6946-05-0

Basic information

• Product Name: 2-aminocyclohexanone hydrochloride
• Synonyms: 2-aminocyclohexanone hydrochloride;2-Aminocyclohexanone hcl;Cyclohexanone,2-amino-, hydrochloride
• CAS NO: 6946-05-0
• Molecular Formula: C₆H₁₁NO*ClH
• Molecular Weight: 149.61858
• Mol File: 6946-05-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 157-158 °C (decomp)
• Boiling Point: 213.9 °C at 760 mmHg
• Flash Point: 83.2 °C
• Appearance: /
• Density: 1.023g/cm³
• Vapor Pressure: 0.16mmHg at 25°C
• Refractive Index: 1.479
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2-aminocyclohexanone hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-aminocyclohexanone hydrochloride(6946-05-0)
• EPA Substance Registry System: 2-aminocyclohexanone hydrochloride(6946-05-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-41-51/53
• Hazardous Substances Data: 6946-05-0(Hazardous Substances Data)

Usage

General Description

2-aminocyclohexanone hydrochloride is a chemical compound that consists of a cyclohexanone ring with an amino group attached to the second carbon atom. The hydrochloride salt of this compound is commonly used in organic synthesis and pharmaceutical research. It has been studied for its potential use in the development of new medications, particularly in the treatment of neurological disorders. Its unique structure and reactivity make it a valuable building block for the synthesis of various organic compounds, and its hydrochloride form provides enhanced solubility and stability for laboratory and pharmaceutical applications.

InChI:InChI=1/C6H11NO/c7-5-3-1-2-4-6(5)8/h5H,1-4,7H2

Upstream product

• 108-91-8 cyclohexylamine 
• 108-94-1 cyclohexanone 
• 171974-66-6 2,4,5,6,7,7a-Hexahydro-1H-benzimidazole-2-spiro-1'-cyclohexane 
• 4883-67-4 2-nitrocyclohexanone 

Downstream Products

• 40814-51-5 2-formylamino-cyclohexanone 
• 117296-94-3 N-(pyridin-2-yl)-N'-(2-oxocyclohexyl)thiourea 
• 24467-23-0 2-mercapto-4,5,6,7-tetrahydro-1H-benzimidazole 
• 3456-99-3 1-oxo-2,3,4,9-tetrahydrocarbazole 
• 796062-10-7 4-methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acid (2-oxo-cyclohexyl)-amide 
• 6670-16-2 4,5,6,7-tetrahydro-1,3-benzoxazol-2-thiol 
• 1152021-35-6 C₁₃H₁₃NO₃S 
• 132906-52-6 8-chloro-1,2,3,4-tetrahydro-9H-carbazol-1-one 
• 3449-50-1 8-methyl-2,3,4,9-tetrahydro-carbazol-1-one 
• 3449-51-2 8-methoxy-1,2,3,4-tetrahydro-9H-carbazol-1-one 
• 132906-53-7 8-bromo-1,2,3,4-tetrahydro-9H-carbazol-1-one 
• 76255-89-5 8-fluoro-1-keto-1,2,3,4-tetrahydrocarbazole 
• 41734-98-9 6-fluoro-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 14192-67-7 6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-one 

Relevant articles and documents

One-Pot Synthesis of Primary and Secondary Aliphatic Amines via Mild and Selective sp3 C?H Imination

The direct replacement of sp3 C?H bonds with simple amine units (?NH2) remains synthetically challenging, although primary aliphatic amines are ubiquitous in medicinal chemistry and natural product synthesis. We report a mild and selective protocol for preparing primary and secondary aliphatic amines in a single pot, based on intermolecular sp3 C?H imination. The first C?H imination of diverse alkanes, this method shows useful site-selectivity within substrates bearing multiple sp3 C?H bonds. Furthermore, this reaction tolerates polar functional groups relevant for complex molecule synthesis, highlighted in the synthesis of amine pharmaceuticals and amination of natural products. We characterize a unique C?H imination mechanism based on radical rebound to an iminyl radical, supported by kinetic isotope effects, stereoablation, resubmission, and computational modeling. This work constitutes a selective method for complex amine synthesis and a new mechanistic platform for C?H amination.

Electrolytic Oxidation of Ketones in Ammoniacal Methanol in the Presence of Catalytic Amounts of KI

The indirect electrooxidation of ketones in ammoniacal methanol using iodide ion as a mediator afforded 2,2-dialkyl-2,5-dihydro-1H-imidazoles 3 via an oxidative cyclocoupling of ketimine intermediates formed from ketones and ammonia.The treatment of 3 with dilute HCl gave α-amino ketone hydrochlorides 4 and the parent ketones in good yields.A similar electrooxidation of 3 resulted in the formation of the corresponding 2H-imidazoles 6, which were hydrolyzed to α-diketones and the parent ketones.The same products 6 could also conveniently be obtained by chemical oxidation of 3 with aqueous NaOCl.