701-58-6

Basic information

• Product Name: 5,5-DIMETHYL-3-(METHYLAMINO)-2-CYCLOHEXEN-1-ONE
• Synonyms: 5,5-Dimethyl-3-(methylamino)cyclohex-2-enone;5,5-DIMETHYL-3-(METHYLAMINO)-2-CYCLOHEXEN-1-ONE;5 5-DIMETHYL-3-(METHYLAMINO)-2-CYCLOHEX&;3-(Methylamino)-5,5-dimethyl-2-cyclohexene-1-one;3-Methylamino-5,5-dimethyl-2-cyclohexen-1-one;5,5-dimethyl-3-(methylamino)cyclohex-2-en-1-one
• CAS NO: 701-58-6
• Molecular Formula: C₉H₁₅NO
• Molecular Weight: 153.22
• Product Categories: C9;Carbonyl Compounds;Ketones
• Mol File: 701-58-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 155-157 °C(lit.)
• Boiling Point: 235.7°C at 760 mmHg
• Flash Point: 94°C
• Appearance: /
• Density: 0.97g/cm³
• Vapor Pressure: 0.0493mmHg at 25°C
• Refractive Index: 1.485
• PKA: 6.14±0.40(Predicted)
• CAS DataBase Reference: 5,5-DIMETHYL-3-(METHYLAMINO)-2-CYCLOHEXEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-DIMETHYL-3-(METHYLAMINO)-2-CYCLOHEXEN-1-ONE(701-58-6)
• EPA Substance Registry System: 5,5-DIMETHYL-3-(METHYLAMINO)-2-CYCLOHEXEN-1-ONE(701-58-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 701-58-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H15NO/c1-9(2)5-7(10-3)4-8(11)6-9/h4,10H,5-6H2,1-3H3

Upstream product

• 19419-24-0 2,2′-(4-methoxyphenylmethylene)bis(3-hydroxy-5,5′-dimethyl cyclohexane-1,3-dione) 
• 74-89-5 methylamine 
• 2181-22-8 bis(5,5-dimethylcyclohexane-1,3-dione-2-yl)methane 
• 23645-83-2 N-(5,5-dimethyl-3-oxocyclohex-1-en-1-yl)acetamide 
• 74-88-4 methyl iodide 
• 873-95-0 1-amino-5,5-dimethylcyclohexen-3-one 
• 77-78-1 dimethyl sulfate 
• 90043-98-4 3-<2-cyanoethyl(methyl)amino>-5,5-dimethylcyclohex-2-enone 
• 95602-16-7 3-(N-methyl-3,4-dimethoxyanilino)-5,5-dimethylcyclohex-2-enone 
• 126-81-8 dimedone 
• 76044-77-4 5,5-Dimethyl-3-methylamino-2-(1-pyrrolidinylmethyl)-2-cyclohexen-1-on 
• 18940-21-1 5,5-dimethyl-3-(phenylamino)cyclohex-2-en-1-one 
• 556-61-6 methyl thioisocyanate 

Downstream Products

• 76044-81-0 2-Dimethylaminomethyl-5,5-dimethyl-3-methylamino-2-cyclohexen-1-on 
• 76044-82-1 2-Diethylaminomethyl-5,5-dimethyl-3-methylamino-2-cyclohexen-1-on 
• 70133-98-1 5,5-Dimethyl-3-amino-2-cyclohexenthion 
• 76044-80-9 5,5-Dimethyl-3-methylamino-2-morpholinomethyl-2-cyclohexen-1-on 
• 33365-82-1 2,2'-Methylen-bis(5,5-dimethyl-3-methylamino-2-cyclohexen-1-on) 
• 131447-68-2 4-(3,4-Dimethoxy-phenyl)-1,7,7-trimethyl-4,6,7,8-tetrahydro-1H,3H-quinoline-2,5-dione 
• 131447-66-0 4-(2-Methoxy-phenyl)-1,7,7-trimethyl-4,6,7,8-tetrahydro-1H,3H-quinoline-2,5-dione 
• 131447-67-1 4-(2,4-Dimethoxy-phenyl)-1,7,7-trimethyl-4,6,7,8-tetrahydro-1H,3H-quinoline-2,5-dione 
• 131447-63-7 1,7,7-Trimethyl-4-(2-nitro-phenyl)-4,6,7,8-tetrahydro-1H,3H-quinoline-2,5-dione 
• 131447-60-4 1,7,7-Trimethyl-4-phenyl-4,6,7,8-tetrahydro-1H,3H-quinoline-2,5-dione 
• 131447-64-8 4-(4-Chloro-phenyl)-1,7,7-trimethyl-4,6,7,8-tetrahydro-1H,3H-quinoline-2,5-dione 
• 130865-90-6 4,4-dimethyl-2-methylamino-6-oxo-N-methylcyclohex-1-enecarbothioamide 
• 344332-76-9 N,5,5-Trimethyl-3-(trimethylsiloxy)-2-cyclohexen-1-imin 
• 199343-09-4 9-(4-methoxy-phenyl)-3,3,6,6,10-pentamethyl-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione 

Relevant articles and documents

Metal-free syntheses of new azocinesviaaddition reactions of enaminones with acenaphthoquinone followed by oxidative cleavages of the corresponding vicinal diols

A one-pot, clean and green procedure is described for the syntheses of new azocine derivativesviaaddition reactions of enaminones with acenaphthoquinone followed by periodic acid-mediated oxidative cleavages of the corresponding vicinal diols. Various derivatives of azocine were prepared and well characterized. The excellent yields, simple synthesis procedure, lack of a need to carry out any tedious work-up and column chromatography, metal-free catalysis, and mild reaction conditions are important features of this protocol.

Partially saturated indeno[1,2-b]indole derivatives via deoxygenation of heterocyclic α-hydroxy-N,O-hemiaminals

A series of 3-aminocyclohex-2-enones were reacted with indane-1,2,3-trione monohydrate (ninhydrin) yielding 4b,9b-dihydroxyindeno[ 1,2-b]indoles that were deoxygenated to indeno[1,2-b]indoles. Georg Thieme Verlag Stuttgart.

An efficient microwave assisted solvent-free general route to cyclic enaminones

1,3-Cyclohexanedione and dimedone have been reacted with primary amines in domestic microwave oven to give cyclic enaminones 2a-h in very good to excellent yields.