1-Oxaspiro[2.5]octane, also known as methylenecyclohexane oxide, is a spiro epoxide made up of a three-membered oxirane ring joined in spiro fashion to a cyclohexane ring. TCI lists it among its non-heterocyclic building blocks. In organic synthesis it serves as an intermediate for adding a hydroxymethyl group to a cyclohexane ring or for building a quaternary carbon centre on that ring. This makes it a useful starting material for research groups that need well-defined cyclohexane-based scaffolds.
Most of this compound's appeal comes from the strain in its epoxide ring, which makes it react readily with a wide range of nucleophiles. Opening the ring can give 1-(substituted-methyl)cyclohexanols or related derivatives. The exact product depends on whether acidic or basic conditions are used and on which nucleophile is chosen. Because the spiro carbon is part of the cyclohexane ring, ring opening offers an efficient route to structures with a fully substituted carbon, a motif often found in pharmaceutical compounds. The epoxide can also rearrange to an aldehyde in the presence of a Lewis acid catalyst.
In Indonesian laboratories, 1-oxaspiro[2.5]octane is relevant to researchers in organic synthesis, medicinal chemistry, and catalysis methodology development. University research groups and industrial R&D teams can use it to prepare cyclohexanol derivatives, to study how epoxide ring opening behaves under different conditions, and to test new Lewis acid catalysts. Because it comes from the TCI catalogue, it is a convenient, recognised source for synthetic work at bench scale.
Related TCI products
- TCI D5200 57280-22-5 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane
- TCI O0678 1779133-13-9 6-Oxaspiro[2.5]octan-1-amine Hydrochloride
- TCI D6472 885270-84-8 tert-Butyl 2,6-Diazaspiro[3.4]octane-2-carboxylate
- TCI B5501 147804-30-6 tert-Butyl 1-Oxa-6-azaspiro[2.5]octane-6-carboxylate
- TCI O0665 280-13-7 8-Oxa-3-azabicyclo[3.2.1]octane
- TCI D6459 149771-44-8 tert-Butyl 3,8-Diazabicyclo[3.2.1]octane-8-carboxylate
- Introducing hydroxymethyl groups: the strained epoxide ring opens readily, so chemists can attach a hydroxymethyl group to a cyclohexane ring cleanly in multistep synthetic routes.
- Building quaternary carbon centres: the spiro carbon is part of the cyclohexane ring, so ring opening gives efficient access to fully substituted carbon atoms, which are valuable in complex target molecules.
- Preparing 1-(substituted-methyl)cyclohexanols: reaction with various nucleophiles under acidic or basic conditions gives a family of substituted cyclohexanol derivatives for further synthetic work.
- Medicinal chemistry scaffold development: fully substituted carbon motifs often appear in pharmaceutical compounds, so this epoxide is a practical intermediate for making analogues in drug discovery research.
- Lewis acid catalysis studies: the epoxide can rearrange to an aldehyde under Lewis acid catalysis, so it works as a model substrate for developing and comparing catalytic rearrangement methods.
| Brand | TCI (product code O0717) |
|---|---|
| CAS number | 185-70-6 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | as listed on this product page |
| Physical form | refer to the manufacturer's product documentation |
| Storage | follow the conditions on the TCI label and Safety Data Sheet |
Store 1-oxaspiro[2.5]octane in its original, tightly sealed container in a cool, dry, well-ventilated area. Keep it away from heat, ignition sources, strong acids, strong bases, and oxidising agents. The reactive epoxide ring can be opened by acids, bases, and other nucleophiles, so keep it apart from incompatible reagents. Handle it in a fume hood and wear suitable protective gloves, safety glasses, and a laboratory coat. Avoid skin contact and do not breathe in vapours. Always check the manufacturer's Safety Data Sheet before use, label opened containers clearly with the date, and dispose of waste according to local regulations and your institution's procedures.
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