N -methylcyclohexylamine

Structural formula
General
Surname	N-methylcyclohexylamine
other names	N -methylcyclohexylamine; N -cyclohexylmethylamine;
Molecular formula	C 7 H 15 N
Brief description	yellowish odorless liquid
External identifiers / databases
EC number	202-869-3
ECHA InfoCard	100.002.609
PubChem	7514
Wikidata	Q23775590
properties
Molar mass	113.20 g mol −1
Physical state	liquid
density	0.86 g cm −3
Melting point	−8 ° C
boiling point	148-150 ° C
Vapor pressure	5 hPa (20 ° C)
solubility	soluble in water (54 g l −1 at 20 ° C); soluble in alcohol and ether;
safety instructions
H and P phrases	H: 226-290-302-312-314-412
	P: 210-233-273-501
Toxicological data	400 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

N -Methylcyclohexylamine is a chemical compound from the group of aliphatic amines .

Extraction and presentation

N -Methylcyclohexylamin, by methylation of cyclohexylamine are obtained. It can also be prepared by reacting Benzalcyclohexylamin with dimethyl sulphate with subsequent hydrolysis , by hydrogenation of N -Methylanilin of nickel - catalysts or reductive amination of cyclohexanone with methylamine are presented.

properties

N -Methylcyclohexylamine is a yellowish odorless liquid that is soluble in water.

use

N -methylcyclohexylamine is used as a solvent and in vulcanization accelerators. It serves as a precursor to the production of the mucolytic drug bromhexine . Other applications are in heterocycle synthesis and other organic syntheses.

safety instructions

The vapors of N -methylcyclohexylamine can form an explosive mixture with air ( flash point 35 ° C, ignition temperature 255 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on N-methylcyclohexylamine in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ ^a ^b ^c Entry on N-methylcyclohexylamine. In: Römpp Online . Georg Thieme Verlag, accessed on December 27, 2016.
↑ Augustin Adima, Catherine Bied, Joël J. E Moreau, Michel Wong Chi Man: Facile Cleavage of Si − C Bonds during the Sol-Gel Hydrolysis of Aminomethyltrialkoxysilanes− A New Method for the Methylation of Primary Amines. In: European Journal of Organic Chemistry. 2004, 2004, p. 2582, doi : 10.1002 / ejoc.200400079 .
↑ H. Cassebaum: The production of N-methylcyclohexylamine and other secondary amines. In: Journal for Practical Chemistry. 35, 1967, p. 131, doi : 10.1002 / prac.19670350305 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on N-methylcyclohexylamine in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[RömppOnline-2] Entry on N-methylcyclohexylamine. In: Römpp Online . Georg Thieme Verlag, accessed on December 27, 2016.

[DOI10.1002/ejoc.200400079-3] Augustin Adima, Catherine Bied, Joël J. E Moreau, Michel Wong Chi Man: Facile Cleavage of Si − C Bonds during the Sol-Gel Hydrolysis of Aminomethyltrialkoxysilanes− A New Method for the Methylation of Primary Amines. In: European Journal of Organic Chemistry. 2004, 2004, p. 2582, doi : 10.1002 / ejoc.200400079 .

[DOI10.1002/prac.19670350305-4] H. Cassebaum: The production of N-methylcyclohexylamine and other secondary amines. In: Journal for Practical Chemistry. 35, 1967, p. 131, doi : 10.1002 / prac.19670350305 .