(2,3-Dimethylbutan-2-yl)dimethylsilyl trifluoromethanesulfonate

Base Information

• Chemical Name: (2,3-Dimethylbutan-2-yl)dimethylsilyl trifluoromethanesulfonate
• CAS No.: 103588-79-0
• Molecular Formula: C9H19 F3 O3 S Si
• Molecular Weight: 292.39
• European Community (EC) Number: 624-493-2
• DSSTox Substance ID: DTXSID50399113
• Wikidata: Q82201478
• Mol file: 103588-79-0.mol

Synonyms:103588-79-0;(2,3-Dimethylbutan-2-yl)dimethylsilyl trifluoromethanesulfonate;TDS triflate;Dimethyl-(2,3-dimethyl-2-butyl)silyl trifluoromethanesulfonate;[2,3-dimethylbutan-2-yl(dimethyl)silyl] trifluoromethanesulfonate;(2,3-Dimethylbutan-2-yl)dimethylsilyl-trifluoromethanesulfonate;Dimethylthexylsilyl trifluoromethanesulfonate;Thexyl-dimethylsilyl trifluoromethanesulfonate;SCHEMBL3468768;DTXSID50399113;MFCD00012174;AKOS016007448;FT-0745955;J-001005;(2,3-Dimethylbutan-2-yl)dimethylsilyltrifluoromethanesulfonate;DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYLTRIFLUOROMETHANESULFONATE;(1,1,2,2-tetramethyleth-1-yl)-dimethylsilyl trifluoromethanesulfonate

Chemical Property of (2,3-Dimethylbutan-2-yl)dimethylsilyl trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0.0492mmHg at 25°C
• Refractive Index: n20/D 1.405
• Boiling Point: 243.8°Cat760mmHg
• Flash Point: 95.2°C
• Density: 1.137g/cm³
• Solubility.: CH2Cl2, CHCl3, Et2O, THF (can result in ring opening of THF), DMF; reacts with alcohols and water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 292.07762666
• Heavy Atom Count: 17
• Complexity: 366

Purity/Quality:

95% ^*data from raw suppliers

DIMETHYLTHEXYLSILYL TRIFLUOROMETHANESULFONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C)(C)[Si](C)(C)OS(=O)(=O)C(F)(F)F
• Physical properties: clear light yellow liquid, bp 40–42 °C/0.15 Torr, 53–54 °C/0.6 mmHg; d = 1.16 g mL?1 at 20 °C; n20 D 1.405.
• Uses: Silylation reagent used to introduce the dimethylthexylsilyl (TDS) group; complexation reagent to activate electrophiles. Dimethylthexylsilyl trifluoromethanesulfonate (TDSOTf) is generally used as a bulky silylation reagent.

Technology Process of (2,3-Dimethylbutan-2-yl)dimethylsilyl trifluoromethanesulfonate

There total 2 articles about (2,3-Dimethylbutan-2-yl)dimethylsilyl 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%

trifluorormethanesulfonic acid (1493-13-6) + chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) → (1,1,2,2-tetramethyleth-1-yl)-dimethylsilyl trifluoromethanesulfonate (103588-79-0)

Guidance literature:

at 60 ℃; for 5h;

DOI:10.1016/S0040-4039(01)80874-1

Reference yield:

2,6-dimethylpyridine (108-48-5) + tert-Amyl alcohol (75-85-4) + trifluorormethanesulfonic acid (1493-13-6) + chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) → (1,1,2,2-tetramethyleth-1-yl)-dimethylsilyl trifluoromethanesulfonate (103588-79-0)

Guidance literature:

In dichloromethane;

Reference yield: 95.0%

(1,1,2,2-tetramethyleth-1-yl)-dimethylsilyl trifluoromethanesulfonate (103588-79-0) + trans,trans-3-(6'-bromohexyl)-1,2-cyclohexanediol (114423-61-9) → trans,trans-3-(6'-bromohexyl)-1,2-bis<(dimethylthexylsilyl)oxy>cyclohexane (114423-62-0)

Guidance literature:

With lutidine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo00247a014

upstream raw materials:

trifluorormethanesulfonic acid

chlorodimethyl(1,1,2-trimethylpropyl)silane

2,6-dimethylpyridine

tert-Amyl alcohol

Downstream raw materials:

(3S,4R)-3-<(tert-Butyldiphenylsilyl)oxy>-1-<(2,3-dimethyl-2-butyl)dimethylsilyl>-4-<(2-methyl-3-buten-2-yl)thio>-2-azetidinone

[(R)-2-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-1-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

3-{2-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-methoxy-1-methyl-cyclohexa-2,4-dienyl}-propionic acid methyl ester

trans,trans-3-(6'-bromohexyl)-1,2-bis<(dimethylthexylsilyl)oxy>cyclohexane