TCI D0585 1,2-Dihydronaphthalene is a bicyclic hydrocarbon made of a benzene ring fused to a six-membered ring that contains a single double bond. That double bond is conjugated with the aromatic ring. In the laboratory, the compound is well known as a model substrate in organic chemistry. It is used mainly to test reactions on cyclic alkenes, such as epoxidation, dihydroxylation, hydrogenation and cyclopropanation. This includes asymmetric versions of these reactions that use chiral catalysts, which makes it a common reference compound in catalysis research.
Researchers choose this compound because its double bond is cis, locked inside a ring, and conjugated with the aromatic ring. Together, these features make it an ideal test alkene for measuring how active a catalyst is and how enantioselective it is. Its structure is simple enough to analyse with standard chromatographic and spectroscopic methods. It is also demanding enough to show real differences in performance between catalytic systems. Because it is a well-established benchmark, results obtained with 1,2-dihydronaphthalene can be compared directly with earlier work. It is also often used in biotransformation studies with microbial oxygenase enzymes.
In Indonesia, 1,2-dihydronaphthalene is relevant to university research groups working on catalysis and asymmetric synthesis. It also serves materials chemistry laboratories that develop and screen new catalysts, and biotechnology laboratories that study enzymatic oxidation by microbial oxygenases. Supplied under the TCI brand, it gives these laboratories a recognised substrate for method development, catalyst benchmarking, teaching-oriented research projects and thesis work where results need to be reproducible and comparable with published studies.
Related TCI products
- TCI D0088 612-17-9 1,4-Dihydronaphthalene
- TCI T0107 119-64-2 1,2,3,4-Tetrahydronaphthalene
- TCI M3863 1680-51-9 6-Methyl-1,2,3,4-tetrahydronaphthalene
- TCI E0567 573-57-9 1,4-Epoxy-1,4-dihydronaphthalene
- TCI B4112 4133-35-1 6-Bromo-3,4-dihydronaphthalen-2(1H)-one
- TCI D6363 13575-75-2 6,7-Dimethoxy-3,4-dihydronaphthalen-1(2H)-one
- Asymmetric epoxidation studies: the cis double bond locked in the ring and conjugated with the aromatic ring makes this compound a standard test alkene for measuring catalyst enantioselectivity.
- Dihydroxylation reactions: researchers use it as a model cyclic alkene to compare how efficiently and selectively different catalytic systems convert the double bond into a diol.
- Catalytic hydrogenation testing: its single, well-defined double bond lets laboratories measure catalyst activity clearly without other reducible alkene sites complicating the results.
- Cyclopropanation research: the rigid, conjugated cyclic alkene is a demanding substrate for evaluating chiral catalysts in asymmetric cyclopropanation and for comparing them with published benchmarks.
- Biotransformation studies: it is often used as a substrate for microbial oxygenase enzymes, helping biotechnology laboratories study enzymatic oxidation and how selective the enzymes are.
| Brand | TCI (product code D0585) |
|---|---|
| CAS number | 447-53-0 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | see the available options on the product page |
| Physical form | see the product label and the supplier documentation |
| Storage | follow the storage conditions on the TCI label and Safety Data Sheet |
Store 1,2-Dihydronaphthalene in its original, tightly closed container, away from heat, direct sunlight and ignition sources. Keep it in a cool, dry, well-ventilated chemical storage area, apart from strong oxidising agents. Always follow the specific storage conditions on the TCI label and Safety Data Sheet. Handle the material in a fume hood and wear suitable personal protective equipment, including chemical-resistant gloves, safety glasses and a laboratory coat. Avoid breathing vapours and avoid contact with skin and eyes. Close containers promptly after use to limit exposure to air and moisture. Dispose of residues and contaminated materials according to institutional and local hazardous waste regulations.
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