259180-65-9

Basic information

• Product Name: 1-Piperidineacetonitrile,4-oxo-(9CI)
• Synonyms: 1-Piperidineacetonitrile,4-oxo-(9CI);1-piperidineacetonitrile, 4-oxo-;(4-oxo-1-piperidinyl)acetonitrile(SALTDATA: FREE);4-Oxo-1-piperidineacetonitrile;2-(4-keto-1-piperidyl)acetonitrile;2-(4-oxo-1-piperidinyl)acetonitrile;2-(4-oxo-1-piperidyl)acetonitrile;2-(4-oxopiperidin-1-yl)acetonitrile
• CAS NO: 259180-65-9
• Molecular Formula: C7H10N2O
• Molecular Weight: 138.169
• Product Categories: AMINETERTIARY
• Mol File: 259180-65-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 284.3°C at 760 mmHg
• Flash Point: 125.7°C
• Appearance: /
• Density: 1.105g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.487
• PKA: 3.50±0.20(Predicted)
• CAS DataBase Reference: 1-Piperidineacetonitrile,4-oxo-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidineacetonitrile,4-oxo-(9CI)(259180-65-9)
• EPA Substance Registry System: 1-Piperidineacetonitrile,4-oxo-(9CI)(259180-65-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 259180-65-9(Hazardous Substances Data)

Usage

General Description

1-Piperidineacetonitrile,4-oxo-(9CI) is a chemical compound with the molecular formula C8H11N2O. It is a cyclic amide with a piperidine ring and a nitrile functional group, and a carbonyl group at the 4-position. 1-Piperidineacetonitrile,4-oxo-(9CI) is commonly used in organic synthesis as a building block for various pharmaceuticals and agrochemicals. It can also be used as a reagent in the preparation of other organic compounds, and as a starting material for the synthesis of heterocyclic compounds. The 1-Piperidineacetonitrile,4-oxo-(9CI) is an important intermediate in the production of a wide range of chemicals and can be found in various industrial and academic research laboratories.

InChI:InChI=1/C7H10N2O/c8-3-6-9-4-1-7(10)2-5-9/h1-2,4-6H2

Upstream product

• 40064-34-4 4-piperidone monohydrochloride monohydrate 
• 107-14-2 chloroacetonitrile 
• 50-00-0 formaldehyd 

Downstream Products

• 32273-26-0 2-(4-phenylpiperidin-1-yl)acetonitrile 

Relevant articles and documents

Heterocyclization and Spirocyclization Processes Based on Domino Reactions of N-Tosylhydrazones and Boronic Acids Involving Intramolecular Allylborylations of Nitriles

Polycyclic molecules featuring all-carbon quaternary bridgehead centers were synthesized through domino cyclizations between N-tosylhydrazones and boronic acids. Variations of the general cascade have been applied for the preparation of 3-quinuclidinones and related alkaloid-like scaffolds through transannular heterocyclizations. Moreover, the employment of 3-cyanopropyl and 4-cyanobutylboronic acids and α,β-unsaturated N-tosylhydrazones led to spirocycles through unprecedented formal [n+1] cyclizations, including the stereoselective spirocyclization of the Hajos–Parrish ketone. The common feature of all the new reactions described is the creation of an all-carbon quaternary center by formation of two Csp3?C bonds on the hydrazonic carbon atom. DFT-based calculations suggested the occurrence of cascade processes, which involve a diazo compound carboborylation followed by a 1,3-borotropic rearrangement on an intermediate allylboronic acid and a novel bora-aza-ene cyclization.