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Sigma-Aldrich

N,N-Dicyclohexylmethylamine

97%

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Synonym(s):
N-Methyldicyclohexylamine
Linear Formula:
(C6H11)2NCH3
CAS Number:
7560-83-0
Molecular Weight:
195.34
Beilstein:
2074991
EC Number:
231-453-4
MDL number:
MFCD00014289
PubChem Substance ID:
24857748
NACRES:
NA.22

Quality Level

200

Assay

97%

refractive index

n20/D 1.49 (lit.)

bp

265 °C (lit.)

density

0.912 g/mL at 25 °C (lit.)

SMILES string

CN(C1CCCCC1)C2CCCCC2

InChI

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

InChI key

GSCCALZHGUWNJW-UHFFFAOYSA-N

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Application

N,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

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 - H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Copper (II)-catalyzed O-phenylation of alcohols with organobismuth (V) reagents.
Sakurai N, et al.
ARKIVOC (Gainesville, FL, United States), 7, 254-264 (2007)
Sriram Kumar et al.
Nature communications, 11(1), 2960-2960 (2020-06-13)
Nucleic acid-based materials enable sub-nanometer precision in self-assembly for fields including biophysics, diagnostics, therapeutics, photonics, and nanofabrication. However, structural DNA nanotechnology has been limited to substantially hydrated media. Transfer to organic solvents commonly used in polymer and peptide synthesis results
Heck-type reactions of allylic alcohols: Part IV:(2-Substituted)-1-indanones via 5-endo-trig cyclizations.
Zawisza AM, et al.
J. Mol. Catal. A: Chem., 283(1), 140-145 (2008)

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