213837

1-Piperidinecarbonitrile

99%

• Synonym(s): 1-Cyanopiperidine, NSC 26965, Pentamethylenecyanamide
• Empirical Formula (Hill Notation): C₆H₁₀N₂
• CAS Number: 1530-87-6
• Molecular Weight: 110.16
• NACRES: NA.22
• PubChem Substance ID: 24852808
• UNSPSC Code: 12352100
• EC Number: 216-233-8
• MDL number: MFCD00006477
• Assay: 99%
• Form: liquid

Properties

• Quality Segment: 100
• assay: 99%
• form: liquid
• refractive index: n20/D 1.47 (lit.)
• bp: 102 °C/10 mmHg (lit.)
• density: 0.951 g/mL at 25 °C (lit.)
• SMILES string: N#CN1CCCCC1
• InChI: 1S/C6H10N2/c7-6-8-4-2-1-3-5-8/h1-5H2
• InChI key: NVPICXQHSYQKGM-UHFFFAOYSA-N

Description

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.

Application

Reactant for:
Cycloaddition reactions
Ring-expansion reactions of tungsten complexes
N-CN bond cleavage
Retro-Diels-Alder reactions
Regioselective electrochemical α-methoxylation
Synthesis of de-O-chloroacetylation reagents

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312 + H332,H315,H319,H335
• pcodes: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk: WGK 3
• flash_point_f: 206.6 °F - closed cup
• flash_point_c: 97 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter