4,4-Dimethyl-2-pentanone

Base Information

• Chemical Name: 4,4-Dimethyl-2-pentanone
• CAS No.: 590-50-1
• Molecular Formula: C7H14O
• Molecular Weight: 114.188
• Hs Code.: 2914390090
• European Community (EC) Number: 209-685-2
• NSC Number: 944
• UNII: WT892W449L
• DSSTox Substance ID: DTXSID4073914
• Nikkaji Number: J110.462D
• Wikidata: Q82002493
• Mol file: 590-50-1.mol

Synonyms:4,4-Dimethyl-2-pentanone;590-50-1;4,4-DIMETHYLPENTAN-2-ONE;2-Pentanone, 4,4-dimethyl-;Methyl neopentyl ketone;Neopentyl methyl ketone;Methyl neoamyl ketone;4,4-dimethyl-pentan-2-one;NSC-944;WT892W449L;EINECS 209-685-2;neo-C5H11COCH3;SCHEMBL104505;UNII-WT892W449L;NSC944;DTXSID4073914;NSC 944;4,4-Dimethyl-2-pentanone, 99%;MFCD00008854;AKOS009156830;AS-44232;CS-0264549;FT-0632456;EN300-93150;A832134;Z1171198845

Chemical Property of 4,4-Dimethyl-2-pentanone

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 10.8mmHg at 25°C
• Melting Point: -64°C
• Refractive Index: n20/D 1.404(lit.)
• Boiling Point: 128.1 °C at 760 mmHg
• Flash Point: 18.9 °C
• Density: 0.808 g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 114.104465066
• Heavy Atom Count: 8
• Complexity: 87.1

Purity/Quality:

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

4,4-Dimethyl-2-pentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CC(=O)CC(C)(C)C

Technology Process of 4,4-Dimethyl-2-pentanone

There total 62 articles about 4,4-Dimethyl-2-pentanone 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: 92.0%

4,4-Dimethyl-1-tris(trimethylsilyl)silyl-pentan-2-one (177341-78-5) → 4,4-dimethyl-pentan-2-one (590-50-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1039/P19960000769

Reference yield: 81.0%

4-methyl-pent-3-en-2-one (141-79-7) + methylcopper (1184-53-8) → 4,4-dimethyl-pentan-2-one (590-50-1)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; lithium iodide; In various solvent(s); -78 deg C, 1 h, 0 deg C, 0.1 h;

DOI:10.1016/0040-4020(89)80070-5

Reference yield: 53.0%

2-azido-2,4,4-trimethylpentane (35426-97-2) → 4,4-dimethyl-pentan-2-one (590-50-1)

Guidance literature:

In benzene; for 1h; Further byproducts given. Yields of byproduct given; Irradiation;

DOI:10.1021/jo00153a033

upstream raw materials:

tetrachloromethane

formaldehyd

2,4,4-trimethyl-1-nitro-pentan-2-ol

ethanol

Downstream raw materials:

2,2,4-trimethyl-octan-4-ol

2,4,4-trimethyl-2-pentanol

3,5,5-trimethyl-hexan-3-ol

4.4-Dimethyl-2-pentanol

Refernces

• 1、 Komori, Saki,Yamaguchi, Yoshiko,Murakami, Yuka,Kataoka, Yasutaka,Ura, Yasuyuki. "Palladium/Copper-catalyzed Oxidation of Aliphatic Terminal Alkenes to Aldehydes Assisted by p-Benzoquinone". . p. 3946 - 3955. Retrieved 2020/07/06.
• 2、 -. "PROCESS FOR PREPARING KETONES BY REACTING 1,1-DISUBSTITUTED OLEFINS WITH N2O". Page/Page column 5-6. . Retrieved 2011/11/12.