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Merck

185841

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
NACRES:
NA.22
PubChem Substance ID:
24851183
eCl@ss:
39030438
UNSPSC Code:
12352100
EC Number:
202-980-7
MDL number:
MFCD00011658
Beilstein/REAXYS Number:
605923
Assay:
99%
Form:
liquid

Key Documents

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InChI key

XBPCUCUWBYBCDP-UHFFFAOYSA-N

InChI

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

SMILES string

C1CCC(CC1)NC2CCCCC2

vapor density

6 (vs air)

vapor pressure

12 mmHg ( 37.7 °C)

assay

99%

form

liquid

Quality Level

200

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.)

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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.

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3309
MKCW9274
MKCT3510
MKCG2032
MKCF3520

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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
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
S J Pietr et al.
Mycoses, 32(7), 359-361 (1989-07-01)
Inhibitory doses (ID50) of phenols complexed with dicyclohexylamine are lower (21.4-47.7%) than the inhibitory doses of free phenols. This is demonstrated in vitro by experiments with Aspergillus oryzae and Penicillium expansum on solid medium.
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