4,5,6,7-Tetrahydroindole
4,5,6,7-Tetrahydroindole (CAS: 13618-91-2; Formula: C8H11N) is a heterocyclic organic compound with a molecular weight of 121.18 g/mol. It serves as a versatile building block in organic synthesis, particularly in the preparation of complex molecular architectures. Its applications span the synthesis of dyes, various indole derivatives, and intermediates for further chemical transformations, making it a valuable reagent for research and development in medicinal chemistry and materials science.
- IUPAC
- 2,3-Tetramethylenepyrrole,Cyclohex[b]pyrrole,NSC 122455
- Synonyms
- 7-Tetrahydroindole2,3-TetramethylenepyrroleCyclohex[b]pyrroleNSC 122455
Preparation of BODIPY Dyes
4,5,6,7-Tetrahydroindole acts as a key reactant in the synthesis of BODIPY (Boron-Dipyrromethene) dyes, which are widely used as fluorescent probes and labels in biological imaging and sensing applications.
N-Alkylation Reactions
This compound readily undergoes N-alkylation reactions, such as with chloromethyloxirane, to introduce specific functional groups onto the indole nitrogen, enabling the creation of diverse molecular structures.
Synthesis of Hydroindolepropynoate
It is employed as a reactant in the chemo- and regioselective solvent-free ethynylation for the preparation of hydroindolepropynoate derivatives.
Cross-Coupling Reactions
4,5,6,7-Tetrahydroindole participates in palladium- and copper-free cross-coupling reactions with halopropynoates, offering a route to functionalised indole systems.
Preparation of Carbonylalkenyl Indoles
The compound is utilised in the preparation of carbonylalkenyl indoles through coupling reactions with dicarbonyl compounds.
| Molecular weight | 121.18 |
|---|---|
| Empirical formula | C8H11N |
| Assay | 98% |
| Storage temperature | 2-8°C |
| Application | • Reactant in preparation of BODIPY dyes1• Reactant in N-alkylation with chloromethyloxirane2• Reactant in preparation of hydroindolepropynoate by chemo- and regioselective solvent-free ethynylation3• Reactant in palladium- and copper-free cross-coupling of halopropynoates4• Reactant in preparation of carbonylalkenyl indoles via coupling with dicarbonyl compounds5• Reactant in 1:2 annelation of 4,5,6,7-tetrahydroindole with 1-benzoyl-2-phenylacetylene6 |
| Melting point | 53-57 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-37/39 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 4,5,6,7-Tetrahydroindole primarily used for?
+
4,5,6,7-Tetrahydroindole is primarily used as a building block in organic synthesis for the preparation of dyes, indole derivatives, and intermediates in chemical research.
What are the CAS number and molecular formula for 4,5,6,7-Tetrahydroindole?
+
The CAS number for 4,5,6,7-Tetrahydroindole is 13618-91-2, and its molecular formula is C8H11N.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies 4,5,6,7-Tetrahydroindole with an assay of 98%. TSS does not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
How should 4,5,6,7-Tetrahydroindole be handled safely?
+
Based on GHS information, 4,5,6,7-Tetrahydroindole is classified as a Warning substance with hazard statements H315, H319, and H335. It causes skin irritation, serious eye irritation, and may cause respiratory irritation. Handle with appropriate personal protective equipment including a dust mask (N95), eyeshields, and gloves, in a well-ventilated area.
How is 4,5,6,7-Tetrahydroindole packed and shipped?
+
Tech Serve Solutions ensures that chemicals are appropriately packed and exported globally in compliance with all relevant regulations for safe transit.
How can I request a quote or sample for 4,5,6,7-Tetrahydroindole?
+
To request a quote or sample, please use the contact form on our website or reach out to our sales team directly.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis