17017-63-9

Basic information

• Product Name: N-BENZYL-1,2,3,4-TETRAHYDROCARBAZOLE
• Synonyms: N-BENZYL-1,2,3,4-TETRAHYDROCARBAZOLE
• CAS NO: 17017-63-9
• Molecular Formula: C₁₉H₁₉N
• Molecular Weight: 263.38
• Mol File: 17017-63-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 50-51 °C(Solv: ethanol (64-17-5))
• Boiling Point: 456.6°C at 760 mmHg
• Flash Point: 230°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 4.32E-08mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: N-BENZYL-1,2,3,4-TETRAHYDROCARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYL-1,2,3,4-TETRAHYDROCARBAZOLE(17017-63-9)
• EPA Substance Registry System: N-BENZYL-1,2,3,4-TETRAHYDROCARBAZOLE(17017-63-9)

Safety Data

• Hazardous Substances Data: 17017-63-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H19N/c1-2-8-15(9-3-1)14-20-18-12-6-4-10-16(18)17-11-5-7-13-19(17)20/h1-4,6,8-10,12H,5,7,11,13-14H2

Upstream product

• 942-01-8 1,2,3,4-tetrahydrocarbazole 
• 100-44-7 benzyl chloride 
• 758640-21-0 N-Benzylaniline 
• 822-87-7 2-Chlorocyclohexanone 
• 100-39-0 benzyl bromide 
• 126920-22-7 9-Benzyl-2,3,4,4a,9,9a-hexahydro-1H-carbazole 
• 38253-23-5 2-(N-benzylanilino)cyclohexanone 
• 108-94-1 cyclohexanone 
• 847355-59-3 2-(2-bromophenyl)cyclohexen-1-yl triflate 
• 100-46-9 benzylamine 
• 583-55-1 1-Bromo-2-iodobenzene 
• 31908-20-0 2-(2-bromophenyl)-cyclohexanone 
• 76464-99-8 N-benzyl-2-iodoaniline 
• 390432-54-9 2-[N-benzyl-N-(2-iodophenyl)amino]cyclohexanone 

Downstream Products

• 102237-53-6 9-benzyl-1,2,3,4-tetrahydrocarbazole-7-carbaldehyde 
• 18781-55-0 4a-benzyl-2,3,4,4a-tetrahydro-1H-carbazole 
• 87167-61-1 9-benzyl-1-methyl-9H-carbazole-3-carbaldehyde 
• 87167-64-4 (9-benzyl-1,2,3,4-tetrahydrocarbazol-1-yl)carboxaldehyde 
• 87177-14-8 9-benzyl-1-((N,N-dimethylamino)methyl)carbazole-3-carbaldehyde 
• 87167-66-6 9-benzyl-1-methyl-9H-carbazole 
• 942-01-8 1,2,3,4-tetrahydrocarbazole 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 484-49-1 Guatambuinine 
• 87177-15-9 9-benzyl-1-methylcarbazol-3-yl methyl ketone 
• 87167-68-8 9-benzyl-3-(1-(2,2-diethoxyethylimino)ethyl)-1-methylcarbazole 
• 87167-65-5 9-benzyl-3-(1-(N-(2,2-diethoxyethyl)-N-tosylamino)ethyl)-1-methylcarbazole 
• 109937-05-5 9-benzyl-7-methyl-1,2,3,4-tetrahydro-carbazole 
• 103402-63-7 bis-(9-benzyl-5,6,7,8-tetrahydro-carbazol-2-ylmethylene)-hydrazine 

Relevant articles and documents

One-pot, three-component Fischer indolisation-N-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles

A one-pot, three-component protocol for the synthesis of 1,2,3-trisubstituted indoles has been developed, based upon a Fischer indolisation-indoleN-alkylation sequence. This procedure is very rapid (total reaction time under 30 minutes), operationally straightforward, generally high yielding and draws upon readily available building blocks (aryl hydrazines, ketones, alkyl halides) to generate densely substituted indole products. We have demonstrated the utility of this process in the synthesis of 23 indoles, benzoindoles and tetrahydrocarbazoles bearing varied and useful functionality.

Iodine-catalyzed aromatization of tetrahydrocarbazoles and its utility in the synthesis of glycozoline and murrayafoline A: A combined experimental and computational investigation

A new protocol for the aromatization of tetrahydrocarbazoles has been achieved using a catalytic amount of iodine, giving high yields. The role of iodine in the aromatization has been explained by DFT, and its wide scope is extended to the total synthesis of glycozoline and murrayafoline A. This method has proven to be tolerant of a broad range of functional groups. This journal is the Partner Organisations 2014.

Formation of enehydrazine intermediates through coupling of phenylhydrazines with vinyl halides: Entry into the Fischer indole synthesis

Cut to the chase: Direct formation of an enehydrazine, an intermediate in the classic Fischer indole synthesis, solves the regioselectivity problem associated with indolization. This approach not only achieves selective synthesis of indoles through proper selection of the vinyl halide, but also leads to quick construction of desoxyeseroline and esermethole, as well as the key structural motif in the Akuammiline alkaloid vincorine. Copyright