7560-83-0

Basic information

• Product Name: N,N-Dicyclohexylmethylamine
• Synonyms: N,N-DICYCLOHEXYLMETHYLAMINE;N-METHYLDICYCLOHEXYLAMINE;TIMTEC-BB SBB008043;Dicyclohexylamine, N-methyl-;Dicyclohexylmethylamine;n-cyclohexyl-n-methyl-cyclohexanamin;N-Cyclohexyl-N-methylcyclohexanamine;N-cyclohexyl-N-methyl-Cyclohexanamine
• CAS NO: 7560-83-0
• Molecular Formula: C₁₃H₂₅N
• Molecular Weight: 195.34
• EINECS: 231-453-4
• Product Categories: Amines;Building Blocks;C13;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 7560-83-0.mol
• Article Data: 30

Chemical Properties

• Melting Point: 193-194 °C
• Boiling Point: 265 °C(lit.)
• Flash Point: 231 °F
• Appearance: clear to yellow liquid
• Density: 0.912 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0107mmHg at 25°C
• Refractive Index: n20/D 1.49(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 11.03±0.20(Predicted)
• Water Solubility: 740mg/L at 25℃
• BRN: 2074991
• CAS DataBase Reference: N,N-Dicyclohexylmethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dicyclohexylmethylamine(7560-83-0)
• EPA Substance Registry System: N,N-Dicyclohexylmethylamine(7560-83-0)

Safety Data

• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 2
• RTECS: HY4190000
• F: 10-34
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 7560-83-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 7560-83-0 differently. You can refer to the following data:
1. N,N-Dicyclohexylmethylamine is used as a reagent in the base preparation of 13C2- and 2H phenethylamines as internal standards for IDMS by Pd-catalyzed double carbonylation of aryl iodides in the presence of amine nucleophiles followed by deoxygenation.
2. N,N-Dicyclohexylmethylamine has been employed as:catalyst during O-phenylation of tertiary alcohol with organobismuth(V) compoundsbase during Pd-catalyzed 5-endo-trig cyclization of 1-(o-bromophenyl)-2-methylprop-2-en-1-ol

InChI:InChI=1/C13H25N/c1-14(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h12-13H,2-11H2,1H3

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 100-61-8 N-methylaniline 
• 64-19-7 acetic acid 
• 64-18-6 formic acid 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 64-17-5 ethanol 
• 2739-12-0 N-methylaniline hydrochloride 
• 4111-55-1 lithium dicyclohexylamide 
• 761-65-9 N,N-dibutylformamide 
• 74-88-4 methyl iodide 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 2591-86-8 N-Formylpiperidine 
• 75-09-2 dichloromethane 
• 201230-82-2 carbon monoxide 

Downstream Products

• 947-92-2 N-nitrosodicyclohexylamine 
• 545426-62-8 (2E)-3-[4-(2-Pyrimidinyl)phenyl]-2-butenoic Acid Ethyl Ester 
• 1563-91-3 N,N-dicyclohexylacetamide 
• 7003-20-5 dimethyl (2E)-2-(dicyclohexylamino)but-2-enedioate 
• 100-60-7 N-methylcyclohexylamine 
• 108-91-8 cyclohexylamine 
• 101-83-7 N-cyclohexyl-cyclohexanamine 

Relevant articles and documents

Additive-free selective methylation of secondary amines with formic acid over a Pd/In2O3 catalyst

Formic acid is used as the sole carbon and hydrogen source in the methylation of aromatic and aliphatic amines to methylamines. The reaction proceeds via a formylation/transfer hydrogenation pathway over a solid Pd/In2O3 catalyst without the need for any additive.

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

Germyliumylidene: A Versatile Low Valent Group 14 Catalyst

Bis-NHC stabilized germyliumylidenes [RGe(NHC)2]+ are typically Lewis basic (LB) in nature, owing to their lone pair and coordination of two NHCs to the vacant p-orbitals of the germanium center. However, they can also show Lewis acidity (LA) via Ge?CNHC σ* orbital. Utilizing this unique electronic feature, we report the first example of bis-NHC-stabilized germyliumylidene [MesTerGe(NHC)2]Cl (1), (MesTer=2,6-(2,4,6-Me3C6H2)2C6H3; NHC= IMe4=1,3,4,5-tetramethylimidazol-2-ylidene) catalyzed reduction of CO2 with amines and arylsilane, which proceeds via its Lewis basic nature. In contrast, the Lewis acid nature of 1 is utilized in the catalyzed hydroboration and cyanosilylation of carbonyls, thus highlighting the versatile ambiphilic nature of bis-NHC stabilized germyliumylidenes.