TCI I0061 1-Iodo-3-methylbutane (stabilized with Na2S2O3), also known as isoamyl iodide, is a branched alkylating reagent used to install an isopentyl group onto target molecules. As a non-heterocyclic building block, this compound becomes the reagent of choice whenever the intended structure calls for a five-carbon chain carrying a methyl branch at one end — a motif commonly encountered in terpenoid-derived compounds, fragrance materials, and a range of bioactive molecules. The presence of that branch confers a spatial profile distinctly different from a straight chain, which in turn influences the physical properties and molecular interactions of the synthesized product.
The principal appeal of this reagent lies in its iodide group, which departs readily and allows nucleophilic substitution to proceed more rapidly than with the corresponding bromide analogue, even though the carbon adjacent to the reaction centre already bears branching. Because the carbon under nucleophilic attack remains a primary carbon, bimolecular substitution still proceeds well with manageable steric hindrance. The product is supplied as a liquid stabilized with sodium thiosulfate, a stabilizer that works by reducing the free iodine generated through light-induced decomposition, so the reagent retains a clearer colour and more consistent behaviour over its working life.
In Indonesian laboratories, this reagent is typically found in organic synthesis and medicinal chemistry groups at universities and research institutes, as well as in R&D units developing flavour and fragrance ingredients. It is generally used on small to moderate scales for alkylation steps in multi-step routes, where the branched chain has to be introduced cleanly. Because the ambient conditions in Indonesia combine warmth with bright light, the sodium thiosulfate stabilization is particularly valuable for maintaining reagent quality between uses.
Related TCI products
- TCI B1905 3814-34-4 1-Bromo-2-ethylbutane (stabilized with Copper chip)
- TCI B0612 507-36-8 2-Bromo-2-methylbutane
- TCI I0530 616-14-8 1-Iodo-2-methylbutane (stabilized with Copper chip)
- TCI I0504 107-82-4 1-Bromo-3-methylbutane
- TCI D1067 594-81-0 2,3-Dibromo-2,3-dimethylbutane
- TCI C1459 616-13-7 1-Chloro-2-methylbutane
- Nucleophilic substitution reactions — the iodide functions as an excellent leaving group, allowing alkylation of nucleophiles to reach completion faster than with the corresponding bromide under otherwise identical conditions.
- Introduction of isopentyl groups — provides a direct route to attaching a branched five-carbon fragment onto target scaffolds without requiring multi-step chain assembly or additional protecting group manipulation.
- Synthesis of terpenoid-derived compounds — the methyl-branched five-carbon motif corresponds to the structural pattern found throughout terpenoid chemistry, making this reagent a natural fragment donor.
- Preparation of fragrance intermediates — branched alkyl chains contribute strongly to the volatility and odour profile of aroma molecules, so this reagent supports flavour and fragrance research programmes.
- Bioactive molecule construction — the branched chain alters molecular shape and interaction behaviour relative to linear analogues, which is useful when tuning structure-activity relationships in medicinal chemistry.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 541-28-6 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in standard TCI catalogue pack sizes; please confirm the specific size when ordering |
| Physical form | liquid |
| Storage | keep protected from light in a cool location, tightly closed |
- Stabilizer: sodium thiosulfate (Na2S2O3), added to suppress free iodine formation from light-induced decomposition
Store the container tightly closed in a cool, well-ventilated area and protect it from light, since light exposure drives the decomposition that liberates free iodine. Amber glass bottles or the original supplier packaging kept inside a closed cabinet are the most suitable containers; avoid transferring the material into clear vessels for long-term holding. Handle the reagent inside a functioning fume hood, wearing chemical-resistant gloves, safety goggles, and a laboratory coat, as alkyl iodides are alkylating agents and should not contact skin or eyes. Keep it away from strong oxidizing agents and strong bases, close the container promptly after dispensing to limit light and air exposure, and collect any waste in a designated halogenated organic waste container rather than pouring it into the sink.
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