DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)

DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Structure
CAS No.
85272-30-6
Chemical Name:
DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)
Synonyms
DK412;diisopropylbis(trifluoromethanesulfonyl)silane;DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE);Diisopropylsilylenebis(trifluoromethanesulfonate);TRIFLUOROMETHANESULFONIC ACID DIISOPROPYLSILYLENE ESTER;DIISOPROPYLSILYL BIS(TRIFLUOROMETHANE-SU LFONATE), TECH.;Bis(trifluoromethanesulfonic acid)diisopropylsilanediyl ester;Bis(1-methylethyl)[[(trifluoromethyl)sulfonyl]oxy]silyl triflate;Methanesulfonic acid, trifluoro-, bis(1-methylethyl)silylene ester;Methanesulfonic acid, 1,1,1-trifluoro-, bis(1-methylethyl)[[(trifluoromethyl)sulfonyl]oxy]silyl ester
CBNumber:
CB5678556
Molecular Formula:
C8H14F6O6S2Si
Molecular Weight:
412.4
MOL File:
85272-30-6.mol
MSDS File:
SDS
Modify Date:
2023/6/7 8:28:39

DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Properties

Boiling point 85-86 °C2 mm Hg(lit.)
Density 1.396 g/mL at 25 °C(lit.)
refractive index n20/D 1.382(lit.)
Flash point >230 °F
Specific Gravity 1.396
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
BRN 3567500

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
Hazard Codes  C
Risk Statements  34-37
Safety Statements  26-36/37/39-45
RIDADR  UN 3265 8/PG 2
WGK Germany  3
10-21
HazardClass  8
PackingGroup  III

DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 375942 Diisopropylsilyl bis(trifluoromethanesulfonate) 96% 85272-30-6 5G ₹6070 2022-06-14 Buy
Sigma-Aldrich(India) 375942 Diisopropylsilyl bis(trifluoromethanesulfonate) 96% 85272-30-6 25G ₹53960 2022-06-14 Buy
Product number Packaging Price Buy
375942 5G ₹6070 Buy
375942 25G ₹53960 Buy

DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Chemical Properties,Uses,Production

Physical properties

bp 85–86°C/2mmHg;d 1.396 g cm?3; fp 110°C.

Uses

Diisopropylsilyl bis(trifluoromethanesulfonate) has more recently been used to prepare diisopropylsilyl-linked oligonucleotide analogs. Silylation of 5'-O-(dimethoxytrityl)-2'-deoxynucleosides using diisopropylsilyl bis(trifluoromethanesulfonate) and the hindered base 2,6-di-t-butyl-4-methylpyridine (Dtbp) provided quantitative yield of 3'-O-diisopropylsilanols (eq 2). Hence, silylation of 5'-O-(dimethoxytrityl)thymidine, N6-benzoyl-2'-deoxy-5'-O- (dimethoxytrityl)adenosine, N4-benzoyl-2'-deoxy-5'-O-(dimethoxytrityl) cytidine, and N2-isobutyryl-2'-deoxy-5'-O-(dimethoxytrityl) guanosine gave the desired products 5a–d in excellent yields.
Coupling of products 5a–d with unprotected thymidine resulted in formation of 3',5'-linked dinucleosides 6a–d selectively, and the dimer 7 from reaction with secondary hydroxyl group of thymidine was not observed (eq 3). Subsequent silylation and coupling with another molecule of thymidine gave 3,5- linked trinucleoside 8 in 76% yield (eq 4). A tetrathymidylate oligomer was prepared by 3'-O-silylation of 8 followed by coupling with thymidine. Although no self-condensation was observed, only 30% of the product 9 was obtained after purification by preparative HPLC.Coupling of products 5a–d

Preparation

conveniently prepared by the slow addition of 2 equiv of trifluoromethanesulfonic acid to a stirring mixture of chlorodiisopropylsilane, followed by direct distillation of the product from the reaction flask to yield the product as a pale yellow oil.

DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Preparation Products And Raw materials

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DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Spectrum

DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) TRIFLUOROMETHANESULFONIC ACID DIISOPROPYLSILYLENE ESTER DIISOPROPYLSILYL BIS(TRIFLUOROMETHANE-SU LFONATE), TECH. diisopropylbis(trifluoromethanesulfonyl)silane Bis(trifluoromethanesulfonic acid)diisopropylsilanediyl ester Diisopropylsilylenebis(trifluoromethanesulfonate) Methanesulfonic acid, trifluoro-, bis(1-methylethyl)silylene ester Methanesulfonic acid, 1,1,1-trifluoro-, bis(1-methylethyl)[[(trifluoromethyl)sulfonyl]oxy]silyl ester DK412 Bis(1-methylethyl)[[(trifluoromethyl)sulfonyl]oxy]silyl triflate 85272-30-6 C8H14F6O6S2Si CF3SO32SiCHCH322 Protection and Derivatization Protecting and Derivatizing Reagents Silicon-Based Synthetic Reagents