Product Name

  • Name

    1-piperidinocyclohexanecarbonitrile

  • EINECS
  • CAS No. 3867-15-0
  • Article Data24
  • CAS DataBase
  • Density 1.01g/cm3
  • Solubility
  • Melting Point
  • Formula C12H20 N2
  • Boiling Point 309.5°Cat760mmHg
  • Molecular Weight 192.304
  • Flash Point 126.9°C
  • Transport Information
  • Appearance
  • Safety Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx and CN. See also NITRILES.
  • Risk Codes
  • Molecular Structure Molecular Structure of 3867-15-0 (1-piperidinocyclohexanecarbonitrile)
  • Hazard Symbols
  • 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
  • PSA 27.03000
  • LogP 2.63668

Synthetic route

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

C6H10C5H10N(1+)*ClO4(1-)=(C6H10C5H10N)(ClO4)
18304-40-0

C6H10C5H10N(1+)*ClO4(1-)=(C6H10C5H10N)(ClO4)

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
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%
piperidine
110-89-4

piperidine

1-amino-1-cyanocyclohexane
5496-10-6

1-amino-1-cyanocyclohexane

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
In neat (no solvent) at 60 - 70℃;88%
piperidine
110-89-4

piperidine

sodium cyanide
143-33-9

sodium cyanide

cyclohexanone
108-94-1

cyclohexanone

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
With sodium hydrogensulfite at 20℃;82.1%
piperidine
110-89-4

piperidine

cyclohexanone
108-94-1

cyclohexanone

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
With magnesium sulfate In N,N-dimethyl acetamide at 45℃; for 48h;80%
piperidine
110-89-4

piperidine

sodium cyanide
773837-37-9

sodium cyanide

cyclohexanone
108-94-1

cyclohexanone

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
With hydrogenchloride77%
With hydrogenchloride
With hydrogenchloride
pH=5; Strecker type reaction;
With hydrogenchloride
piperidine
110-89-4

piperidine

potassium cyanide

potassium cyanide

cyclohexanone
108-94-1

cyclohexanone

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
With sodium hydrogensulfite77%
With sodium hydrogensulfite
With sodium hydrogen sulfite
With sodium hydrogen sulfite
potassium cyanide
151-50-8

potassium cyanide

piperidine hydrochloride
6091-44-7

piperidine hydrochloride

cyclohexanone
108-94-1

cyclohexanone

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
With ethanol
piperidine
110-89-4

piperidine

ethanol
64-17-5

ethanol

water
7732-18-5

water

potassium cyanide
151-50-8

potassium cyanide

cyclohexanone
108-94-1

cyclohexanone

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
beim Behandeln des Hydrochlorids;
piperidine
110-89-4

piperidine

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

cyclohexanone
108-94-1

cyclohexanone

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
With zinc(II) iodide In methanol; diethyl ether at 80℃; for 8h; Strecker reaction;
cyclohexanone
108-94-1

cyclohexanone

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium hydroxide / water / 20 - 25 °C
2: neat (no solvent) / 60 - 70 °C
View Scheme
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

1-cyclohexylpiperidine
3319-01-5

1-cyclohexylpiperidine

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; Hg(II) trifluoroacetate; sodium cyanoborohydride In methanol for 24h; Ambient temperature;93%
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

phenyllithium
591-51-5

phenyllithium

1-(1-benzimidoylcyclohexyl)piperidine
16283-47-9

1-(1-benzimidoylcyclohexyl)piperidine

Conditions
ConditionsYield
In diethyl ether for 4h; Ambient temperature;89%
furan
110-00-9

furan

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

N-[1-(furan-2-yl)-cyclohexan-1-yl] piperidine
101355-99-1

N-[1-(furan-2-yl)-cyclohexan-1-yl] piperidine

Conditions
ConditionsYield
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; magnesium bromide In diethyl ether; hexane Heating;76%
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

A

C-(1-piperidin-1-yl-cyclohexyl)methylamine
41805-36-1

C-(1-piperidin-1-yl-cyclohexyl)methylamine

B

1-(1-aminomethyl-cyclohexyl)-piperidine; dihydrochloride
41805-37-2

1-(1-aminomethyl-cyclohexyl)-piperidine; dihydrochloride

Conditions
ConditionsYield
With LiAlH4A n/a
B 74.4%
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

2-naphthalenylmagnesium bromide
21473-01-8

2-naphthalenylmagnesium bromide

1-<1-(2-Naphthyl)cyclohexyl>piperidine
81490-58-6

1-<1-(2-Naphthyl)cyclohexyl>piperidine

Conditions
ConditionsYield
In tetrahydrofuran for 6h; Heating;65%
bromobenzene
108-86-1

bromobenzene

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

Phencyclidine
77-10-1

Phencyclidine

Conditions
ConditionsYield
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran; diethyl ether
Stage #2: 1-piperidinocyclohexylcarbonitrile In tetrahydrofuran; diethyl ether Reflux;
58%
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran
Stage #2: 1-piperidinocyclohexylcarbonitrile In tetrahydrofuran
58%
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran
Stage #2: 1-piperidinocyclohexylcarbonitrile
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Phencyclidine
77-10-1

Phencyclidine

Conditions
ConditionsYield
58%
4-Chloro-3-methylphenol
59-50-7

4-Chloro-3-methylphenol

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

1-[1-[3-hydroxy-5-methylphenyl][cyclohexyl]]piperidine
1372710-21-8

1-[1-[3-hydroxy-5-methylphenyl][cyclohexyl]]piperidine

Conditions
ConditionsYield
Stage #1: 4-Chloro-3-methylphenol With iodine; magnesium In diethyl ether Reflux;
Stage #2: 1-piperidinocyclohexylcarbonitrile In diethyl ether; toluene for 336h; Reflux;
56%
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

