75394-84-2

Basic information

• Product Name: 2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE
• Synonyms: 2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE;tetrahydro-2H-pyran-2-ylacetonitrile;(Tetrahydro-pyran-2-yl)-acetonitrile
• CAS NO: 75394-84-2
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.17
• Mol File: 75394-84-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE(75394-84-2)
• EPA Substance Registry System: 2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE(75394-84-2)

Safety Data

• Hazardous Substances Data: 75394-84-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs due to its unique structural properties and reactivity.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE is utilized as an intermediate in the production of agrochemicals, playing a role in the synthesis of compounds that can enhance crop protection and yield.
Used in Organic Synthesis:
2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE is employed as a building block in organic synthesis, facilitating the creation of complex organic molecules for a range of applications, including but not limited to, the development of novel chemical entities with potential therapeutic or commercial value.
It is crucial to handle 2-(TETRAHYDRO-2H-PYRAN-2-YL)ACETONITRILE with care and adhere to safety guidelines to mitigate any hazards associated with its use in chemical processes.

Upstream product

• 694-54-2 tetrahydro-2H-2-pyranol 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 100-72-1 Tetrahydropyran-2-methanol 
• 143-33-9 sodium cyanide 
• 34723-82-5 2-(bromomethyl)tetrahydro-2H-pyran 
• 773837-37-9 sodium cyanide 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 75434-63-8 (tetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate 
• 151-50-8 potassium cyanide 
• 64935-06-4 3-Dipropylamino-7-hydroxy-heptanenitrile 
• 18420-41-2 2-(chloromethyl)tetrahydropyran 

Relevant articles and documents

A metal-ligand cooperative pathway for intermolecular oxa-michael additions to unsaturated nitriles

An unprecedented catalytic pathway for oxa-Michael addition reactions of alcohols to unsaturated nitriles has been revealed using a PNN pincer ruthenium catalyst with a dearomatized pyridine backbone. The isolation of a catalytically competent Ru-dieneamido complex from the reaction between the Ru catalyst and pentenenitrile in combination with DFT calculations supports a mechanism in which activation of the nitrile through metal-ligand cooperativity is a key step. The nitrile-derived Ru-N moiety is sufficiently Br?nsted basic to activate the alcohol and initiate conjugate addition of the alkoxide to the α,β-unsaturated fragment. This reaction proceeds in a concerted manner and involves a six-membered transition state. These features allow the reaction to proceed at ambient temperature in the absence of external base.

Pyrimidine derivatives as IL-8 receptor antagonists

Compounds containing the pyrimidine nucleus and their use to treat diseases and conditions related to inappropriate Interleukin-8 receptor activity are disclosed. The compounds are of the formula I In these compounds, Q is preferably unsubstituted and substituted heterocyclyl; U is usually hydrogen or fluorine; and V is preferably hydrogen, halogen, alkyl, —O—alkyl or —S-alkyl. A representative example is:

Synthesis of some 2-cyanomethyltetrahydrofuran and 2-cyanomethyltetrahydropyran derivatives

2-cyanomethyltetrahydrofuran and 2-cyanomethyltetrahydropyran derivatives, useful in the synthesis of 3(5)-aminopyrazoles and 5-aminoisoxazoles have been prepared starting from corresponding lactones, via DIBAL-H reduction to lactols, and olefination by Wittig reaction to α, β-unsatured cyanoderivatives. These undergo instantaneous cyclization to tetrahydrofuran and tetrahydropyran derivatives.

Substituted hexahydropyrrolo[1,2-a]-quinolines, hexahydro-1H-pyrido[1,2-a]-q

Tricyclic benzo fused compounds of the formula STR1 and pharmaceutically acceptable cationic and acid addition salts thereof, wherein n is zero, 1 or 2, and t is 1 or 2; M is CH or N, R1 is H or certain acyl groups; Q is CO2 R4, COR5, C(OR7)R5 R6, CN, CONR9 R10, CH2 NR9 R10, CH2 NHCOR11, CH2 NHSO2 R12, 5-tetrazolyl or when n is 1, Q and OR1 together form a lactone or certain reduced derivatives thereof; and Z is certain alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl groups, are valuable central nervous system active agents, methods for their use, pharmaceutical compositions containing them and certain intermediates therefor.

Direct One-Step Conversion of Alcohols into Nitriles

Alcohols are converted into nitriles in good to excellent yields by treatment with 2 equiv of NaCN/Me3SiCl and a catalytic amount of NaI in DMF/CH3CN.

Mecansime de cyclisation des dialkylamino-3 hydroxy-7 heptanenitriles en milieu basique; mise en evidence par spectroscopie Raman Laser rapide d'un intermediaire ethylenique

-3-dialkylamino 7-hydroxy heptanonitrile and 2-methyl 3-dialkylamino 7-hydroxy heptanonitrile undergo cyclization at 180 deg C to α-tetrahydropyrannyl acetonitrile and 2 (α-tetrahydropyrannyl) propionitrile in presence of a catalytic amount of base.Two possible mechanisms may be proposed for this reaction 1) An intramolecular nucleophilic substitution (SN2 type). 2) An elimination-addition process.We study the reaction mechanism by deuterium substitution and by Raman Laser rapid spectrometry.The latter technique allows to identify the conjugated double bond of the intermediate.This evidence strongly supports the two-step elimination-addition mechanism for this cyclization reaction.