1-(Trimethylsilyl)-2-naphthyl Trifluoromethanesulfonate

Base Information

• Chemical Name: 1-(Trimethylsilyl)-2-naphthyl Trifluoromethanesulfonate
• CAS No.: 252054-88-9
• Molecular Formula: C14H15 F3 O3 S Si
• Molecular Weight: 348.418
• Hs Code.: 29319090
• European Community (EC) Number: 672-656-1
• DSSTox Substance ID: DTXSID20454460
• Nikkaji Number: J1.232.429D
• Wikidata: Q82275993
• Mol file: 252054-88-9.mol

Synonyms:252054-88-9;1-(Trimethylsilyl)-2-naphthyl Trifluoromethanesulfonate;1-(Trimethylsilyl)-2-naphthyl Triflate;(1-trimethylsilylnaphthalen-2-yl) trifluoromethanesulfonate;Methanesulfonic acid, 1,1,1-trifluoro-, 1-(trimethylsilyl)-2-naphthalenyl ester;1-(TRIMETHYLSILYL)NAPHTHALEN-2-YL TRIFLUOROMETHANESULFONATE;SCHEMBL15565613;DTXSID20454460;MFCD10566934;AKOS015852958;BS-43960;FT-0770203;T2465;T72168;J-015871;1-(Trimethylsilyl)-2-naphthylTrifluoromethanesulfonate;1-(Trimethylsilyl)-2-naphthol trifluoromethanesulfonate;1-(Trimethylsilyl)-2-Naphthyl Trifluoromethanesulfonate, 96%;Trifluoromethanesulfonic Acid 1-(Trimethylsilyl)-2-naphthyl Ester

Chemical Property of 1-(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: 1.28
• LogP: 4.69420
• Storage Temp.: 0-10°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 348.04632653
• Heavy Atom Count: 22
• Complexity: 493

Purity/Quality:

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

1-(Trimethylsilyl)-2-naphthyl Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 49-23-36-26-46

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C1=C(C=CC2=CC=CC=C21)OS(=O)(=O)C(F)(F)F

Technology Process of 1-(Trimethylsilyl)-2-naphthyl Trifluoromethanesulfonate

There total 7 articles about 1-(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: 97.0%

trifluoromethylsulfonic anhydride (358-23-6) + ((1-bromonaphthalen-2-yl)oxy)trimethylsilane (53553-72-3) → 1-(trimethylsilyl)naphthalen-2-yl triflate (252054-88-9)

Guidance literature:

((1-bromonaphthalen-2-yl)oxy)trimethylsilane; With n-butyllithium; In diethyl ether; at 20 ℃; for 0.0166667h; Flow reactor;

trifluoromethylsulfonic anhydride; In diethyl ether; at 20 ℃; for 0.00202778h; Flow reactor;

DOI:10.1021/ol500959e

Reference yield: 74.0%

trifluoromethylsulfonic anhydride (358-23-6) + 1-bromo-2-naphthol (573-97-7) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 1-(trimethylsilyl)naphthalen-2-yl triflate (252054-88-9)

Guidance literature:

1-bromo-2-naphthol; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; for 1.5h; Inert atmosphere; Reflux;

With n-butyllithium; In tetrahydrofuran; hexane; at -80 ℃; for 0.333333h; Inert atmosphere;

trifluoromethylsulfonic anhydride; In tetrahydrofuran; hexane; at -80 - 23 ℃; for 2.33333h; Inert atmosphere;

DOI:10.1002/chem.202001509

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + 1-(trimethylsilyl)naphthalen-2-ol (18081-07-7) → 1-(trimethylsilyl)naphthalen-2-yl triflate (252054-88-9)

Guidance literature:

1-(trimethylsilyl)naphthalen-2-ol; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

trifluoromethylsulfonic anhydride; In tetrahydrofuran; at -78 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2019.04.033

upstream raw materials:

trifluoromethylsulfonic anhydride

((1-bromonaphthalen-2-yl)oxy)trimethylsilane

1-bromo-2-naphthol

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

(4-bromophenyl)(naphthalen-1-yl)methanone

(4-bromophenyl) (naphthalen-2-yl)methanone

C₂₆H₂₂Si

N-(12H-benzo[a]xanthen-12-yl)-4-methylbenzenesulfonamide

Refernces

• 1、 Jiang, Huanfeng,Zhang, Yu,Xiong, Wenfang,Cen, Jinghe,Wang, Lu,Cheng, Ruixiang,Qi, Chaorong,Wu, Wanqing. "A Three-Phase Four-Component Coupling Reaction: Selective Synthesis of o-Chloro Benzoates by KCl, Arynes, CO2, and Chloroalkanes". supporting information. p. 345 - 349. Retrieved 2019/01/24.
• 2、 Sun, Chu-Han,Lu, Yi,Zhang, Qing,Lu, Rong,Bao, Lin-Qing,Shen, Mei-Hua,Xu, Hua-Dong. "Selective: S -arylation of 2-oxazolidinethiones and selective N -arylation of 2-benzoxazolinones/2-benzimidazolinones". supporting information. p. 4058 - 4063. Retrieved 2017/07/10.