9H-Carbazole-3-carbaldehyde

Base Information

• Chemical Name: 9H-Carbazole-3-carbaldehyde
• CAS No.: 51761-07-0
• Molecular Formula: C13H9NO
• Molecular Weight: 195.221
• Hs Code.: 2933990090
• UNII: QWC6E2F7Z5
• DSSTox Substance ID: DTXSID70333418
• Nikkaji Number: J373.443I
• Wikidata: Q82098680
• Metabolomics Workbench ID: 44031
• ChEMBL ID: CHEMBL1172392
• Mol file: 51761-07-0.mol

Synonyms:3-formylcarbazole

Chemical Property of 9H-Carbazole-3-carbaldehyde

Chemical Property:

• Melting Point: 157-159 °C
• Boiling Point: 428.4±18.0 °C(Predicted)
• PKA: 16.03±0.30(Predicted)
• PSA: 32.86000
• Density: 1.322±0.06 g/cm3(Predicted)
• LogP: 3.13360
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 253

Purity/Quality:

98%min ^*data from raw suppliers

9H-Carbazole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C=CC(=C3)C=O

Technology Process of 9H-Carbazole-3-carbaldehyde

There total 26 articles about 9H-Carbazole-3-carbaldehyde 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%

3-Methyl-9H-carbazole (4630-20-0) → 9H-carbazole-3-carbaldehyde (51761-07-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; water; at 20 ℃; for 5h;

DOI:10.1016/j.tetlet.2018.01.061

Reference yield: 84.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 9H-carbazole-3-carbaldehyde (51761-07-0)

Guidance literature:

With trichlorophosphate; at 0 - 20 ℃; for 1 - 16h; Reflux;

DOI:10.3390/molecules22122143

Reference yield: 75.0%

6-azido-[1,1'-biphenyl]-3-carbaldehyde → 9H-carbazole-3-carbaldehyde (51761-07-0)

Guidance literature:

With silica gel; In water; acetone; at 25 ℃; for 96h; Time; Irradiation;

DOI:10.1039/c7gc03392c

upstream raw materials:

N-(carbazole-3-carbonyl)-N'-(toluene-4-sulfonyl)-hydrazine

3-Methyl-9H-carbazole

chloroform

9H-carbazole

Downstream raw materials:

(E)-3-(4-methoxystyryl)-9-tert-butoxycarbonyl-9H-carbazole

(Z)-3-(4-methoxystyryl)-9-tert-butoxycarbonyl-9H-carbazole

9-(4-ethylbenzenesulfonyl)-9H-carbazole-3-carbaldehyde

9-cyclohexylmethyl-9H-carbazole-3-carbaldehyde

Refernces

• 1、 -. "Novel polycyclic compound". Paragraph 0153-0156; 0342; 0346. . Retrieved 2020/07/06.
• 2、 Yang, Lizheng,Zhang, Yipin,Zou, Xiaodong,Lu, Hongjian,Li, Guigen. "Visible-light-promoted intramolecular C-H amination in aqueous solution: Synthesis of carbazoles". . p. 1362 - 1366. Retrieved 2018/03/26.