3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate

Base Information

• Chemical Name: 3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate
• CAS No.: 217813-03-1
• Molecular Formula: C11H15F3O4SSi
• Molecular Weight: 328.384
• European Community (EC) Number: 677-540-4
• DSSTox Substance ID: DTXSID90452332
• Nikkaji Number: J1.151.515K
• Wikidata: Q82272893
• Mol file: 217813-03-1.mol

Synonyms:217813-03-1;3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate;(3-methoxy-2-trimethylsilylphenyl) trifluoromethanesulfonate;3-Methoxy-2-(trimethylsilyl)phenyl Triflate;Methanesulfonic acid, trifluoro-, 3-methoxy-2-(trimethylsilyl)phenyl ester;(3-Methoxy-2-trimethylsilyl-phenyl)trifluoromethanesulfonate;3-METHOXY-2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE,95.0+%(GC);SCHEMBL4527853;DTXSID90452332;MFCD10566916;AKOS015853198;BS-23122;CS-0182182;M1884;T72089;EN300-7412522;J-014287;2-(Trimethylsilyl)-3-(trifluoromethylsulfonyloxy)anisole;3-Methoxy-2-(trimethylsilyl)phenylTrifluoromethanesulfonate;Trifluoromethanesulfonic Acid 3-Methoxy-2-(trimethylsilyl)phenyl Ester

Chemical Property of 3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0.000204mmHg at 25°C
• Refractive Index: 1.471
• Boiling Point: 337.5°C at 760 mmHg
• Flash Point: 157.9°C
• PSA: 60.98000
• Density: 1.25
• LogP: 3.54960
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 328.04124115
• Heavy Atom Count: 20
• Complexity: 424

Purity/Quality:

99.5% ^*data from raw suppliers

3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OS(=O)(=O)C(F)(F)F)[Si](C)(C)C

Technology Process of 3-Methoxy-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate

There total 6 articles about 3-Methoxy-2-(trimethylsilyl)phenyl 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: 80.0%

trifluoromethylsulfonic anhydride (358-23-6) + (3-methoxy-2-(trimethylsilyl)phenoxy)trimethylsilane (232611-16-4) → 3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate (217813-03-1)

Guidance literature:

(3-methoxy-2-(trimethylsilyl)phenoxy)trimethylsilane; With n-butyllithium; In diethyl ether; hexane; at 0 - 20 ℃; for 4h; Inert atmosphere;

trifluoromethylsulfonic anhydride; In diethyl ether; hexane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01634

Reference yield: 66.0%

trifluoromethylsulfonic anhydride (358-23-6) + 3-methoxy-2-(trimethylsilyl)phenol (1532528-50-9) → 3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate (217813-03-1)

Guidance literature:

3-methoxy-2-(trimethylsilyl)phenol; With triethylamine; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 25 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03840

Reference yield:

1-methoxy-3-trimethylsilyloxybenzene (33285-71-1) → 3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate (217813-03-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LDA

2: nBuLi

With n-butyllithium; lithium diisopropyl amide;

DOI:10.1002/(SICI)1521-3773(19981016)37:19<2659::AID-ANIE2659>3.0.CO;2-4

upstream raw materials:

trifluoromethylsulfonic anhydride

(3-methoxy-2-(trimethylsilyl)phenoxy)trimethylsilane

O-methylresorcine

1-methoxy-3-trimethylsilyloxybenzene

Downstream raw materials:

3-methoxyphenyl 4-nitrophenyl ether

3-methoxy-N-phenylaniline

methyl 2-acetyl-3-methoxybenzeneacetate

3-methoxy-1,2-bis(tri-n-butylstannyl)benzene

Refernces

• 1、 Li, Xiaojin,Sun, Yan,Huang, Xin,Zhang, Lei,Kong, Lichun,Peng, Bo. "Synthesis of o-Aryloxy Triarylsulfonium Salts via Aryne Insertion into Diaryl Sulfoxides". . p. 838 - 841. Retrieved 2017/02/26.