13127-50-9

Basic information

• Product Name: 11-Methyl-11H-benzo[a]carbazole
• Synonyms: 11-Methyl-11H-benzo[a]carbazole
• CAS NO: 13127-50-9
• Molecular Formula: C₁₇H₁₃N
• Molecular Weight: 231.31
• Mol File: 13127-50-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 363.38°C (rough estimate)
• Flash Point: 218.6°C
• Appearance: /
• Density: 1.1024 (rough estimate)
• Vapor Pressure: 7.25E-08mmHg at 25°C
• Refractive Index: 1.5515 (estimate)
• CAS DataBase Reference: 11-Methyl-11H-benzo[a]carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 11-Methyl-11H-benzo[a]carbazole(13127-50-9)
• EPA Substance Registry System: 11-Methyl-11H-benzo[a]carbazole(13127-50-9)

Safety Data

• Hazardous Substances Data: 13127-50-9(Hazardous Substances Data)

Usage

Chemical classification

Polycyclic aromatic hydrocarbon (PAH)

Physical state

Crystalline solid

Solubility

Insoluble in water and most organic solvents

Primary use

Research and development

Application as a standard

Reference material for analysis and testing

Potential applications

Organic electronics, specifically organic light-emitting diodes (OLEDs)

Ongoing research

Investigating potential health effects, including carcinogenic and mutagenic properties

Importance

Understanding the environmental and human health impacts of PAHs due to its chemical structure and properties

InChI:InChI=1/C17H13N/c1-18-16-9-5-4-8-14(16)15-11-10-12-6-2-3-7-13(12)17(15)18/h2-11H,1H3

Upstream product

• 98154-40-6 6a-methyl-6aH-benzocarbazole 
• 19012-03-4 N-methyl-3-formylindole 
• 3112-88-7 Benzyl phenyl sulfone 

Downstream Products

• 539806-15-0 3-[2-(2-iodo-phenyl)-ethyl]-1-methyl-1H-indole 

Relevant articles and documents

Syntheses of diarylethenes by perylene-catalyzed photodesulfonylation from ethenyl sulfones

Diarylethenes were obtained from the corresponding ethenyl sulfones by photocatalyzed desulfonylation using UV or blue LEDs. When perylene and i-Pr2NEt were used as a photocatalyst and a sacrificing reagent, respectively, this desulfonylation proceeded smoothly to afford the desired ethenes with the functional groups such as chloro, alkoxy and heteroaromatic rings remaining untouched. The use of a flow photoreactor enabled this desulfonylation to proceed more rapidly to finish in an hour of residence time.

Preparation and Rearrangement of 6a-Methyl-6aH-benzocarbazole and 11b-Methyl-11bH-benzocarbazole

The benzo derivatives (3) and (4) of 4a-methyl-4aH-carbazole are isolable compounds.The 6a-methyl-6aH-benzocarbazoles (3a and b) are formed by photolysis of the benzotriazoles (7a and b) (Scheme 3), but are transformed on further irradiation into the linear indenoquinolines (10a and b) by an aza-di-?-methane rearrangement.Compound (3a) was also prepared by bromination-dehydrobromination of its dihydro derivative (13) (Scheme 4); 11b-methyl-11bH-benzocarbazole (4) was prepared by oxidation of its dihydro derivative (18) with benzeneseleninic anhydride (Scheme 5).Whilst compound (3a) is readily isomerised to the indenoquinoline (10a) on irradiation, compound (4) is unchanged; this is in keeping with the diradical structures proposed as intermediates in the aza-di-?-methane rearrangement.Flash vacuum pyrolysis of the benzocarbazole (3a) gives benzocarbazoles (21a) and (21b), together with the angular indenoquinoline (22).Flash vacuum pyrolysis of the benzocarbazole (4) similarly gives benzocarbazoles (23a) and (23b), and the same indenoquinoline (22) (Scheme 7).The spiro compound (25) is proposed as a common intermediate in the conversion of both compounds (3a) and (4) into the quinoline (22).