2-(Azetidin-3-ylidene)acetonitrile hydrochloride

Name: 2-(Azetidin-3-ylidene)acetonitrile hydrochloride
Brand: ChemScene
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CAS No. 1314910-43-4
Cat. No. CS-M2581
Purity≥95%
MDL No.MFCD19227479

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-(Azetidin-3-ylidene)acetonitrile hydrochloride|CS-M2581

Structure of 1314910-43-4

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General Information

CAS No. 1314910-43-4
Cat. No. CS-M2581
Purity ≥95%
MDL No. MFCD19227479
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇ClN₂
Molecular Weight 130.58
Synonym(s) Baricitinib Impurity 28
SMILES N#C/C=C1CNC\1.Cl

Description

This azetidinylidene acetonitrile hydrochloride features a strained azetidine ring fused to an electron-deficient exocyclic double bond, enabling direct nucleophilic addition without preactivation. The protonated nitrogen enhances electrophilicity at the β-carbon, facilitating rapid cycloadditions and conjugate additions under mild conditions. Bench-stable and moisture-tolerant, it serves as a compact, reactive scaffold for heterocyclic synthesis.

Application

2-(Azetidin-3-ylidene)acetonitrile hydrochloride serves as a versatile synthetic building block for constructing nitrogen-containing heterocycles, particularly in the development of pyrrolidine and azetidine derivatives. Its electrophilic α,β-unsaturated nitrile functionality enables efficient Michael additions and cycloaddition reactions under mild conditions. The hydrochloride salt enhances bench stability and solubility, facilitating straightforward handling and purification in standard organic synthesis workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 35.82
LogP 0.46138
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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2-(Azetidin-3-ylidene)acetonitrile hydrochloride

CAS No. 1314910-43-4

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