1-(9H-carbazol-2-yl)ethanone

Base Information

• Chemical Name: 1-(9H-carbazol-2-yl)ethanone
• CAS No.: 23592-74-7
• Molecular Formula: C14H11 N O
• Molecular Weight: 209.247
• Hs Code.: 2933990090
• European Community (EC) Number: 622-622-7
• NSC Number: 106508
• DSSTox Substance ID: DTXSID40295953
• Nikkaji Number: J1.481.722K
• Wikidata: Q82036205
• Mol file: 23592-74-7.mol

Synonyms:1-(9H-carbazol-2-yl)ethanone;2-Acetylcarbazole;23592-74-7;1-(9H-Carbazol-2-yl)-ethanone;2-ACETYLCARBAZOLE 98;2-acetyl carbazole;1-(9H-carbazol-2-yl)ethan-1-one;NSC106508;2-Acetylcarbazole, 98%;SCHEMBL658500;DTXSID40295953;UTQDTPYWVOXWMK-UHFFFAOYSA-N;YAA59274;MFCD00088901;STK946018;AKOS002242589;NSC-106508;AS-60422;FT-0702879;A878201;SR-01000395589;J-015159;SR-01000395589-1

Chemical Property of 1-(9H-carbazol-2-yl)ethanone

Chemical Property:

• Vapor Pressure: 2.23E-07mmHg at 25°C
• Melting Point: 232-234 °C(lit.)
• Boiling Point: 423.5°Cat760mmHg
• PKA: 16.19±0.30(Predicted)
• Flash Point: 215.7°C
• PSA: 32.86000
• Density: 1.249g/cm³
• LogP: 3.52370
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 209.084063974
• Heavy Atom Count: 16
• Complexity: 289

Purity/Quality:

99%, ^*data from raw suppliers

2-Acetylcarbazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)C3=CC=CC=C3N2
• Uses: 2-Acetylcarbazole is a monosubstituted carbazole with potential larvicidal activity against mosquito.

Technology Process of 1-(9H-carbazol-2-yl)ethanone

There total 30 articles about 1-(9H-carbazol-2-yl)ethanone 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: 98.0%

1-(2'-azidobiphenyl-4-yl)ethanone (1380028-26-1) → 2-acetylcarbazole (23592-74-7)

Guidance literature:

With sulfur-modified Au-supported iron⁽⁰⁾ nanoparticles; In 1,4-dioxane; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02574

Reference yield: 88.0%

1-azido-2-iodo-benzene (54467-95-7) + 4-acetylphenylboronic acid (149104-90-5) → 2-acetylcarbazole (23592-74-7)

Guidance literature:

1-azido-2-iodo-benzene; 4-acetylphenylboronic acid; With potassium carbonate; In 1,4-dioxane; at 110 ℃; for 8h; Inert atmosphere;

In 1,4-dioxane; water; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.0c02574

Reference yield: 82.0%

1-(2-acetylcarbazol-9-yl)ethanone (23592-73-6) → 2-acetylcarbazole (23592-74-7)

Guidance literature:

With potassium hydroxide; In methanol; water;

DOI:10.1016/0040-4020(80)88027-6

upstream raw materials:

7-acetyl-1,2,3,4-tetrahydrocarbazole

1-(2-acetylcarbazol-9-yl)ethanone

1-(9-benzoyl-carbazol-2-yl)-ethanone

4-acetyl-2'-nitrobiphenyl

Downstream raw materials:

1-(9-ethyl-9H-carbazol-2-yl)ethanone

1-(6-benzoyl-carbazol-2-yl)-ethanone

1-(9-methyl-9H-carbazol-2-yl)ethanone

9H-carbazole-2-carboxylic acid

Refernces

• 1、 Qu, Zhonghua,Wang, Pu,Chen, Xing,Deng, Guo-Jun,Huang, Huawen. "Visible-light-driven Cadogan reaction". supporting information. p. 2582 - 2586. Retrieved 2021/03/09.
• 2、 Gu, Yanlong,Huang, Wenbo,Chen, Shaomin,Wang, Xin. "Bismuth(III) Triflate Catalyzed Three-Component Reactions of Indoles, Ketones, and α-Bromoacetaldehyde Acetals Enable Indole-to-Carbazole Transformation". supporting information. p. 4285 - 4289. Retrieved 2018/07/29.