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: 2023-05-18 11:31:12
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) |
 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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