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Basic Information
| CAS No.: | 3867-15-0 |
|---|---|
| Name: | 1-piperidinocyclohexanecarbonitrile |
| Article Data: | 24 |
| Molecular Structure: | |
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| Formula: | C12H20 N2 |
| Molecular Weight: | 192.304 |
| Synonyms: | Cyclohexanecarbonitrile,1-piperidino- (6CI,7CI,8CI); 1-(1-Cyanocyclohexyl)piperidine;1-Cyano-1-(1-piperidinyl)cyclohexane; 1-Cyano-1-piperidinocyclohexane;1-Piperidino-1-cyanocyclohexane; 1-Piperidino-1-cyclohexanecarbonitrile;1-Piperidinocyclohexanecarbonitrile; NSC 97072; PCC |
| Density: | 1.01g/cm3 |
| Boiling Point: | 309.5°Cat760mmHg |
| Flash Point: | 126.9°C |
| Safety: | Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx and CN−. See also NITRILES. |
| PSA: | 27.03000 |
| LogP: | 2.63668 |
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Synthetic route
- 7677-24-9
trimethylsilyl cyanide
- 18304-40-0
C6H10C5H10N(1+)*ClO4(1-)=(C6H10C5H10N)(ClO4)
- 3867-15-0
1-piperidinocyclohexylcarbonitrile
Conditions
| Conditions | Yield |
|---|---|
| With Co(II) complex supported on mesoporous SBA-15 at 40℃; for 3h; Strecker-type reaction; | 95% |
| With Co(II) complex supported on mesoporous SBA-15 at 40℃; for 3h; Strecker type reaction; Sealed tube; | 95% |
Conditions
| Conditions | Yield |
|---|---|
| In neat (no solvent) at 60 - 70℃; | 88% |
- 110-89-4
piperidine
- 143-33-9
sodium cyanide
- 108-94-1
cyclohexanone
- 3867-15-0
1-piperidinocyclohexylcarbonitrile
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydrogensulfite at 20℃; | 82.1% |
...Expand
- 110-89-4
piperidine
- 108-94-1
cyclohexanone
- 75-86-5
2-hydroxy-2-methylpropanenitrile
- 3867-15-0
1-piperidinocyclohexylcarbonitrile
Conditions
| Conditions | Yield |
|---|---|
| With magnesium sulfate In N,N-dimethyl acetamide at 45℃; for 48h; | 80% |
...Expand
- 110-89-4
piperidine
- 773837-37-9
sodium cyanide
- 108-94-1
cyclohexanone
- 3867-15-0
1-piperidinocyclohexylcarbonitrile
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride | 77% |
| With hydrogenchloride | |
| With hydrogenchloride | |
| pH=5; Strecker type reaction; | |
| With hydrogenchloride |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydrogensulfite | 77% |
| With sodium hydrogensulfite | |
| With sodium hydrogen sulfite | |
| With sodium hydrogen sulfite |
...Expand
- 151-50-8
potassium cyanide
- 6091-44-7
piperidine hydrochloride
- 108-94-1
cyclohexanone
- 3867-15-0
1-piperidinocyclohexylcarbonitrile
Conditions
| Conditions | Yield |
|---|---|
| With ethanol |
...Expand
- 110-89-4
piperidine
- 64-17-5
ethanol
- 7732-18-5
water
- 151-50-8
potassium cyanide
- 108-94-1
cyclohexanone
- 3867-15-0
1-piperidinocyclohexylcarbonitrile
Conditions
| Conditions | Yield |
|---|---|
| beim Behandeln des Hydrochlorids; |
...Expand
- 110-89-4
piperidine
- 7677-24-9
trimethylsilyl cyanide
- 108-94-1
cyclohexanone
- 3867-15-0
1-piperidinocyclohexylcarbonitrile
Conditions
| Conditions | Yield |
|---|---|
| With zinc(II) iodide In methanol; diethyl ether at 80℃; for 8h; Strecker reaction; |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: ammonium hydroxide / water / 20 - 25 °C 2: neat (no solvent) / 60 - 70 °C View Scheme |
Downstream Products
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1-piperidinocyclohexanecarbonitrile
Toxicity Data With Reference
| 1. | orl-mus LD50:133 mg/kg | JPPMAB Journal of Pharmacy and Pharmacology. 28 (1976),713. | ||
| 2. | ipr-mus LD50:30 mg/kg | JATOD3 Journal of Analytical Toxicology. 4 (1980),119. | ||
| 3. | ivn-mus LD50:18 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#03387 . |
Consensus Reports
Cyanide and its compounds are on the Community Right-To-Know List.
Safety Profile
Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx and CN−. See also NITRILES.