36684-65-8

Basic information

• Product Name: 6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9&
• Synonyms: 6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9&;6-CHLORO-1,2,3,4-TETRAHYDROCARBAZOLE, 98 %;1,2,3,4-Tetrahydro-6-chlorocarbazole;NSC 298291
• CAS NO: 36684-65-8
• Molecular Formula: C₁₂H₁₂ClN
• Molecular Weight: 205.68338
• Product Categories: Building Blocks;Carbazoles;CarbazolesHeterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 36684-65-8.mol
• Article Data: 41

Chemical Properties

• Melting Point: 145-148 °C(lit.)
• Boiling Point: 358.8°Cat760mmHg
• Flash Point: 202.1°C
• Appearance: /
• Density: 1.280
• Vapor Pressure: 5.15E-05mmHg at 25°C
• Refractive Index: 1.672
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: slightly sol. in Methanol
• PKA: 16.93±0.20(Predicted)
• CAS DataBase Reference: 6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9&(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9&(36684-65-8)
• EPA Substance Registry System: 6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9&(36684-65-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 36684-65-8(Hazardous Substances Data)

Usage

General Description

6-Chloro-1,2,3,4-tetrahydrocarbazole 9 is a chemical compound with the molecular formula C13H13ClN. It is a derivative of carbazole, a tricyclic aromatic compound, and is characterized by the presence of a chloro group at the 6-position on the carbazole ring. 6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9& has potential applications in pharmaceutical and material science research, as well as in the synthesis of organic molecules. Its unique structure and reactivity make it a valuable intermediate in the production of various compounds with diverse properties and applications. Additionally, its potential biological and pharmacological activities make it a target for further investigation and potential drug development.

InChI:InChI=1/C12H12ClN/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h5-7,14H,1-4H2

Upstream product

• 100116-43-6 2-((4-chlorophenyl)amino)cyclohexan-1-one 
• 106-47-8 4-chloro-aniline 
• 533-60-8 cyclohexanone-2-ol 
• 822-87-7 2-Chlorocyclohexanone 
• 108-94-1 cyclohexanone 
• 1073-69-4 N-4-chlorophenylhydrazine 
• 40594-87-4 N-benzhydrylidene-N'-(4-chlorophenyl)-hydrazine 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 1417717-04-4 tert-butyl 2-(4-chlorophenyl)hydrazine-1-carboxylate 
• 4340-77-6 4-chloroazobenzene 
• 955-98-6 1,2-bis(4-methylphenyl)diazene oxide 
• 1602-00-2 bis-(4-chloro-phenyl)-diazene 
• 110-52-1 1,4-dibromo-butane 
• 17422-32-1 5-chloro-1H-indole 

Downstream Products

• 686279-38-9 2-chloro-4-hydroxy-5-phenyl-8,9,10,11-tetrahydropyrido[3,2,1-jk]carbazol-6-one 
• 859084-76-7 (6-chloro-1,2,3,4-tetrahydro-9H-carbazol-9-yl) (phenyl) methanone 
• 216856-80-3 (4aS,9aS)-6-chloro-2,3,4,4a,9,9a-hexahydro-1H-carbazole 
• 121593-97-3 Benzyl-(6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-amine 
• 1446264-40-9 6-chloro-N-(2-nitrophenyl)-2,3,4,9-tetrahydro-1H-carbazol-1-amine 
• 1446264-39-6 6-chloro-N-(4-nitrophenyl)-2,3,4,9-tetrahydro-1H-carbazol-1-amine 
• 1446264-53-4 4-(6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-ylamino)benzonitrile 
• 1424131-25-8 C₂₀H₁₈ClNO₂ 
• 1424131-36-1 4a-benzyl-6-chloro-2,3,4,4a-tetrahydro-1H-carbazole 
• 88368-11-0 6-Chloro-1,2,3,9-tetrahydro-4H-carbazol-4-one 
• 1314043-60-1 (R)-1-benzyl-5-(6-chloro-3,4-dihydro-1H-carbazol-9(2H)-yl)pyrrolidin-2-one 
• 14192-67-7 6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 86-74-8 9H-carbazole 
• 216856-80-3 6-chloro-1,2,3,4,4a,9a-hexahydro-carbazole 

Relevant articles and documents

Direct Synthesis of Indoles from Azoarenes and Ketones with Bis(neopentylglycolato)diboron Using 4,4′-Bipyridyl as an Organocatalyst

Multifunctionalized indole derivatives were prepared by reducing azoarenes in the presence of ketones and bis(neopentylglycolato)diboron (B2nep2) with a catalytic amount of 4,4′-bipyridyl under neutral reaction conditions, where 4,4′-bipyridyl acted as an organocatalyst to activate the B-B bond of B2nep2 and form N,N′-diboryl-1,2-diarylhydrazines as key intermediates. Further reaction of N,N′-diboryl-1,2-diarylhydrazines with ketones afforded N-vinyl-1,2-diarylhydrazines, which rearranged to the corresponding indoles via the Fischer indole mechanism. This organocatalytic system was applied to diverse alkyl cyclic ketones, dialkyl, and alkyl/aryl ketones, including heteroatoms. Methyl alkyl ketones gave the corresponding 2-methyl-3-substituted indoles in a regioselective manner. This protocol allowed us to expand the preparation of indoles having high compatibility with not only electron-donating and electron-withdrawing groups but also N- and O-protecting functional groups.

Annulation of Indoles with 1,n-Dibromoalkanes by a Pd(II)-Catalyzed and Norbornene-Mediated Reaction Cascade

Employing 1,3-dibromopropane, 1,4-dibromobutane, and 1,5-dibromopentane as biselectrophiles, the annulation of indoles was probed in the presence of PdCl 2 (MeCN) 2 as a catalyst and norbornene as a transpositional ligand. Ring formation to a five-membered ring was observed at positions C2 and N, while annulation of a six-membered ring occurred at positions C2 and C3. The latter cascade process was successfully applied to the direct synthesis of 1,2,3,4-tetrahydrocarbazoles from indoles (11 examples, 31-68% yield). Seven-membered-ring annulation was feasible by an initial coupling at positon C2 followed by alkylation at C3.

SBA-15-Pr-SO3H catalyzed one-pot synthesis of indole derivatives via Fischer indole pathway

In this work, an efficient, user-friendly, and simple procedure was reported for the preparation of indole derivatives catalyzed by the heterogeneous SBA-15-Pr-SO3H via Fischer indole pathway. The title compounds were synthesized from various arylhydrazines and ketones in the presence of 3 mol% of the catalyst in the refluxing ethanol.