3-(TRIMETHYLSILYL)-2-NAPHTHYL TRIFLUOROMETHANESULFONATE

Base Information

• Chemical Name: 3-(TRIMETHYLSILYL)-2-NAPHTHYL TRIFLUOROMETHANESULFONATE
• CAS No.: 780820-43-1
• Molecular Formula: C₁₄H₁₅F₃O₃SSi
• Molecular Weight: 348.418
• Hs Code.: 29319090
• Mol file: 780820-43-1.mol

Synonyms:Methanesulfonicacid, trifluoro-, 3-(trimethylsilyl)-2-naphthalenyl ester (9CI);3-(Trimethylsilyl)naphthalen-2-yl trifluoromethanesulfonate

Chemical Property of 3-(TRIMETHYLSILYL)-2-NAPHTHYL TRIFLUOROMETHANESULFONATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.532
• Boiling Point: 386.121°C at 760 mmHg
• Flash Point: 187.32°C
• PSA: 51.75000
• Density: 1.26
• LogP: 4.69420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

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

3-(Trimethylsilyl)-2-naphthyl Trifluoromethanesulfonate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 49-36-62-26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(TRIMETHYLSILYL)-2-NAPHTHYL TRIFLUOROMETHANESULFONATE

There total 5 articles about 3-(TRIMETHYLSILYL)-2-NAPHTHYL 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: 57.0%

trifluoromethylsulfonic anhydride (358-23-6) + 3-bromo-2-naphthol (30478-88-7) → 2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate (780820-43-1)

Guidance literature:

3-bromo-2-naphthol; With 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; for 20h; Inert atmosphere; Reflux;

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

trifluoromethylsulfonic anhydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201601907

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + C13H15BrOSi → 2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate (780820-43-1)

Guidance literature:

C₁₃H₁₅BrOSi; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

trifluoromethylsulfonic anhydride; With ammonium chloride; at -78 - 20 ℃; for 1h;

DOI:10.1021/acs.joc.7b00238

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate (780820-43-1)

Guidance literature:

1,1,1,3,3,3-hexamethyl-disilazane; 3-halonaphthalen-2-ol; In tetrahydrofuran; for 3h; Inert atmosphere; Reflux;

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

trifluoromethylsulfonic anhydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02560

upstream raw materials:

2-Methoxynaphthalene

2‐bromo‐3‐methoxynaphthalene

trifluoromethylsulfonic anhydride

3-bromo-2-naphthol

Downstream raw materials:

2-(phenylsulfonyl)naphthalene

naphtho[2,3-b]furan-2-yl(phenyl)methanone

trinaphthylene

C₃₁H₂₃N

Refernces

• 1、 Ghotekar, Ganesh S.,Shaikh, Aslam C.,Muthukrishnan. "Transition-Metal-Free Benzannulation of Tricarbonyl Derivatives with Arynes: Access to 1,3-Dinaphthol Precursors for the Synthesis of Rhodamine Dye Analogues". . p. 2269 - 2276. Retrieved 2019/05/16.
• 2、 Ueta, Yasuhiro,Mikami, Koichi,Ito, Shigekazu. "Access to Air-Stable 1,3-Diphosphacyclobutane-2,4-diyls by an Arylation Reaction with Arynes". . p. 7525 - 7529. Retrieved 2016/07/06.