Di-tert-butyl succinate

Base Information

• Chemical Name: Di-tert-butyl succinate
• CAS No.: 926-26-1
• Molecular Formula: C12H22O4
• Molecular Weight: 230.304
• UNII: 9U278DI8QD
• DSSTox Substance ID: DTXSID50450132
• Nikkaji Number: J2.984.086E
• Wikidata: Q27273218
• Mol file: 926-26-1.mol

Synonyms:Di-tert-butyl succinate;926-26-1;Ditert-butyl Butanedioate;di-t-butyl succinate;Di-tert-butyl succinate [MI];di-tert-butylsuccinate;Bis(1,1-dimethylethyl) succinate;Butanedioic acid, bis(1,1-dimethylethyl) ester;UNII-9U278DI8QD;9U278DI8QD;Succinic acid di-tert-butyl ester;Butanedioic acid, 1,4-bis(1,1-dimethylethyl) ester;di(tert-butyl) succinate;Di-tert-butyl butanedioate;SCHEMBL644646;DTXSID50450132;butanedioic acid ditert-butyl ester;Succinic acid, di-tert-butyl ester;MFCD00127979;1,4-DI-TERT-BUTYL BUTANEDIOATE;AS-48288;CS-0160337;F30184;Butanedioic acid 1,4-bis(1,1-dimethylethyl) ester;Q27273218

Chemical Property of Di-tert-butyl succinate

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 230.15180918
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC(=O)OC(C)(C)C

Technology Process of Di-tert-butyl succinate

There total 5 articles about Di-tert-butyl succinate 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: 51.0%

bromoacetic acid tert-butyl ester (5292-43-3) + 1-naphthaldehyde (66-77-3) → di-tert-Butyl succinate (926-26-1) + 1-naphthalene methanol (4780-79-4) + 3-(α-naphthyl)-3-hydroxy-tert-butylpropanoate (153579-34-1)

Guidance literature:

With tetrakis(trimethylphosphine)cobalt⁽⁰⁾; In tetrahydrofuran; for 0.25h; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00080a001

Reference yield: 23.0%

bromoacetic acid tert-butyl ester (5292-43-3) + phenylacetaldehyde (122-78-1) → di-tert-Butyl succinate (926-26-1) + 2-phenylethanol (60-12-8) + 3-Hydroxy-4-phenyl-butyric acid tert-butyl ester

Guidance literature:

With tetrakis(trimethylphosphine)cobalt⁽⁰⁾; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1021/jo00080a001

Reference yield: 20.0%

methyl (E)-4-bromo-2-pentenoate (27830-44-0) + (2-tert-butoxy-2-oxoethyl)zinc(II) bromide (51656-70-3) → acetic acid tert-butyl ester (540-88-5) + di-tert-Butyl succinate (926-26-1) + (E)-4-Methyl-hex-2-enedioic acid 6-tert-butyl ester 1-methyl ester (92975-35-4)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃;

upstream raw materials:

methyl (E)-4-bromo-2-pentenoate

(2-tert-butoxy-2-oxoethyl)zinc(II) bromide

bromoacetic acid tert-butyl ester

phenylacetaldehyde

Downstream raw materials:

(4,4'-dimethoxy-benzhydrylidene)-succinic acid-1-tert-butyl ester

1,3,6,8-tetraoxo-1,8-diphenyloctane

4.4-Bis-<3.4-dimethoxy-phenyl>-3-tert-butyloxycarbonyl-buten-(3)-saeure-(1)

1-benzyl 4-tert-butyl succinate

Refernces

• 1、 -. "Oxidative carbonylation to make dicarboxylic acid esters". . . Retrieved 2008/06/13.