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185841

Sigma-Aldrich

Dicyclohexylamine

99%

Synonym(s):

Aminodicyclohexane, Bis(cyclohexyl)amine, Dodecahydrodiphenylamine, N,N-Dicyclohexylamine, N-Cyclohexylcyclohexanamine

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About This Item

Linear Formula:
(C6H11)2NH
CAS Number:
101-83-7
Molecular Weight:
181.32
Beilstein:
605923
EC Number:
202-980-7
MDL number:
MFCD00011658
UNSPSC Code:
12352100
eCl@ss:
39030438
PubChem Substance ID:
24851183
NACRES:
NA.22

vapor density

6 (vs air)

Quality Level

200

vapor pressure

12 mmHg ( 37.7 °C)

Assay

99%

form

liquid

refractive index

n20/D 1.484 (lit.)

bp

117-120 °C/10 mmHg
256 °C (lit.)

mp

−2 °C (lit.)

solubility

organic solvents: soluble
water: very slightly soluble

density

0.912 g/mL at 20 °C (lit.)

SMILES string

C1CCC(CC1)NC2CCCCC2

InChI

1S/C12H23N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h11-13H,1-10H2

InChI key

XBPCUCUWBYBCDP-UHFFFAOYSA-N

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Application

Dicyclohexylamine was used to constitute ionic liquid matrices for bacterial analysis in matrix assisted laser desorption/ionisation mass spectrometry. It was used to develop a new palladium catalyst for Suzuki coupling reaction of aryl bromides with boronic acids. It was used as extractant in determination of gold(III) by dispersive liquid-liquid microextraction and electrothermal atomic absorption spectrometry.

Signal Word

Danger

Hazard Statements

H301 + H311,H314,H410

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Corr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9274
MKCT3510
MKCG2032
MKCF3520
MKBX0076V

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Shigehiro Kagaya et al.
Talanta, 80(3), 1364-1370 (2009-12-17)
A combined method with dispersive liquid-liquid microextraction (DLLME) and electrothermal atomic absorption spectrometry (ETAAS) has been developed for determining gold(III). Dicyclohexylamine, a new extractant for gold(III), showed excellent performance in DLLME. Acetone was indispensable to the quantitative extraction of gold(III)
Bin Tao et al.
The Journal of organic chemistry, 69(13), 4330-4335 (2004-06-19)
A new palladium catalyst (DAPCy) made from Pd(OAc)(2) and commercially available, inexpensive dicyclohexylamine has been developed for the Suzuki coupling reaction of aryl bromides with boronic acids to give the coupling products in good to high yields. The air-stable catalyst
R H Davis et al.
Proceedings of the National Academy of Sciences of the United States of America, 82(12), 4105-4109 (1985-06-01)
We wished to identify metabolic signals governing changes in ornithine decarboxylase (L-ornithine carboxy-lyase, EC 4.1.1.17) activity in Neurospora crassa. By manipulations of the ornithine supply and by the use of inhibitors of the polyamine pathway, we found that spermidine negatively
L Paulin et al.
Antonie van Leeuwenhoek, 52(6), 483-490 (1986-01-01)
Dicyclohexylamine, which is an inhibitor of bacterial and mammalian spermidine synthase, greatly inhibited the synthesis of spermidine in Pseudomonas aeruginosa. The depletion of spermidine caused by dicyclohexylamine was accompanied by an inhibition of growth of bacteria. This inhibition was reversed
T Wang et al.
Journal of pharmaceutical and biomedical analysis, 15(5), 593-599 (1997-02-01)
A simple, selective, sensitive, accurate and relatively inexpensive method for the determination of palladium in bulk pharmaceutical chemicals (BPC) and their synthetic intermediates by graphite furnace atomic absorption spectroscopy has been developed and validated. Sample preparation by direct dissolution of
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