Bis(1,1-dimethylethyl) 3-oxoglutarate

Base Information

• Chemical Name: Bis(1,1-dimethylethyl) 3-oxoglutarate
• CAS No.: 28009-80-5
• Molecular Formula: C13H22 O5
• Molecular Weight: 258.315
• European Community (EC) Number: 248-775-6
• UNII: T2V5QXD6RS
• DSSTox Substance ID: DTXSID60182290
• Nikkaji Number: J150.079A
• Wikidata: Q83052948
• Mol file: 28009-80-5.mol

Synonyms:28009-80-5;di-tert-Butyl 1,3-acetonedicarboxylate;Bis(1,1-dimethylethyl) 3-oxoglutarate;di-tert-butyl 3-oxopentanedioate;ditert-butyl 3-oxopentanedioate;EINECS 248-775-6;Di-tert-butyl 3-oxoglutarate;T2V5QXD6RS;SCHEMBL2648388;KREDQIDLGFBDMQ-UHFFFAOYSA-;DTXSID60182290;di-t-butyl 1,3-acetonedicarboxylate;Di(tert-butyl) 3-oxopentanedioate #;AKOS015893921;3-Oxoglutaric acid di-tert-butyl ester;CS-0343104;FT-0625352;Glutaric acid, 3-oxo-, di-tert-butyl ester;1,5-DI-TERT-BUTYL 3-OXOPENTANEDIOATE;1,5-Bis(1,1-dimethylethyl) 3-oxopentanedioate;J-016944;DI-TERT-BUTYL 1,3-ACETONEDICARBOXYLATE, 98%;Pentanedioic acid, 3-oxo-, bis(1,1-dimethylethyl) ester;Pentanedioic acid, 3-oxo-, 1,5-bis(1,1-dimethylethyl) ester

Chemical Property of Bis(1,1-dimethylethyl) 3-oxoglutarate

Chemical Property:

• Vapor Pressure: 0.000876mmHg at 25°C
• Melting Point: 58-60 °C(lit.)
• Boiling Point: 304.4°Cat760mmHg
• Flash Point: 127.4°C
• PSA: 69.67000
• Density: 1.044g/cm³
• LogP: 2.01910
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble1g/10 mL, clear, colorless to faintly yellow
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 258.14672380
• Heavy Atom Count: 18
• Complexity: 298

Purity/Quality:

99.5% ^*data from raw suppliers

Di-tert-butyl 1,3-acetonedicarboxylate 98% ^*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: CC(C)(C)OC(=O)CC(=O)CC(=O)OC(C)(C)C
• Uses: Di-tert-butyl 1,3-acetonedicarboxylate was used in the synthesis of di-tert-butyl 2,3-pentadienedioate.

Technology Process of Bis(1,1-dimethylethyl) 3-oxoglutarate

There total 7 articles about Bis(1,1-dimethylethyl) 3-oxoglutarate 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: 96.0%

mono-tert-butyl malonate (40052-13-9) → 1,3-acetonedicarboxylic acid di(tert-butyl) ester (28009-80-5)

Guidance literature:

With O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 0.5h;

DOI:10.1016/j.tetlet.2003.08.014

Reference yield: 72.0%

acetonedicarboxylic acid (542-05-2) + isobutene (115-11-7,15220-85-6) → 1,3-acetonedicarboxylic acid di(tert-butyl) ester (28009-80-5)

Guidance literature:

With sulfuric acid; In diethyl ether; 1.) -60 deg C, 2.) room temp., 4 days;

DOI:10.1021/ja00188a035

Reference yield: 34.0%

mono-tert-butyl malonate (40052-13-9) + malonic acid monobenzyl ester (40204-26-0) → 1,3-acetonedicarboxylic acid di(tert-butyl) ester (28009-80-5) + 1,3-acetonedicarboxylic acid dibenzylester (28009-82-7) + 1,3-acetonedicarboxylic acid benzyl tert-butyl ester (93741-00-5)

Guidance literature:

With O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2003.08.014

upstream raw materials:

tert-Butyl iodide

acetonedicarboxylic acid

isobutene

Ketene

Downstream raw materials:

C₂₂H₃₃NO₆