6303-88-4

Basic information

• Product Name: 9-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE
• Synonyms: 9-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE;1,2,3,4-tetrahydro-N-methylcarbazole;1H-carbazole,2,3,4,9-tetrahydro-9-methyl-;9-methyl-1,2,3,4-tetrahydrocarbazole;9-methyltetrahydrocarbazole;carbazole,1,2,3,4-tetrahydro-9-methyl-;N-methyl-1,2,3,4-tetrahydrocarbazole;N-methyltetrahydrocarbazole
• CAS NO: 6303-88-4
• Molecular Formula: C₁₃H₁₅N
• Molecular Weight: 185.26
• Mol File: 6303-88-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 50 °C
• Boiling Point: 339.7 °C at 760 mmHg
• Flash Point: 159.2 °C
• Appearance: /
• Density: 1.11 g/cm³
• Vapor Pressure: 0.000178mmHg at 25°C
• Refractive Index: 1.622
• CAS DataBase Reference: 9-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE(6303-88-4)
• EPA Substance Registry System: 9-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE(6303-88-4)

Safety Data

• Hazardous Substances Data: 6303-88-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H15N/c1-14-12-8-4-2-6-10(12)11-7-3-5-9-13(11)14/h2,4,6,8H,3,5,7,9H2,1H3

Upstream product

• 1484-12-4 N-methylcarbazole 
• 38253-19-9 2-(N-methylanilino)cyclohexanone 
• 23061-00-9 N,N'-dimethyl-N-phenyl-N'-(1-cyclohexenyl)hydrazine 

Downstream Products

• 28955-00-2 4-methyl-N-(9-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-yl)benzenesulfonamide 
• 32947-95-8 4-chloro-N-(9-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-yl)benzenesulfonamide 
• 1538607-47-4 dimethyl 2-(4-methyl-N-((9-methyl-2,3,4,9-tetrahydro-1H-carbazol-7-yl)(phenyl)methyl)phenylsulfonamido)malonate 
• 1538607-62-3 dimethyl 2-(4-methyl-N-((9-methyl-2,3,4,9-tetrahydro-1H-carbazol-6-yl)(phenyl)methyl)phenylsulfonamido)malonate 
• 1446319-96-5 C₂₁H₂₀N₃O₃^(1-)*C₁₆H₃₆N⁽¹⁺⁾ 

Relevant articles and documents

Concise Synthesis of Polycyclic Indoline Scaffolds through an InIII-Catalyzed Formal [4+2] Annulation of 2,3-Disubstituted Indoles with o-Aminobenzyl Alcohols

A concise indium(III)-catalyzed annulation of 2,3-disubstituted indoles with o-aminobenzyl alcohols is reported. The in situ generated aza-ortho-quinone methides (aza-oQMs) were efficiently trapped by diverse carbazoles in a formal [4+2] cycloaddition reaction catalyzed by indium(III) triflate, which provided rapid access to bridged polycyclic indoline alkaloid skeletons.

Light-induced Reactions of 2-(N-Alkyl-N-arylamino)cyclohexanones and Related Amino-cycloalkanones: Formation of 7-Azabicyclooctan-1-ols

On irradiation, 2-(N-alkyl-N-arylamino)cyclohexanones (aryl = Ph; alkyl = Me, benzyl, allyl, Et, CH2CH2Ph, or CH2CF3; or aryl = p-tolyl; alkyl = Me) (10) or (20), 4,4-dimethyl-2-(N-methylanilino)-cyclohexanone (24), and 2-(N-methylanilino)-5α-cholestan-3-one (26) underwent type-II cyclisation to afford azetidinol (7-azabicyclooctan-1-ol) derivatives.In general, fission to give the corresponding N-alkyl-N-arylamine and ketone was a minor photoreaction.When the alkyl group of the 2-(N-alkylanilino)cyclohexanone had the structure -CH(R)CH2R', a double 1,5-hydrogen transfer occurred leading to a low yield of a 2-anilinocyclohexanol (31a).Photolysis of 2-anilinocyclohexanone (32a) gave a little of the direct-fission product aniline (17a), and the alkylamino-ketones 2-(NN-diethylamino)- (32b) and 2-(N-pyrrolidino)-cyclohexanone (32c) underwent no significant photoreaction in methanol.The isolation of indan-1-one and N-trideuteriomethylaniline on irradiation of 2-(N-trideuteriomethylanilino)-indan-1-one (33b) in diethyl ether indicated that the photoreaction was a direct Cα-N bond fission and not a type-II fission.