9H-Carbazole, 1-methyl-

Base Information

• Chemical Name: 9H-Carbazole, 1-methyl-
• CAS No.: 6510-65-2
• Molecular Formula: C13H11 N
• Molecular Weight: 181.237
• European Community (EC) Number: 878-780-4
• UNII: 9IP20N6O32
• DSSTox Substance ID: DTXSID2073988
• Nikkaji Number: J46.572K
• Wikidata: Q63408659
• Metabolomics Workbench ID: 171671
• ChEMBL ID: CHEMBL444714
• Mol file: 6510-65-2.mol

Synonyms:1-Methyl-9H-carbazole;6510-65-2;9H-Carbazole, 1-methyl-;1-METHYLCARBAZOLE;Carbazole, 1-methyl-;1-methyl carbazole;1-Methyl-carbazole;CHEMBL444714;9IP20N6O32;Carbazole, 1-methyl;1-Methyl-9H-carbazole #;SCHEMBL27915;UNII-9IP20N6O32;DTXSID2073988;BDBM50322593;MFCD18450170;AKOS006371242;BS-17360;CS-0153408;M3317;D81002;A876971;Q63408659

Chemical Property of 9H-Carbazole, 1-methyl-

Chemical Property:

• Vapor Pressure: 2.59E-05mmHg at 25°C
• Boiling Point: 369.1°C at 760 mmHg
• Flash Point: 165.4°C
• Density: 1.19g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 181.089149355
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C3=CC=CC=C3N2

Technology Process of 9H-Carbazole, 1-methyl-

There total 64 articles about 9H-Carbazole, 1-methyl- 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: 94.0%

8-Methyl-1,2,3,4-tetrahydro-carbazol (19283-51-3) → 1-methyl-9H-carbazole (6510-65-2)

Guidance literature:

With copper(II) choride dihydrate; In dimethyl sulfoxide; at 100 ℃; for 7h;

DOI:10.1016/j.tetlet.2018.01.061

Reference yield: 88.0%

2-methylphenyl bromide (95-46-5) + o-chloroaniline (95-51-2) → 1-methyl-9H-carbazole (6510-65-2)

Guidance literature:

With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 160 ℃; for 3h; microwave irradiation;

DOI:10.1021/jo061749g

Reference yield: 81.0%

C20H21N3O2S (1451422-92-6) → 1-methyl-9H-carbazole (6510-65-2)

Guidance literature:

C₂₀H₂₁N₃O₂S; With magnesium sulfate heptahydrate; In methanol; dichloromethane;

With sodium tetrahydroborate; palladium 10% on activated carbon; at 100 ℃; for 0.05h; under 1551.49 - 2585.81 Torr; Microwave irradiation;

DOI:10.1002/jhet.999

upstream raw materials:

indole

5,5-dimethoxy-pentan-2-one

1-methyl-2,3,4,9-tetrahydro-1H-carbazole

1-o-toluidino-cyclopentanecarboxylic acid

Refernces

• 1、 Shao, Changdong,Zhou, Bo,Wu, Zhuo,Ji, Xiaoming,Zhang, Yanghui. "Synthesis of Carbazoles from 2-Iodobiphenyls by Palladium-Catalyzed C?H Activation and Amination with Diaziridinone". . p. 887 - 892. Retrieved 2018.
• 2、 Tan, Tong-De,Zhu, Xin-Qi,Jia, Mei,Lin, Yongjia,Cheng, Jun,Xia, Yuanzhi,Ye, Long-Wu. "Stereospecific access to bridged [n.2.1] skeletons through gold-catalyzed tandem reaction of indolyl homopropargyl amides". supporting information. p. 1309 - 1312. Retrieved 2019/11/26.
• 3、 Yang, Lizheng,Zhang, Yipin,Zou, Xiaodong,Lu, Hongjian,Li, Guigen. "Visible-light-promoted intramolecular C-H amination in aqueous solution: Synthesis of carbazoles". supporting information. p. 1362 - 1366. Retrieved 2018/03/26.