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CAS 15760-35-7

3-Methylenecyclobutane-1-carbonitrile TCI M3911

3-Methylenecyclobutane-1-carbonitrile TCI M3911

Chemical Identity

CAS No.
15760-35-7
Purity
>95.0%(GC)
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TCI M3911 3-Methylenecyclobutane-1-carbonitrile is a synthetic starting material that combines a strained cyclobutane ring with an exocyclic double bond and a nitrile group. The combination of these three structural elements makes it a versatile reagent for constructing three-dimensional aliphatic molecular frameworks. In the laboratory, this compound serves as an important intermediate for medicinal chemistry research aimed at increasing the proportion of sp3 carbon in drug candidate molecules, and it also functions as a precursor toward rigid ring systems such as substituted cyclobutane derivatives and bicyclic scaffolds.

The property that makes this material valuable is the presence of three reaction sites that can be processed separately. The exocyclic alkene is ready to undergo hydrogenation, epoxidation, hydroboration, cycloaddition, or oxidative cleavage to a ketone. The nitrile group can be reduced to a primary amine, hydrolyzed to a carboxylic acid, or converted into tetrazoles and amidines. Meanwhile, the strain of the four-membered ring keeps the molecular geometry rigid and promotes certain reactivity patterns that are not encountered with larger rings. This compound is generally a liquid at room temperature, which makes it straightforward to transfer.

In Indonesian laboratories, this building block is typically used by synthetic organic chemistry and medicinal chemistry research groups in universities, as well as by pharmaceutical and fine chemical research units developing new molecular scaffolds. Because it is supplied as a liquid, it fits well into small-scale schemes where volumetric transfer via syringe or pipette is more practical than weighing a solid, particularly during route scouting and exploratory reaction screening.

  • Medicinal chemistry scaffold construction: the strained four-membered ring raises the sp3 carbon content of drug candidate molecules, a design objective widely pursued in modern lead optimization programmes.
  • Primary amine synthesis: the nitrile group can be reduced cleanly to a primary amine, giving direct access to cyclobutane-containing amine intermediates for further coupling and derivatization work.
  • Carboxylic acid preparation: hydrolysis of the nitrile function yields the corresponding carboxylic acid, a convenient handle for amide formation and other downstream functional group interconversions.
  • Tetrazole and amidine chemistry: conversion of the nitrile into tetrazoles or amidines provides bioisosteric replacements frequently required in structure-activity relationship studies of candidate compounds.
  • Alkene functionalization studies: the exocyclic double bond supports hydrogenation, epoxidation, hydroboration, cycloaddition, and oxidative cleavage to a ketone, allowing several divergent routes from one common starting material.

Brand TCI
CAS number 15760-35-7
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in the catalogue pack sizes offered by TCI for this article number
Physical form generally a liquid at room temperature
Storage store according to the conditions stated on the manufacturer label and safety data sheet

Store the container tightly closed in a cool, dry, well-ventilated area away from heat sources, ignition sources, and incompatible materials, following the conditions stated on the manufacturer label and safety data sheet. Keep the material in its original supplier container or in a compatible sealed glass bottle, and reseal immediately after each withdrawal to limit exposure to air and moisture. Handle in a fume hood using nitrile gloves, safety goggles, and a laboratory coat. Transfer liquid volumes with a syringe or pipette rather than by pouring, avoid inhalation of vapours, and collect residues as chemical waste in accordance with institutional laboratory waste procedures.

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