1530-87-6

Basic information

• Product Name: 1-PIPERIDINECARBONITRILE
• Synonyms: 1-Cyanopiperidine;N-CYANOPIPERIDINE;PIPERIDINO-N-CARBONITRILE;1-PIPERIDINECARBONITRILE;piperidinocarbonitrile;Piperidine-1-carbonitrile;1-Piperidinecarbonitrile,97%;NSC 26965
• CAS NO: 1530-87-6
• Molecular Formula: C₆H₁₀N₂
• Molecular Weight: 110.16
• EINECS: 216-233-8
• Product Categories: Piperidines, Piperidones, Piperazines;Building Blocks;Heterocyclic Building Blocks;Piperidines
• Mol File: 1530-87-6.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 102 °C10 mm Hg(lit.)
• Flash Point: 207 °F
• Appearance: /
• Density: 0.951 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0747mmHg at 25°C
• Refractive Index: n20/D 1.47(lit.)
• PKA: -4.30±0.20(Predicted)
• CAS DataBase Reference: 1-PIPERIDINECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PIPERIDINECARBONITRILE(1530-87-6)
• EPA Substance Registry System: 1-PIPERIDINECARBONITRILE(1530-87-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 1530-87-6(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR ALMOST COLOURLESS LIQUID

Uses

1-Piperidinecarbonitrile was used in the preparation of 1-selenocarbamoylpiperidine.

General Description

1-Piperidinecarbonitrile in tetrahydrofuran (THF) reacts with a solution of piperidyl lithium in THF at 0°C to yield lithium[1,1,3,3-bis(pentamethylene)guanidinate]. It participates in thermal decomposition of the 2H-azaphosphirene metal complexes to yield the Δ3-1,3,2-oxazaphospholene complexes and the Δ3-1,3,2-thiazaphospholene complexes.

InChI:InChI=1/C6H10N2/c7-6-8-4-2-1-3-5-8/h1-5H2

Upstream product

• 110-89-4 piperidine 
• 60-29-7 diethyl ether 
• 506-68-3 bromocyane 
• 141-78-6 ethyl acetate 
• 626-67-5 N-methylcyclohexylamine 
• 880-09-1 di(N-piperidinyl)methane 
• 3010-03-5 piperidin-1-yl-acetonitrile 
• 70989-48-9 2-thioxo-benzooxazole-3-carboximidic acid p-tolyl ester 
• 2987-46-4 4-thiocyanatoaniline 
• 7677-24-9 trimethylsilyl cyanide 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 
• 61929-24-6 2-bromo-1,3,4-thiadiazole 
• 14446-67-4 N-allylpiperidine 
• 5211-86-9 N-(dimethoxymethyl)piperidine 

Downstream Products

• 2645-36-5 1-(N-phenylcarbamoyl)piperidine 
• 2851-12-9 2-(piperidin-1-yl)-1H-benzo[d]imidazole 
• 65069-94-5 N-phenylpiperidine-1-carboximidamide 

Relevant articles and documents

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Peracid oxidation of an N-hydroxyguanidine compound: A chemical model for the oxidation of N(ω)-hydroxy-L-arginine by nitric oxide synthase

Arginine is oxidized by a class of enzymes called the nitric oxide synthases (NOS) to generate citrulline and, presumably, nitric oxide (·NO). N-Hydroxylation of a guanidinium nitrogen of arginine to generate N- hydroxyarginine (NOHA) has been shown to be a step in the biosynthesis of ·NO. In an effort to elucidate the mechanism by which further oxidation of NOHA occurs, the oxidation of a model N-hydroxyguanidine compound by several peracids was studied in depth. This oxidative chemistry is a possible model for the enzymatic process since the corresponding urea (or citrulline equivalent product) is obtained along with an oxidized nitrogen species. The oxidized nitrogen product was, however, not ·NO but rather HNO. ·NO generation in this chemical system and in the enzymatic process would require another one-electron oxidation. The mechanistic details of this are further discussed.

N-Cyanation of Primary and Secondary Amines with Cyanobenzio-doxolone (CBX) Reagent

An efficient electrophilic N-cyanation of amines with a stable and less-toxic cyanobenziodoxole reagent towards the synthesis of cyanamides is disclosed. This synthetically practicable strategy allows the construction of a wide variety of cyanamides under very mild and simple conditions with a broad functional group compatibility, and showcases a huge potential in late-stage modification of complex molecules.

Tris(3,5-dimethylpyrazolyl)methane copper(I) complexes featuring one disubstituted cyanamide ligand

The complexes [Cu{HC(3,5-Me2pz)3}(NCNR2)][BF4] (1–8; R2 = Me2 1, Et2 2, C5H10 3, C4H8O 4, C4H8 5, C3H