| Identification | More | [Name]
N,N-Dicyclohexylmethylamine | [CAS]
7560-83-0 | [Synonyms]
N-METHYLDICYCLOHEXYLAMINE
N,N-DICYCLOHEXYLMETHYLAMINE
TIMTEC-BB SBB008043
Dicyclohexylamine, N-methyl-
Dicyclohexylmethylamine
n-cyclohexyl-n-methyl-cyclohexanamin
N-Cyclohexyl-N-methylcyclohexanamine
N-cyclohexyl-N-methyl-Cyclohexanamine
n-methyl-dicyclohexylamin
N-cyclohexyl-N-methylcyclohexylamine
N,N-Dicyclohexymethylamine
Cyclohexanamine, N-cyclohexyl-N-methyl-
Methyldicyclohexylamine
N,N-Dicyclohexylmethaneamine
N,N-Dicyclohexyl-N-methylamine | [EINECS(EC#)]
231-453-4 | [Molecular Formula]
C13H25N | [MDL Number]
MFCD00014289 | [Molecular Weight]
195.34 | [MOL File]
7560-83-0.mol |
| Questions And Answer | Back Directory | [Uses]
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. |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R22:Harmful if swallowed.
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2735 8/PG 2
| [WGK Germany ]
2
| [RTECS ]
HY4190000
| [F ]
10-34 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29213000 | [Hazardous Substances Data]
7560-83-0(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Application]
N,N-Dicyclohexylmethylamine has uses similar to those of the other cyclohexylamines, e.g., as a urethane foam catalyst.
| [Definition]
ChEBI: N-Cyclohexyl-N-methylcyclohexanamine is an amine. | [Preparation]
N,N-Dicyclohexylmethylamine is prepared by methylating dicyclohexylamine
with dimethyl sulfate or by the
Leuckart – Wallach reaction. | [Synthesis]
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 |
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