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Description
TCI D4166 2,2-Dimethylhexanenitrile, CAS 55897-65-9, is an aliphatic nitrile built on a six-carbon chain that carries two methyl groups on the second carbon, so the cyano group sits adjacent to a quaternary carbon atom. As a non-heterocyclic building block, the compound supplies a nitrile group that can be converted into a wide range of other functional groups, together with a branched aliphatic framework that gives the molecule its distinctive steric character. Its role in the laboratory is that of a starting material that shortens synthetic routes toward molecules containing a quaternary carbon centre, a structural feature that is normally difficult to construct directly.
The property that most often drives its selection is the versatility of the nitrile group. It can be hydrolysed to a carboxylic acid or an amide, reduced to a primary amine, treated with organometallic reagents to give ketones, or used as a precursor to tetrazoles. In this particular compound, the steric hindrance imposed by the geminal methyl groups slows some reactions but at the same time protects the alpha position against deprotonation and side reactions, so transformations proceed in a more directed manner. The reasonably long hexyl chain also adds lipophilic character to the derived products, a factor frequently taken into account when designing compounds where such behaviour matters.
In Indonesian laboratories, materials of this type are typically handled in university research groups, government research institutes, and industrial R&D units working on organic synthesis and building-block chemistry. The compound is normally drawn on for small-scale exploratory reactions and route development rather than bulk production, and is dispensed from its original container as needed. Because a single package usually supports many experiments, careful stock management and proper resealing after each use are part of routine laboratory practice.
Laboratory Applications
- Nitrile hydrolysis studies — the cyano group can be converted to a carboxylic acid or an amide, giving a direct route to sterically congested acids bearing a neighbouring quaternary carbon.
- Primary amine synthesis — reduction of the nitrile function delivers a primary amine whose carbon skeleton already contains the branched quaternary centre, avoiding a separate quaternary-forming step.
- Ketone preparation via organometallic addition — addition of organometallic reagents to the nitrile group produces ketones, with the geminal methyl groups limiting competing side reactions at the alpha position.
- Tetrazole precursor chemistry — the nitrile serves as a starting point for tetrazole formation, useful when a branched aliphatic substituent is required on the resulting ring system.
- Steric and lipophilicity studies — the geminal dimethyl motif and hexyl chain let researchers examine how branching and chain length influence reactivity and the lipophilic character of derived products.
Specifications
- Brand: TCI
- CAS number: 55897-65-9
- Chemical name: 2,2-Dimethylhexanenitrile
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: supplied in standard TCI catalogue packaging; available sizes on request
- Storage: keep in the original tightly closed container in a cool, well-ventilated place
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, well-ventilated area, away from heat sources, direct sunlight, and incompatible chemicals such as strong oxidising agents, acids, and bases. Chemically resistant containers with secure closures are appropriate, and the container should be resealed immediately after each withdrawal to limit exposure to air and moisture. All handling should take place in a fume hood, with safety glasses, chemically resistant gloves, and a laboratory coat worn at all times. Avoid inhalation of vapours and contact with skin and eyes. Consult the manufacturer's safety data sheet before use, and collect waste separately for disposal in accordance with applicable local regulations.
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