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N,N'-DICYCLOHEXYLUREA

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N,N'-DICYCLOHEXYLUREA Basic information

Product Name:
N,N'-DICYCLOHEXYLUREA
Synonyms:
  • AURORA KA-3582
  • n,n’-dicyclohexyl-ure
  • N,N'-DICYCLOHEXYLUREA
  • 1,3-DICYCLOHEXYLUREA
  • N,N,-Dicyclohexylurea98.%
  • Dicyclohexylcarbodiamide
  • N,N'-Carbonylbis(cyclohexanamine)
  • NSC 17013
CAS:
2387-23-7
MF:
C13H24N2O
MW:
224.34
EINECS:
219-213-7
Product Categories:
  • Finasteride
  • Carbonyl Compounds
  • Organic Building Blocks
  • Ureas
Mol File:
2387-23-7.mol
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N,N'-DICYCLOHEXYLUREA Chemical Properties

Melting point:
232-233 °C(lit.)
Boiling point:
408℃
Density 
1.02
refractive index 
1.4832 (estimate)
Flash point:
158℃
storage temp. 
2-8°C
solubility 
DMSO (Slightly, Heated), Methanol (Slightly)
pka
13.89±0.20(Predicted)
form 
Liquid
color 
Clear
Stability:
Hygroscopic
InChI
InChI=1S/C13H24N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h11-12H,1-10H2,(H2,14,15,16)
InChIKey
ADFXKUOMJKEIND-UHFFFAOYSA-N
SMILES
N(C1CCCCC1)C(NC1CCCCC1)=O
CAS DataBase Reference
2387-23-7(CAS DataBase Reference)
EPA Substance Registry System
N,N'-Dicyclohexylurea (2387-23-7)
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Safety Information

Hazard Codes 
Xn,N
Risk Statements 
22-51/53
Safety Statements 
61
WGK Germany 
3
TSCA 
Yes
HS Code 
29242100

MSDS

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N,N'-DICYCLOHEXYLUREA Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

N,N''-Dicyclohexylurea,is a substituted Urea (U822500) compound, which has shown to be a potent inhibitor of juvenile hormone epoxide hydrolase (JHEH) of the tobacco hornworm M. sexta. Lomustine USP Related Compound C.

Definition

ChEBI: 1,3-dicyclohexylurea is a member of ureas.

Preparation

An excess of dry ice (200 g) was added gradually to a solution of dicyclohexylcarbodiimide (2.06 g, 0.01 mol), cyclohexylamine (1.98 g, 0.02 mol), and triethylamine (2.2 g, 0.02 mol) in THF at 75 ℃ over a period of 8 h. After stirring for 8 h, the reaction mixture was concentrated under reduced pressure and the resultant precipitate was collected. Fractional recrystallization of the precipitate from acetone/methanol gave N,N'-dicyclohexylurea; yield 2.2 g (98% based on dicyclohexylcarbodiimide and cyclohexylamine).

Synthesis Reference(s)

The Journal of Organic Chemistry, 61, p. 4175, 1996 DOI: 10.1021/jo9522825

N,N'-DICYCLOHEXYLUREA Preparation Products And Raw materials

Raw materials

Preparation Products

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