diethyl 2,5-dibromohexanedioate can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Technology Process of (2R,5S)-rel-Diethyl 2,5-dibromohexanedioate

There total 9 articles about (2R,5S)-rel-Diethyl 2,5-dibromohexanedioate 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:

→ diethyl 2,5-dibromoadipate (869-10-3)

Guidance literature:

With sodium ethanolate; higher-melting α.α'-dibromo-adipic acid diethyl ester;

Reference yield:

Adipic acid (124-04-9) → diethyl 2,5-dibromoadipate (869-10-3)

Guidance literature:

With thionyl chloride; lower-melting α.α'-dibromo-adipic acid diethyl ester; beim Behandeln des nicht isolierten Adipinsaeuredichlorids mit der entsprechenden Menge Brom und Eintragen des Reaktionsprodukts in Alkohol;

Reference yield:

Adipic acid (124-04-9) → diethyl 2,5-dibromoadipate (869-10-3)

Guidance literature:

With thionyl chloride; higher-melting α.α'-dibromo-adipic acid diethyl ester; Behandeln des nicht isolierten Adipinsaeuredichlorids mit der entsprechenden Menge Brom und Eintragen des Reaktionsprodukts in Alkohol;

upstream raw materials:

Adipic acid

ethanol

Adipic acid dichloride

Downstream raw materials:

(2E,4E)-2,4-hexadienedioic acid

diethyl meso-2,5-pyrrolidinedicarboxylate

cis-1-benzylpyrrolidine-2,5-dicarboxylic acid diethyl ester

trans-N-benzyl-2,5-bis(ethoxycarbonyl)pyrrolidine