N-(1-cyanocyclohexyl)piperidone
121817-69-4

N-(1-cyanocyclohexyl)piperidone

Conditions
ConditionsYield
With iodosylbenzene In water for 96h; Ambient temperature;55%
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

acetylene
74-86-2

acetylene

1-(2-pyridyl)-1-piperidinocyclohexane
101438-14-6

1-(2-pyridyl)-1-piperidinocyclohexane

Conditions
ConditionsYield
With cobaltocene In tetrahydrofuran at 160℃; under 10640 Torr; for 3h;44%
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

A

C-(1-piperidin-1-yl-cyclohexyl)methylamine
41805-36-1

C-(1-piperidin-1-yl-cyclohexyl)methylamine

B

bis-(1-piperidino-cyclohexylmethyl)-amine
119658-17-2

bis-(1-piperidino-cyclohexylmethyl)-amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

1-piperidin-1-yl-cyclohexanecarboxylic acid amide
2201-13-0

1-piperidin-1-yl-cyclohexanecarboxylic acid amide

Conditions
ConditionsYield
With sulfuric acid
2-iodobenzothiophene
36748-89-7

2-iodobenzothiophene

1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

1-[1-(2-benzo[b]thienyl)cyclohexyl]piperidine
112726-66-6

1-[1-(2-benzo[b]thienyl)cyclohexyl]piperidine

Conditions
ConditionsYield
With magnesium 1.) ether, 2.) reflux, 16 h; Yield given. Multistep reaction;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

2-bromonaphthalene
580-13-2

2-bromonaphthalene

1-<1-(2-Naphthyl)cyclohexyl>piperidine
81490-58-6

1-<1-(2-Naphthyl)cyclohexyl>piperidine

Conditions
ConditionsYield
With magnesium 1.) ether, RT, 2.) ether, reflux, 12 h; Multistep reaction;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

bromobenzene-d5
4165-57-5

bromobenzene-d5

1-(1-d5-phenylcyclohexyl)piperidine
60124-86-9

1-(1-d5-phenylcyclohexyl)piperidine

Conditions
ConditionsYield
Yield given. Multistep reaction;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

A

4-Bromophencyclidine
2201-33-4

4-Bromophencyclidine

B

1,1'-(1,4-Phenylenedicyclohexylidene)bis
76916-13-7

1,1'-(1,4-Phenylenedicyclohexylidene)bis

Conditions
ConditionsYield
With magnesium 1.) benzene, ether, 2.) reflux, 4 h; Yield given. Multistep reaction;
With magnesium 1.) benzene, ether, 2.) reflux, 4 h; Yield given. Multistep reaction. Yields of byproduct given;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

1,1'-(1,4-Phenylenedicyclohexylidene)bis
76916-13-7

1,1'-(1,4-Phenylenedicyclohexylidene)bis

Conditions
ConditionsYield
With magnesium 1.) Et2O, THF, reflux, 5 h; 2.) THF, Et2O, reflux, 1 h; Yield given. Multistep reaction;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

para-diiodobenzene
624-38-4

para-diiodobenzene

A

4-iodophencyclidine
77415-80-6

4-iodophencyclidine

B

1-<1-(1,1'-Biphenyl-4-yl)cyclohexyl>piperidine
77415-81-7

1-<1-(1,1'-Biphenyl-4-yl)cyclohexyl>piperidine

C

1,1'-(1,4-Phenylenedicyclohexylidene)bis
76916-13-7

1,1'-(1,4-Phenylenedicyclohexylidene)bis

Conditions
ConditionsYield
With magnesium 1.) ether, benzene, reflux, 2.) reflux, 4 h; Yield given. Multistep reaction. Yields of byproduct given;
With magnesium 1.) ether, benzene, reflux, 2.) reflux, 4 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

1-(1-naphthalen-1-yl-cyclohexyl)-piperidine
2201-37-8

1-(1-naphthalen-1-yl-cyclohexyl)-piperidine

Conditions
ConditionsYield
With magnesium 1.) ether, RT, 2.) ether, reflux, 12 h; Multistep reaction;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

1-<1-(1,1'-Biphenyl-4-yl)cyclohexyl>piperidine
77415-81-7

1-<1-(1,1'-Biphenyl-4-yl)cyclohexyl>piperidine

Conditions
ConditionsYield
With magnesium 1.) Et2O, THF, reflux, 2 h; 2.) THF, Et2O, reflux, 1 h; Yield given. Multistep reaction;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

2-iodobenzofuran
69626-75-1

2-iodobenzofuran

1-(2-benzo(b)furanyl)-1-(1-piperidino)-cyclohexane

1-(2-benzo(b)furanyl)-1-(1-piperidino)-cyclohexane

Conditions
ConditionsYield
With magnesium 1.) ether, RT, 2.) ether, reflux, 12 h; Multistep reaction;
1-piperidinocyclohexylcarbonitrile
3867-15-0

1-piperidinocyclohexylcarbonitrile

(1-bromoethyl)benzne
585-71-7, 38661-81-3

(1-bromoethyl)benzne

1-<1-(1-Phenylethyl)cyclohexyl>piperidine
77745-00-7

1-<1-(1-Phenylethyl)cyclohexyl>piperidine

Conditions
ConditionsYield
With magnesium 1.) Et2O, reflux, 2 h; 2.) Et2O, reflux, 1 h; Yield given. Multistep reaction;

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 .

1-PIPERIDINOCYCLOHEXANECARBONITRILE Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List.

1-PIPERIDINOCYCLOHEXANECARBONITRILE Safety Profile

Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx and CN. See also NITRILES.
Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View