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N,N-Dicyclohexylmethylamine

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CAS:7560-83-0
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CAS:7560-83-0
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N,N-Dicyclohexylmethylamine manufacturers

  • N,N-Dicyclohexylmethylamine
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  • $10.00 / 1KG
  • 2025-09-25
  • CAS:7560-83-0
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  • Purity: 99%
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N,N-Dicyclohexylmethylamine Basic information
Uses
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:7560-83-0
MF:C13H25N
MW: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
N,N-Dicyclohexylmethylamine Structure
N,N-Dicyclohexylmethylamine Chemical Properties
Melting point 193-194 °C
Boiling point 265 °C(lit.)
density 0.912 g/mL at 25 °C(lit.)
vapor pressure 7.52Pa at 25℃
refractive index n20/D 1.49(lit.)
Fp 231 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
pka11.03±0.20(Predicted)
form clear liquid
color Colorless to Light orange to Yellow
Water Solubility 740mg/L at 25℃
BRN 2074991
InChI1S/C13H25N/c1-14(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h12-13H,2-11H2,1H3
InChIKeyGSCCALZHGUWNJW-UHFFFAOYSA-N
SMILESCN(C1CCCCC1)C2CCCCC2
LogP3.71 at 25℃
CAS DataBase Reference7560-83-0(CAS DataBase Reference)
NIST Chemistry ReferenceCyclohexanamine, N-cyclohexyl-N-methyl-(7560-83-0)
EPA Substance Registry SystemCyclohexanamine, N-cyclohexyl-N-methyl- (7560-83-0)
Safety Information
Hazard Codes C
Risk Statements 22-34
Safety Statements 26-36/37/39-45
RIDADR UN 2735 8/PG 2
WGK Germany 2
RTECS HY4190000
10-34
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29213000
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Oral
Skin Corr. 1B
Hazardous Substances Data7560-83-0(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
N,N-Dicyclohexylmethylamine Usage And Synthesis
UsesN,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.
UsesN,N-Dicyclohexylmethylamine has been employed as:
  • catalyst during O-phenylation of tertiary alcohol with organobismuth(V) compounds
  • base during Pd-catalyzed 5-endo-trig cyclization of 1-(o-bromophenyl)-2-methylprop-2-en-1-ol
DefinitionChEBI: N-Cyclohexyl-N-methylcyclohexanamine is an amine.
ApplicationN,N-Dicyclohexylmethylamine has uses similar to those of the other cyclohexylamines, e.g., as a urethane foam catalyst.
PreparationN,N-Dicyclohexylmethylamine is prepared by methylating dicyclohexylamine with dimethyl sulfate or by the Leuckart – Wallach reaction.
Synthesis
Cyclohexanamine, N-cyclohexyl-N-methyl-, N-oxide

88374-60-1

N,N-Dicyclohexylmethylamine

7560-83-0

The general procedure for the synthesis of N-methyldicyclohexylamine from the compound (CAS:88374-60-1) is as follows: phenylboronic acid (1.0 equiv. for aliphatic N-oxides and 1.5 equiv. for pyridine N-oxides) was mixed with tertiary amine N-oxide (1 mmol) in dichloroethane (2 mL) at 80 °C and stirred. Subsequently, the reaction mixture was transferred to a pressure tube and the reaction was continued at 120 °C. The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate and washed sequentially with water and sodium hydroxide solution (1 equiv., 3 x 5 mL). The organic layer was dried with anhydrous sodium sulfate and the solvent was evaporated and purified by column chromatography to afford the target product, N-methyl dicyclohexylamine.

References[1] Tetrahedron Letters, 2017, vol. 58, # 10, p. 909 - 913
N,N-Dicyclohexylmethylamine Preparation Products And Raw materials
Raw materialsCyclohexanamine, N-cyclohexyl-N-methyl-, N-oxide-->Phenylboronic acid-->1,2-Dichloroethane
Preparation ProductsPentanedioic acid, 2,4-diacetyl-, diethyl ester
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