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Description
1-(4-Chlorophenyl)cyclobutanecarbonitrile is a nitrile compound that combines a strained cyclobutane ring with both a 4-chlorophenyl group and a cyano group attached to the same quaternary carbon atom. This structural arrangement makes it a valuable starting material in organic synthesis, particularly when researchers require a pre-built substituted cyclobutane framework. Constructing four-membered rings from scratch typically demands specialized conditions and considerable effort, so having this compound available as a building block delivers meaningful time savings and allows attention to focus on subsequent functional group transformations.
The property that makes this compound widely selected is the versatility of the nitrile group as a synthetic branching point. The cyano group can be reduced to primary amines, hydrolyzed to carboxylic acids or amides, or subjected to organometallic reagent addition to produce ketones. Because this functional group is attached to the quaternary carbon of the cyclobutane ring, the resulting derivative products inherit a rigid framework that restricts conformational flexibility—a characteristic highly valued in modern drug molecule design where precise three-dimensional geometry matters.
In Indonesian laboratory settings, this TCI building block serves medicinal chemistry research groups, academic organic synthesis laboratories, and pharmaceutical development teams working on novel molecular entities. Researchers typically employ it when designing synthetic routes that require cyclobutane-containing intermediates or when exploring structure-activity relationships in drug discovery projects. The compound's availability through established chemical suppliers supports ongoing research programs across university chemistry departments and industrial research facilities throughout Indonesia.
Laboratory Applications
Medicinal chemistry synthesis: provides pre-built cyclobutane scaffolds for drug candidate development, eliminating the need to construct strained four-membered rings from simpler precursors
Functional group transformation studies: the nitrile moiety enables multiple downstream reactions including reduction, hydrolysis, and organometallic addition for diverse derivative generation
Structure-activity relationship research: the rigid cyclobutane framework restricts molecular conformation, allowing systematic investigation of three-dimensional geometry effects on biological activity
Organic methodology development: serves as a model substrate for testing new synthetic procedures involving nitrile chemistry or cyclobutane ring functionalization strategies
Academic teaching and demonstration: illustrates principles of strained ring chemistry, quaternary carbon center reactivity, and nitrile group versatility in advanced organic chemistry courses
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS Number: 28049-61-8
Product Code: C3161
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Chemical Name: 1-(4-Chlorophenyl)cyclobutanecarbonitrile
Physical Form: Solid (typical for this compound class)
Handling and Storage
Store in a cool, dry location away from direct sunlight and heat sources. Keep the container tightly sealed when not in use to prevent moisture absorption and contamination. Standard laboratory glass bottles or original manufacturer packaging are suitable storage vessels. Handle with appropriate personal protective equipment including gloves and safety glasses. Work in a well-ventilated area or fume hood when handling the material. Follow standard laboratory safety protocols for nitrile compounds and aromatic halides. Dispose of waste according to institutional chemical waste management procedures.
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