3-Fluoro-9H-carbazole

Base Information

• Chemical Name: 3-Fluoro-9H-carbazole
• CAS No.: 391-45-7
• Molecular Formula: C12H8FN
• Molecular Weight: 185.201
• Hs Code.: 2933990090
• European Community (EC) Number: 808-117-6
• ChEMBL ID: CHEMBL1173705
• DSSTox Substance ID: DTXSID90579134
• Nikkaji Number: J1.397.568J
• Wikidata: Q82469549
• Mol file: 391-45-7.mol

Synonyms:3-Fluoro-9H-carbazole;391-45-7;3-fluorocarbazole;9H-Carbazole, 3-fluoro-;SCHEMBL6976558;CHEMBL1173705;DTXSID90579134;IEUMYICVZHBVAV-UHFFFAOYSA-N;MFCD18450178;AKOS006322576;AS-56898;F0965;EN300-227514;T72417;A924291;Z1198647722

Chemical Property of 3-Fluoro-9H-carbazole

Chemical Property:

• Melting Point: 210.0 to 214.0 °C
• Boiling Point: 359.2±15.0 °C(Predicted)
• PKA: 16.80±0.30(Predicted)
• PSA: 15.79000
• Density: 1.320±0.06 g/cm3(Predicted)
• LogP: 3.46020
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 185.064077422
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

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

3-Fluoro-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C=CC(=C3)F
• Uses: 3-Fluoro-9H-carbazole was studied for its potential as a kinesin spindle protein inhibitor.

Technology Process of 3-Fluoro-9H-carbazole

There total 25 articles about 3-Fluoro-9H-carbazole 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%

6-fluoro-1,2,3,4-tetrahydrocarbazole (2367-17-1) → 3-fluoro-9H-carbazole (391-45-7)

Guidance literature:

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

DOI:10.1016/j.tetlet.2018.01.061

Reference yield: 89.0%

(2-chloro-4-fluoro-phenyl)-phenyl-amine → 3-fluoro-9H-carbazole (391-45-7)

Guidance literature:

With potassium carbonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; N-heterocyclic carbene palladium; In N,N-dimethyl acetamide; at 130 ℃;

DOI:10.1021/ol050501v

Reference yield: 88.0%

2-amino-5-fluorobiphenyl (1717-22-2) → 3-fluoro-9H-carbazole (391-45-7)

Guidance literature:

With Cp*Rh(OTf)2; copper diacetate; potassium carbonate; bis(pinacol)diborane; In o-xylene; at 130 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201203856

upstream raw materials:

6-fluoro-1,2,3,4-tetrahydrocarbazole

chloranil

4-fluoro-2-iodoaniline

(2-bromophenyl)boronic acid

Refernces

• 1、 -. "Fluorine-substituted monocarbazole derivative as well as preparation method and application thereof (by machine translation)". Paragraph 0094-0100. . Retrieved 2020/06/20.
• 2、 Dalvi, Bhakti A.,Lokhande, Pradeep D.. "Copper(II) catalyzed aromatization of tetrahydrocarbazole: An unprecedented protocol and its utility towards the synthesis of carbazole alkaloids". . p. 2145 - 2149. Retrieved 2018/05/08.