2,9-Dimethylcarbazole

Base Information

• Chemical Name: 2,9-Dimethylcarbazole
• CAS No.: 24075-47-6
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.264
• UNII: BJ4SB9WW9B
• DSSTox Substance ID: DTXSID70178806
• Nikkaji Number: J1.461.805H
• Wikidata: Q83049286
• Mol file: 24075-47-6.mol

Synonyms:2,9-Dimethylcarbazole;Carbazole, 2,9-dimethyl-;2,9-DIMETHYL-9H-CARBAZOLE;BJ4SB9WW9B;24075-47-6;UNII-BJ4SB9WW9B;9H-Carbazole, 2,9-dimethyl-;SCHEMBL12083734;DTXSID70178806;MFCD11707103;AKOS006346325

Chemical Property of 2,9-Dimethylcarbazole

Chemical Property:

• Vapor Pressure: 3.3E-05mmHg at 25°C
• Boiling Point: 354.6°Cat760mmHg
• Flash Point: 168.3°C
• Density: 1.07g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 195.104799419
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C3=CC=CC=C3N2C

Technology Process of 2,9-Dimethylcarbazole

There total 28 articles about 2,9-Dimethylcarbazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

2-methoxy-9-methyl-9H-carbazole (39027-93-5) + trimethylaluminum (75-24-1) → 2,9-dimethyl-9H-carbazole (24075-47-6)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; sodium t-butanolate; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate; In toluene; at 100 ℃; for 6h; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1246/cl.150936

Reference yield: 88.0%

1-methyl-3-(3-methylbut-3-en-1-yl)-1H-indole (884847-71-6) → 2,9-dimethyl-9H-carbazole (24075-47-6)

Guidance literature:

With acetic acid; p-benzoquinone; palladium diacetate; In toluene; at 80 ℃; for 8h;

DOI:10.1021/ol060039u

Reference yield: 86.0%

N-methyl-N-(3-methylphenyl)anthranilic acid → 2,9-dimethyl-9H-carbazole (24075-47-6)

Guidance literature:

With copper diacetate; palladium diacetate; In N,N-dimethyl acetamide; at 130 ℃; for 72h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03976

upstream raw materials:

(2S,3S,4R)-2,9-Dimethyl-2,3,4,9-tetrahydro-1H-carbazole-3,4-dicarboxylic acid

meta-bromotoluene

N-methyl-2-chloroaniline

1-methyl-3-(3-methylbut-3-en-1-yl)-1H-indole

Refernces

• 1、 Huang, Huawen,Deng, Kun,Deng, Guo-Jun. "Redox-neutral decarboxylative photocyclization of anthranilic acids". . p. 8243 - 8247. Retrieved 2020/12/29.
• 2、 Hu, Zhe-Yao,Zhang, Yan,Li, Xin-Chang,Zi, Jing,Guo, Xun-Xiang. "Pd-Catalyzed Intramolecular Chemoselective C(sp2)-H and C(sp3)-H Activation of N-Alkyl- N-arylanthranilic Acids". supporting information. p. 989 - 992. Retrieved 2019/05/16.