6425-41-8

Basic information

• Product Name: 4-cyclohexylmorpholine
• Synonyms: 4-cyclohexylmorpholine;Morpholine, 4-cyclohexyl-
• CAS NO: 6425-41-8
• Molecular Formula: C₁₀H₁₉NO
• Molecular Weight: 169.26396
• EINECS: 229-195-2
• Mol File: 6425-41-8.mol
• Article Data: 49

Chemical Properties

• Boiling Point: 239.6 °C at 760 mmHg
• Flash Point: 69.6 °C
• Appearance: /
• Density: 1.003 g/cm³
• Vapor Pressure: 0.0399mmHg at 25°C
• Refractive Index: 1.496
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-cyclohexylmorpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-cyclohexylmorpholine(6425-41-8)
• EPA Substance Registry System: 4-cyclohexylmorpholine(6425-41-8)

Safety Data

• Hazardous Substances Data: 6425-41-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 2897, 1971 DOI: 10.1021/ja00741a013

InChI:InChI=1/C10H19NO/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h10H,1-9H2

Upstream product

• 110-91-8 morpholine 
• 108-85-0 1-bromocyclohexane 
• 92-53-5 4-Phenylmorpholine 
• 4500-29-2 N-cyclohexyl-diethanolamine 
• 177-12-8 1,2,4-Trioxaspiro<4.5>decan 
• 108-94-1 cyclohexanone 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 120802-85-9 1-(1-morpholinocyclohexyl)-1H-1,2,3-benzotriazole 
• 1192-37-6 methylenecyclohexane 
• 108-93-0 cyclohexanol 
• 108-95-2 phenol 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 108-91-8 cyclohexylamine 
• 19962-27-7 1-methyl-4-(phenoxymethyl)benzene 

Downstream Products

• 77850-94-3 7-oxo-tetracosanoic acid 
• 91638-51-6 2-[N,N'-bis(ethoxycarbonyl)hydrazino]-1-cyclohexanone 
• 22346-88-9 2,6-bis[N,N'-bis(ethoxycarbonyl)hydrazino]-1-cyclohexanone 
• 698-42-0 tetramethylene-1,3-dithiole-2-thione 
• 698-41-9 cyclohexano-1,3-dithiole-2-one 
• 117240-07-0 2(3(4'-chlorophenyl)propionyl)cyclohexanone 
• 6076-13-7 4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid 
• 890005-22-8 3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole 

Relevant articles and documents

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Production of alkoxyl-functionalized cyclohexylamines from lignin-derived guaiacols

The transformation of renewable lignin-based platform chemicals into value-added nitrogen-containing compounds is an emerging strategy for lignin utilization. However, multi-reactive sites on these platform chemicals make it challenging to control the product selectivity, thereby resulting in limited success. In this work, we developed the reductive-coupling of guaiacol, a typical lignin-based platform chemical, with amines and H2 to synthesize methoxy-functionalized cyclohexylamines. It was demonstrated that Pd/C was a very efficient catalyst for this kind of reaction, and high yields of the target products can be obtained. Notably, this methodology can be applied for the reductive-coupling of various guaiacol analogues with amines to synthesize alkoxyl-functionalized cyclohexylamines with high yields. A mechanism study revealed that the reaction occurred through the generation of 2-methoxycyclohexanone and its subsequent reductive amination. This journal is

Palladium-catalyzed synthesis of 4-cyclohexylmorpholines from reductive coupling of aryl ethers and lignin model compounds with morpholines

This work describes the highly efficient Pd-catalyzed direct coupling of aryl ethers (including the typical lignin model compounds) and morpholines to produce 4-cyclohexylmorpholines, a useful class of fine chemicals. Without employing any acidic additives, various 4-cyclohexylmorpholines could be synthesized with good yields from a variety of aryl ethers using H2 as a hydrogen resource. A mechanism study revealed that the desired product was formed via the cleavage of the C(Ar)-O bonds to generate the corresponding cyclohexanones and subsequent reductive amination. This journal is

Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant

Herein, we report the first example of efficient reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a catalyst and a reductant under mild conditions, affording various tertiary and secondary amines in excellent yields. A mechanistic study indicates that BH3N(C2H5)3 plays a dual function role of promoting imine and iminium formation and serving as a reductant in reductive amination. This journal is