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HomeProduct name listN,N'-DICYCLOHEXYLUREA

N,N'-DICYCLOHEXYLUREA

Synonym(s):N,N′-Dicyclohexylurea;1,3-Dicyclohexylurea;Lomustine Impurity C (PhEur)

  • CAS NO.:2387-23-7
  • Empirical Formula: C13H24N2O
  • Molecular Weight: 224.34
  • MDL number: MFCD00003829
  • EINECS: 219-213-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-23 13:36:13
N,N'-DICYCLOHEXYLUREA Structural

What is N,N'-DICYCLOHEXYLUREA?

Chemical properties

white crystalline powder

The Uses of N,N'-DICYCLOHEXYLUREA

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.

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).

Definition

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

Synthesis Reference(s)

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

Properties of N,N'-DICYCLOHEXYLUREA

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
CAS DataBase Reference 2387-23-7(CAS DataBase Reference)
EPA Substance Registry System N,N'-Dicyclohexylurea (2387-23-7)

Safety information for N,N'-DICYCLOHEXYLUREA

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for N,N'-DICYCLOHEXYLUREA

InChIKey ADFXKUOMJKEIND-UHFFFAOYSA-N

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