1,2,3,4-Tetrahydroquinoline TCI T0113

Chemical Identity

CAS No.: 635-46-1
PubChem: CID 69460·SID 87576121
Formula: C9H11N
Molecular weight: 133.19 g/mol
Purity: >95.0%(GC)
Reference databases: ChEBI·ChemSpider·ECHA·Wikipedia

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 1,2,3,4-tetrahydroquinoline
SMILES: C1CC2=CC=CC=C2NC1
InChIKey: LBUJPTNKIBCYBY-UHFFFAOYSA-N

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Dokumen Keamanan & Mutu

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CoA (Certificate of Analysis)

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1,2,3,4-Tetrahydroquinoline from TCI is a bicyclic secondary amine made up of a benzene ring fused to a saturated six-membered nitrogen-containing ring. It is the partially hydrogenated form of quinoline, and its ring system is one of the heterocyclic frameworks most often found in natural products, pharmaceuticals and pesticides. In the laboratory, it is used as a synthetic building block, as a model substrate in catalysis research, and as a reference compound in studies of hydrogen storage using liquid organic carriers.

The main appeal of 1,2,3,4-Tetrahydroquinoline is its reactive secondary nitrogen atom. This nitrogen can be acylated, alkylated or used in C–N coupling reactions, so chemists can add new functional groups at a well-defined position. Because the nitrogen activates the aromatic ring, the ring also undergoes electrophilic substitution readily. Quinoline and tetrahydroquinoline can be converted into each other by hydrogenation and dehydrogenation. This makes the compound an important model in catalyst research and in the liquid organic hydrogen carrier concept. It can also act as a hydrogen donor in transfer hydrogenation reactions.

In Indonesian laboratories, this compound is useful for organic and medicinal chemistry groups at universities and research institutes that build heterocyclic scaffolds for new bioactive molecules. Catalysis groups can use it as a standard substrate to compare hydrogenation and dehydrogenation catalysts. Energy research teams studying hydrogen storage can use it as a reference compound. It also suits graduate and undergraduate projects in synthetic methodology, since it shows several classic amine and aromatic reactions in a single, well-characterised molecule.

Related TCI products

Heterocyclic synthesis: its fused ring framework and reactive secondary nitrogen make it a convenient starting point for building more complex nitrogen-containing scaffolds for research compounds.
Medicinal chemistry: the tetrahydroquinoline core is common in drug-like molecules, so this compound is a practical building block for making and studying new candidate structures.
Catalysis research: the reversible conversion between quinoline and tetrahydroquinoline makes it a widely used model substrate for testing and comparing hydrogenation and dehydrogenation catalysts.
Hydrogen storage studies: it serves as a reference compound in liquid organic hydrogen carrier research, where hydrogen is stored and released through reversible hydrogenation of organic liquids.
Transfer hydrogenation: it can act as a hydrogen donor, so it is useful in studies that look for alternatives to gaseous hydrogen for reducing other substrates.

Brand	TCI (product code T0113)
CAS number	635-46-1
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	available in the standard TCI pack sizes listed on the product page
Physical form	refer to the TCI product documentation and Certificate of Analysis
Storage	keep tightly closed in a cool, dark, well-ventilated place, following the TCI Safety Data Sheet

Store 1,2,3,4-Tetrahydroquinoline in its original, tightly sealed container in a cool, dry, dark and well-ventilated area. Keep it away from heat, ignition sources and strong oxidising agents. Like many amines, it may degrade or discolour if exposed to air and light for a long time, so reseal the container promptly after each use. Handle it in a fume hood and wear suitable gloves, safety glasses and a laboratory coat. Avoid inhaling vapours and avoid contact with skin and eyes. Before use, always read the TCI Safety Data Sheet for full hazard, first-aid and disposal information. Dispose of waste according to your institution's chemical waste procedures.

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