9H-Carbazol-2-yl trifluoromethanesulfonate

Base Information

• Chemical Name: 9H-Carbazol-2-yl trifluoromethanesulfonate
• CAS No.: 870703-52-9
• Molecular Formula: C₁₃H₈F₃NO₃S
• Molecular Weight: 315.273
• DSSTox Substance ID: DTXSID60470866
• Nikkaji Number: J2.358.316J
• Mol file: 870703-52-9.mol

Synonyms:9H-Carbazol-2-yl trifluoromethanesulfonate;870703-52-9;SCHEMBL15453693;DTXSID60470866;DTBYYTIINYTKPV-UHFFFAOYSA-N;MFCD06411313;AKOS015916716;9H-Carbazol-2-yl trifluoromethanesulfon&;9H-Carbazol-2-yl trifluoromethanesulfonate, 97%

Chemical Property of 9H-Carbazol-2-yl trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 135-139 °C (lit.)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 315.01769878
• Heavy Atom Count: 21
• Complexity: 488

Purity/Quality:

98% ^*data from raw suppliers

9H-Carbazol-2-yl trifluoromethanesulfonate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+
• Statements: 28-36
• Safety Statements: 26-28-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 9H-Carbazol-2-yl trifluoromethanesulfonate

There total 2 articles about 9H-Carbazol-2-yl trifluoromethanesulfonate 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: 95.0%

2-hydroxycarbazole (86-79-3) + trifluorormethanesulfonic acid (1493-13-6) → 9H-carbazol-2-yl trifluoromethanesulfonate (870703-52-9)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00313

Reference yield: 84.8%

2-hydroxycarbazole (86-79-3) + trifluoromethylsulfonic anhydride (358-23-6) → 9H-carbazol-2-yl trifluoromethanesulfonate (870703-52-9)

Guidance literature:

With pyridine; at 20 ℃; for 3h;

DOI:10.1002/hlca.200690112

Reference yield: 87.0%

9H-carbazol-2-yl trifluoromethanesulfonate (870703-52-9) + O-(tert-butyl) S-cyclohexyl thiocarbonate (162222-10-8) → S-cyclohexyl 9H-carbazole-2-carbothioate

Guidance literature:

With 1,10-Phenanthroline; (1,2-dimethoxyethane)dichloronickel(II); tetrabutyl-ammonium chloride; magnesium bromide; zinc; In N,N-dimethyl acetamide; at 80 ℃; for 12h; chemoselective reaction; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.1c00313

upstream raw materials:

2-hydroxycarbazole

trifluoromethylsulfonic anhydride

trifluorormethanesulfonic acid

Downstream raw materials:

2-hydroxycarbazole

2-nitrocarbazole

2-chloro-9H-carbazole

2-bromo-9H-carbazole

Refernces

• 1、 -. "COMPOSITIONS AND METHODS OF MAKING EXPANDED HEMATOPOIETIC STEM CELLS USING DERIVATIVES OF CARBAZOLE". Paragraph 0166. . Retrieved 2020/11/12.
• 2、 Crevatin, Laura K.,Bonesi, Sergio M.,Erra-Balsells, Rosa. "Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds". . p. 1147 - 1157. Retrieved 2007/10/03.