Ethyl 2,2-dimethyl-3-oxobutanoate

Base Information

• Chemical Name: Ethyl 2,2-dimethyl-3-oxobutanoate
• CAS No.: 597-04-6
• Molecular Formula: C8H14 O3
• Molecular Weight: 158.197
• Hs Code.: 2918999090
• European Community (EC) Number: 209-892-8
• NSC Number: 29039
• DSSTox Substance ID: DTXSID00208403
• Nikkaji Number: J135.648H
• Wikidata: Q83082521
• Mol file: 597-04-6.mol

Synonyms:597-04-6;Ethyl 2,2-dimethyl-3-oxobutanoate;2,2-DIMETHYL-3-OXO-BUTYRIC ACID ETHYL ESTER;Ethyl 2,2-dimethylacetoacetate;2,2-Dimethylacetoacetic acid ethyl ester;Butanoic acid, 2,2-dimethyl-3-oxo-, ethyl ester;EINECS 209-892-8;MFCD06658443;AI3-11095;Ethyl2,2-dimethyl-3-oxobutanoate;2,2-Dimethyl-acetoacetic acid ethyl ester;2,2- DIMETHYL-ACETOACETIC ACID ETHYL ESTER;SCHEMBL556528;DTXSID00208403;NSC29039;AB1430;NSC 29039;NSC-29039;AKOS010952371;Ethyl 2,2-dimethyl-3-oxobutanoate #;SB37859;CS-0134663;FT-0667256;2,2-dimethyl-3-oxo-butanoic acid ethyl ester;EN300-91130;ETHYL-2-METHYL-4-PHENYL-5-PYRIMIDINECARBOXYLATE

Chemical Property of Ethyl 2,2-dimethyl-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0.749mmHg at 25°C
• Refractive Index: 1.4180
• Boiling Point: 262.9°Cat760mmHg
• Flash Point: 113.7°C
• PSA: 43.37000
• Density: 0.976g/cm³
• LogP: 1.16470
• Storage Temp.: Refrigerator
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

98% ^*data from raw suppliers

2,2-DimethylacetoaceticAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)C(=O)C
• Uses: Used in the synthesis of esters of α,α-dimethyl-β-keto acids. 2,2-Dimethyl-acetoacetic Acid Ethyl Ester is used in the synthesis of esters of α,α-dimethyl-β-keto acids.

Technology Process of Ethyl 2,2-dimethyl-3-oxobutanoate

There total 28 articles about Ethyl 2,2-dimethyl-3-oxobutanoate 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: 94.0%

ethyl acetoacetate (141-97-9) + methyl iodide (74-88-4) → ethyl 2,2-dimethyl-3-oxobutanoate (597-04-6)

Guidance literature:

With potassium carbonate; [bmim]BF₄; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tetlet.2004.11.141

Reference yield: 83.0%

2-acetylpropanoic acid ethyl ester (609-14-3) + methyl iodide (74-88-4) → ethyl 2,2-dimethyl-3-oxobutanoate (597-04-6)

Guidance literature:

With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; In diethyl ether; Ambient temperature;

DOI:10.1039/c39810001136

Reference yield: 80.0%

ethyl acetoacetate (141-97-9) + methyl iodide (74-88-4) → 2-acetylpropanoic acid ethyl ester (609-14-3) + ethyl 2,2-dimethyl-3-oxobutanoate (597-04-6)

Guidance literature:

With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; In diethyl ether; Product distribution; Ambient temperature; alkylation in the presence of base;

upstream raw materials:

2-acetylpropanoic acid ethyl ester

ethyl 2-bromoisobutyrate

methyl 2,2-dimethyl-3-oxobutanoate

sodium ethanolate

Downstream raw materials:

2,2-Dimethyl-3-hydroxy-3-methyl-4-benzoyl-butansaeureaethylester

2-<(1-Hydroxy-1-methyl-2,2-dimethyl-2-aethoxycarbonyl)-aethyl>-cyclohexanon-(1)

2,2-Dimethyl-3-phenylsilanyloxy-butyric acid ethyl ester

3-[(2-Ethoxycarbonyl-1,2-dimethyl-propoxy)-phenyl-silanyloxy]-2,2-dimethyl-butyric acid ethyl ester

Refernces

• 1、 Wenz, Jan,Kochan, Alexander,Wadepohl, Hubert,Gade, Lutz H.. "A Readily Accessible Chiral NNN Pincer Ligand with a Pyrrole Backbone and Its Ni(II) Chemistry: Syntheses, Structural Chemistry, and Bond Activations". . p. 3631 - 3643. Retrieved 2017.
• 2、 Xu, Jing,Shimakoshi, Hisashi,Hisaeda, Yoshio. "Development of metal-organic framework (MOF)-B12 system as new bio-inspired heterogeneous catalyst". . p. 89 - 95. Retrieved 2015/03/31.