6135-14-4

Basic information

• Product Name: 1-(Dimethylamino)-4,4-dimethylpent-1-en-3-one
• Synonyms: 1-(Dimethylamino)-4,4-dimethylpent-1-en-3-one
• CAS NO: 6135-14-4
• Molecular Formula: C₉H₁₇NO
• Molecular Weight: 155
• Mol File: 6135-14-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 412.8°Cat760mmHg
• Flash Point: 203.4°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 1.54E-08mmHg at 25°C
• Refractive Index: 1.695
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(Dimethylamino)-4,4-dimethylpent-1-en-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Dimethylamino)-4,4-dimethylpent-1-en-3-one(6135-14-4)
• EPA Substance Registry System: 1-(Dimethylamino)-4,4-dimethylpent-1-en-3-one(6135-14-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6135-14-4(Hazardous Substances Data)

Usage

General Description

1-(Dimethylamino)-4,4-dimethylpent-1-en-3-one is a chemical compound with the molecular formula C10H19NO. It is a synthetic compound that is commonly used as a reagent in organic synthesis, particularly in the production of pharmaceuticals and other fine chemicals. It is also used as an intermediate in the manufacturing of various other compounds. 1-(Dimethylamino)-4,4-dimethylpent-1-en-3-one is a yellow liquid with a strong, pungent odor and is highly flammable. It should be handled with care and stored in a cool, dry place away from heat and open flame. It is important to follow proper safety protocols and use appropriate protective equipment when working with this chemical.

InChI:InChI=1/C9H15N3O3S/c1-2-11-5-10-8-12(6-11)7(15)9(3-13,4-14)16-8/h13-14H,2-6H2,1H3

Upstream product

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• 124-40-3 dimethyl amine 
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• 145930-89-8 (3,3-Dimethyl-2-oxo-butylsulfanylmethylene)-dimethyl-ammonium; bromide 
• 22700-73-8 1-(dimethylamino)-4,4-dimethylpentan-3-one 

Downstream Products

• 17321-94-7 2-amino-4-(trifluoromethyl)pyrimidine 

Relevant articles and documents

An expedient synthesis of highly functionalized 1,3-dienes by employing cyclopropenes asC4units

An efficient method has been described to synthesize dicarbonyl functionalized 1,3-dienes by cleaving the CC bond of enaminones with cyclopropenes in the presence of a rhodium catalyst. The acetate-substituted cyclopropenes are judiciously chosen as standardC4units of 1,3-diene precursors. The reactions are believed to undergo a unique cutting and insertion process, involving a CC bond cleavage of the enaminone and insertion of a newC(sp2) source with the formation of two C-C single bonds. A broad range of substrates can be used to synthesize the corresponding 1,3-dienes under very mild reaction conditions, including low catalyst-loading, ambient temperature, and a neutral reaction solvent.

Selective α-Methylation of Ketones

The convenient and scalable preparative approach for the two-step α-methylation of ketones is described. The optimized protocols for regioselective preparation of enaminones with further diastereoselective and functional groups tolerant hydrogenation to α-methylketones are developed. The scope and limitations of the proposed methodology are discussed. The advantages compared to known procedures are demonstrated. The unexpected role of acetone in the hydrogenation is suggested. The evaluation of the method for both early building block synthesis and late-stage CH-functionalization is shown. The elaborate procedures' preparability and scalability are demonstrated by the synthesis of several α-methyl ketones up to 100 g amount.

Directed C-C bond cleavage of a cyclopropane intermediate generated from: N -tosylhydrazones and stable enaminones: Expedient synthesis of functionalized 1,4-ketoaldehydes

An efficient method to construct functionalized 1,4-ketoaldehydes bearing all-carbon α-quaternary centers via regioselective C-C bond activation has been described. The cyclopropanation of bench-stable enaminones with in situ generated diazo reagents from