TCI
2-(3-Chloropropoxy)tetrahydro-2H-pyran TCI C2072
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Description
TCI C2072 is 2-(3-Chloropropoxy)tetrahydro-2H-pyran, a 3-chloropropanol derivative in which the hydroxyl group has been protected as a tetrahydropyranyl ether. The compound belongs to the heterocyclic building block family and serves as a bifunctional three-carbon chain insertion reagent in organic synthesis. In the laboratory, this material is used to install a propyl unit in which one end is reactive as a chloride leaving group, while the other end carries an alcohol function in protected form that can be unmasked again at the appropriate point in a synthetic sequence.
Its principal advantage lies in a practical and economical protection strategy. The tetrahydropyranyl group is stable toward bases, organometallic reagents, and a wide range of neutral reaction conditions, so the alcohol hidden behind it remains safe while the alkylation step proceeds. That same group is nevertheless removed easily under mild acid catalysis in methanol or another alcohol, delivering the free alcohol without requiring expensive reagents or harsh conditions. The primary chlorine atom at the end of the chain provides adequate reactivity toward nucleophiles such as phenoxides, alkoxides, thiolates, and amines.
In Indonesian laboratories, this reagent fits routine synthetic work in university research groups, pharmaceutical and fine chemical development units, and analytical or medicinal chemistry laboratories where multi-step sequences require a protected hydroxypropyl handle. It is typically drawn on in bench-scale reactions where a three-carbon linker must be attached first and its terminal alcohol liberated later, allowing chemists to plan a sequence without redesigning the route around an unprotected alcohol.
Laboratory Applications
- Ether synthesis via O-alkylation: the primary chloride reacts with phenoxides and alkoxides to attach a protected hydroxypropyl chain to aromatic or aliphatic oxygen nucleophiles.
- Thioether preparation: thiolate nucleophiles displace the terminal chloride cleanly, giving sulfur-linked products that still carry the masked alcohol for later elaboration in the sequence.
- N-alkylation of amines: the reagent introduces a three-carbon spacer onto nitrogen centres, a common requirement when building amine side chains in medicinal chemistry targets.
- Protected linker installation in multi-step synthesis: the tetrahydropyranyl group survives basic and organometallic steps, so the alcohol can be released only when the route requires it.
- Heterocyclic building block chemistry: as a bifunctional three-carbon reagent, it supports assembly of substituted heterocycles and intermediates that need a differentiated chain at both ends.
Specifications
- Brand: TCI
- CAS number: 42330-88-1
- Chemical name: 2-(3-Chloropropoxy)tetrahydro-2H-pyran
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in standard TCI catalogue pack sizes; please confirm the size required when ordering
- Storage: store according to the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and incompatible materials, following the conditions given on the manufacturer's label and safety data sheet. Keep the material in its original supplier packaging or in a compatible, clearly labelled chemical container, and reseal it promptly after each use to limit exposure to moisture and air, since the tetrahydropyranyl group is sensitive to acidic and moist conditions. Handle in a fume hood using safety glasses, chemical-resistant gloves, and a laboratory coat, avoiding contact with skin and eyes and inhalation of vapour. Dispose of residues and contaminated materials through the laboratory's chemical waste procedures.
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