3-Acetylcarbazole

Base Information

• Chemical Name: 3-Acetylcarbazole
• CAS No.: 3215-37-0
• Molecular Formula: C14H11 N O
• Molecular Weight: 209.247
• Hs Code.: 2933990090
• NSC Number: 39029
• DSSTox Substance ID: DTXSID80284785
• Nikkaji Number: J1.425.012C
• Wikidata: Q82019905
• Mol file: 3215-37-0.mol

Synonyms:3-Acetylcarbazole;1-(9H-Carbazol-3-yl)ethanone;3215-37-0;Ethanone,1-(9H-carbazol-3-yl)-;NSC39029;3-acetyl-9H-carbazole;Cambridge id 5156624;SCHEMBL2028709;DTXSID80284785;1-(9H-Carbazol-3-yl)ethanone #;NSC-39029;AKOS002526470;AB00074664-01;SR-01000197263;SR-01000197263-1;Z56761786

Chemical Property of 3-Acetylcarbazole

Chemical Property:

• Vapor Pressure: 2.23E-07mmHg at 25°C
• Melting Point: 166-167 °C
• Boiling Point: 423.5°Cat760mmHg
• PKA: 15.85±0.30(Predicted)
• Flash Point: 215.7°C
• PSA: 32.86000
• Density: 1.249g/cm³
• LogP: 3.52370
• XLogP3: 3.4
• 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

3-ACETYLCARBAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)NC3=CC=CC=C32

Technology Process of 3-Acetylcarbazole

There total 3 articles about 3-Acetylcarbazole 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: 23.0%

9-acetylcarbazole (574-39-0) → 3-acetylcarbazole (3215-37-0) + 1-(9H-carbazol-1-yl)ethan-1-one (23592-69-0) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1)

Guidance literature:

In cyclohexane; at 20 ℃; for 8h; Irradiation;

Reference yield:

2-azido-5-methyl-1,1'-biphenyl (91901-93-8) + 1-(6-azido-[1,1'-biphenyl]-3-yl)ethanone → 3-Methyl-9H-carbazole (4630-20-0) + 3-acetylcarbazole (3215-37-0)

Guidance literature:

With silica gel; In water; acetone; at 25 ℃; for 24h; Mechanism; Irradiation;

DOI:10.1039/c7gc03392c

Reference yield:

1-(4-amino-3-bromophenyl)-ethanone (56759-32-1) → 3-acetylcarbazole (3215-37-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium carbonate; palladium diacetate / ethylene glycol; water / 24 h / 80 °C

2.1: acetic acid; sodium nitrite / water / 2 h / 0 °C

2.2: 25 °C

3.1: water; palladium diacetate / 12 h / 110 °C / Microwave irradiation

With water; palladium diacetate; sodium carbonate; acetic acid; sodium nitrite; In water; ethylene glycol; 1.1: |Suzuki Coupling;

DOI:10.1002/ejoc.201601043

upstream raw materials:

9-acetylcarbazole

1-(4-amino-3-bromophenyl)-ethanone

2-azido-5-methyl-1,1'-biphenyl

Downstream raw materials:

5,6,7,8-Tetrahydrocarbazol-3-essigsaeure

9H-carbazole-3-carboxylic acid

3-ethyl-9H-carbazole

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

Refernces

• 1、 Yang, Lizheng,Li, Hao,Zhang, Haifei,Lu, Hongjian. "Palladium-Catalyzed Intramolecular C–H Amination in Water". . p. 5611 - 5615. Retrieved 2016/12/14.