CYCLOHEXYL ISOCYANIDE
Synonym(s):Cyclohexyl isocyanide;Cyclohexyl isonitrile;Isocyanocyclohexane
- CAS NO.:931-53-3
- Empirical Formula: C7H11N
- Molecular Weight: 109.17
- MDL number: MFCD00003839
- EINECS: 213-238-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-12-26 11:30:52
What is CYCLOHEXYL ISOCYANIDE?
Chemical properties
colourless liquid
The Uses of CYCLOHEXYL ISOCYANIDE
Cyclohexyl Isocyanide can be used as novel arginase inhibitors to treat diseases.
Preparation
CAUTION: Use a well-ventilated hood and take all precautions before using phosgene.
To a flask equipped as in Preparation 3-1 is added 1.27 kg (10.0 moles) of N-cyclohexylformamide, 3.20 liters of triethylamine, and 4.50 liters of methylene chloride. The solution is stirred while phosgene is rapidly added (300-400 gm/hr) to cause vigorous refluxing. Refluxing ceases after 1.04 kg (10.2 moles) of phosgene have been added and the addition is stopped. The reaction mixture is cooled to 22-25°C, 400 gm (23.5 moles) of ammonia gas added over a period of 1-2 hr, the mixture filtered then concentrated under reduced pressure, and the residue distilled to afford 955 gm (88%), b.p. 67-72°C (14 mm Hg).
Definition
ChEBI: Cyclohexyl isocyanide is an isocyanide having a cyclohexyl group attached to nitrogen. It is a conjugate base of a cyclohexyl isocyanide(1+).
General Description
Cyclohexyl isocyanide reacts with dimethyl acetylenedicarboxylate to give a mixture of cyclopenta[b]pyridine derivatives, azaspirononatriene derivative and the azabicyclononatriene. It reacts with dialkyl acetylenedicarboxylates to form 1:1 intermediate which on facile addition to 1-benzylisatin and tryptantrin yields highly functionalized novel unsaturated γ-spiroiminolactones.
Properties of CYCLOHEXYL ISOCYANIDE
Melting point: | 6.45°C |
Boiling point: | 173-176 °C |
Density | 0.878 g/mL at 25 °C(lit.) |
refractive index | n |
Flash point: | 170 °F |
storage temp. | Store at +2°C to +8°C. |
form | Liquid |
color | Clear colorless to slightly brown |
BRN | 3662332 |
Stability: | Stable. Incompatible with strong acids, strong bases, strong reducing agents, strong oxidizing agents. Flammable. |
CAS DataBase Reference | 931-53-3(CAS DataBase Reference) |
Safety information for CYCLOHEXYL ISOCYANIDE
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
Computed Descriptors for CYCLOHEXYL ISOCYANIDE
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