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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)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
B G Feuerstein et al.
Cancer research, 45(10), 4950-4954 (1985-10-01)
Growth characteristics, polyamine levels, and distribution of cells in the cell cycle were determined for 9L rat brain tumor cells treated for various periods with 1 mM dicyclohexylamine sulfate (DCHA). Continuous treatment of cells with DCHA caused growth inhibition at
J L Mitchell et al.
Biochimica et biophysica acta, 840(3), 309-316 (1985-07-05)
Dicyclohexylamine, a spermidine synthase inhibitor, was evaluated for its ability to alter specific polyamine levels in rat hepatoma HTC cells in culture. Media concentrations of 0.5 and 1.0 mM reduced the production of spermidine from putrescine and enhanced the conversion
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
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