TCI
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Description
TCI D4844 5,6-Dibromo-1-hexene is a six-carbon aliphatic compound carrying a terminal double bond at one end and a pair of neighbouring bromine atoms at the other. This arrangement makes it a rather distinctive bifunctional building block, because it provides two regions of genuinely different reactivity within a single molecule. The terminal alkene group is open to addition reactions, metathesis, hydroboration and polymerisation, while the vicinal dibromide group acts as an electrophilic centre that is readily displaced by a wide range of nucleophiles.
The property that leads chemists to select this compound is its ability to serve as a connector between molecular fragments with a good degree of control. Bromine is an effective leaving group, so nucleophilic substitution proceeds under relatively mild conditions, and the vicinal dibromide pattern allows ring formation through reaction with bidentate nucleophiles as well as elimination toward unsaturated systems. The terminal alkene, meanwhile, can be left intact throughout the substitution stage and exploited later, so a synthesis can be organised in sequential steps. The flexibility of the aliphatic chain also makes the compound useful as a spacer of defined length.
In Indonesian laboratories, this material is typically used in university and institutional research groups working on organic synthesis, materials chemistry and polymer development, where a bifunctional halide with a reactive olefin terminus is needed for stepwise construction of larger structures. It is generally ordered in small research quantities for method development, thesis-level synthetic work and preparation of intermediates that are not conveniently available as finished compounds locally.
Laboratory Applications
- Bifunctional linker synthesis — the two distinct reactive regions allow one end to be coupled first while the other end is reserved for a later, separate transformation.
- Nucleophilic substitution chemistry — the vicinal bromine atoms function as effective leaving groups, letting amines, thiols, alkoxides and similar nucleophiles be introduced under relatively mild reaction conditions.
- Ring-formation work — reaction of the vicinal dibromide with bidentate nucleophiles offers a direct route to cyclic products without needing additional activating reagents in the sequence.
- Alkene-based transformations — the terminal double bond supports addition, olefin metathesis and hydroboration, so the intact olefin end can be functionalised after the halide chemistry is complete.
- Polymer and materials preparation — the terminal alkene participates in polymerisation while the flexible aliphatic chain acts as a spacer of controlled length between attached structural units.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 4285-48-7
- Catalogue code: D4844
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard TCI research-scale packaging; please confirm the size options when ordering
- Storage: keep in the tightly closed original container, protected from light and heat, in a well-ventilated chemical store
Handling and Storage
Store the product in its original tightly sealed container, kept cool, dry and away from direct sunlight, heat sources and ignition sources. Brominated organic compounds of this type are best kept in amber glass or the supplier's original packaging, segregated from strong bases, strong oxidising agents and reactive nucleophiles. Handle inside a fume hood using nitrile gloves, safety glasses and a laboratory coat, and avoid inhalation of vapours or contact with skin and eyes. Transfer using clean, dry glassware, reclose the container promptly after use to limit exposure to air and moisture, and collect all residues and rinsings as halogenated organic waste. Always consult the manufacturer's safety data sheet before first use.
Dokumen Keamanan & Mutu
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