9-Methylcarbazole

Base Information

• Chemical Name: 9-Methylcarbazole
• CAS No.: 1484-12-4
• Molecular Formula: C13H11 N
• Molecular Weight: 181.237
• Hs Code.: 2933990090
• European Community (EC) Number: 216-054-5
• NSC Number: 121195
• UNII: 76SOP090PG
• DSSTox Substance ID: DTXSID1073945
• Nikkaji Number: J86.513C
• Wikidata: Q27266509
• ChEMBL ID: CHEMBL1908211
• Mol file: 1484-12-4.mol

Synonyms:9-methylcarbazole;N-methylcarbazole

Chemical Property of 9-Methylcarbazole

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000102mmHg at 25°C
• Melting Point: 90 - 92 C
• Refractive Index: 1.6191 (estimate)
• Boiling Point: 337.8°Cat760mmHg
• Flash Point: 158.1°C
• PSA: 4.93000
• Density: 1.09g/cm³
• LogP: 3.33150
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 181.089149355
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

98%,99%, ^*data from raw suppliers

9-Methyl-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-41-50/53
• Safety Statements: 26-39-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C3=CC=CC=C31

Technology Process of 9-Methylcarbazole

There total 169 articles about 9-Methylcarbazole 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: 100.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + methyl iodide (74-88-4) → N-methylcarbazole (1484-12-4)

Guidance literature:

9H-carbazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide;

Reference yield: 99.0%

trifluoroacetic acid-methyl ester (431-47-0) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → N-methylcarbazole (1484-12-4)

Guidance literature:

9H-carbazole; With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

trifluoroacetic acid-methyl ester; In N,N-dimethyl-formamide; for 10h;

Reference yield: 99.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + carbonic acid dimethyl ester (616-38-6) → N-methylcarbazole (1484-12-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 90 ℃; for 7h; Further Variations:; Temperatures; Solvents; Pressures; Reagents; reaction times; microwave irradiation; Product distribution;

DOI:10.1021/ol016949n

upstream raw materials:

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

9-carbazolylacetic acid

carbazole-1-carboxylic acid methyl ester

1-Cyanonaphthalene

Downstream raw materials:

1,1'-(9-methyl-9H-carbazole-3,6-diyl)diethanone

1-(9-methyl-9H-carbazol-3-yl)ethanone

9-methyl-9H-carbazole-3-carbaldehyde

phenanthridine

Refernces

• 1、 Shizuka et al.. "-". . p. 5987,5988. Retrieved 1971.
• 2、 Díaz, José Luis,Villacampa, Belén,López-Calahorra, Francisco,Velasco, Dolores. "Synthesis of polyconjugated carbazolyl-oxazolones by a tandem hydrozirconation-Erlenmeyer reaction. Study of their hyperpolarizability values". . p. 4333 - 4337. Retrieved 2002.
• 3、 Sun, Lianqi,Wang, Chenxi,Hu, Xinyue,Wu, Yanbin,Jiang, Zhi,Li, Zhuorong,Chen, Xiaofang,Hu, Laixing. "Design, synthesis, and evaluations of the antiproliferative activity and aqueous solubility of novel carbazole sulfonamide derivatives as antitumor agents". . . Retrieved 2020.
• 4、 Kim, Jiseon,Jung, Sang-Hyuk,Yun, Eunju,Cho, Soo-Hyun,Yuseok,Kim, Ji-Eun,Kim, Young-Ho,Myung, Chang-Seon,Song, Gyu-Yong. "Synthesis of Novel 3-N-substituted Carbazole Derivatives and Evaluation of their Abilities to Inhibit Platelet Aggregation". . p. 726 - 728. Retrieved 2018.
• 5、 Li, Yan-Hua,Zhou, Bei,Shi, Yi-Min,Xun, Yu-Peng,Yang, Yun-Han,Yang, Li-Juan. "Novel 3-substituted N-methylcarbazole–imidazolium salt derivatives: Synthesis and cytotoxic activity". . p. 1206 - 1213. Retrieved 2018.
• 6、 Alcaide, Benito,Almendros, Pedro,Alonso, José M.,Busto, Eduardo,Fernández, Israel,Ruiz, M. Pilar,Xiaokaiti, Gulinigaer. "Versatile synthesis of polyfunctionalized carbazoles from (3-iodoindol-2-yl)butynols via a gold-catalyzed intramolecular iodine-transfer reaction". . p. 3417 - 3421. Retrieved 2015.
• 7、 Foerster et al.. "-". . p. 3108,3109-3111. Retrieved 1973.
• 8、 Chen et al.. "-". . p. 5102. Retrieved 1971.
• 9、 Sridhar,Ginson, George,Venkataramana Reddy,Tantak, Mukund P.,Kumar, Dalip,Paul, Atish T.. "Synthesis, evaluation and molecular modelling studies of 2-(carbazol-3-yl)-2-oxoacetamide analogues as a new class of potential pancreatic lipase inhibitors". . p. 609 - 620. Retrieved 2017.
• 10、 Wei, Yongbiao,Zhang, Xin,Wang, Linlin,Liu, Ying,Bing, Tao,Liu, Xiangjun,Shangguan, Dihua. "Interaction of bisbenzimidazole-substituted carbazole derivatives with G-quadruplexes and living cells". . p. 75911 - 75917. Retrieved 2015.