ChemicalBook > CAS DataBase List > DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)
DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)
DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)
- CAS No.85272-30-6
- Chemical Name:DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)
- CBNumber:CB5678556
- Molecular Formula:C8H14F6O6S2Si
- Formula Weight:412.4
- MOL File:85272-30-6.mol
DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Property
- Boiling point 85-86 °C2 mm Hg(lit.)
- Density 1.396 g/mL at 25 °C(lit.)
- refractive index n
20/D 1.382(lit.) - Flash point >230 °F
- form liquid
- Specific Gravity 1.396
- Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
- BRN 3567500
- UNSPSC Code 12352001
- NACRES NA.22
Safety
- Hazard Codes :C
- Risk Statements :34-37
- Safety Statements :26-36/37/39-45
- RIDADR :UN 3265 8/PG 2
- WGK Germany :3
- F :10-21
- HazardClass :8
- PackingGroup :III
-
Symbol(GHS)
- Signal wordDanger
- Hazard statements H314
- Precautionary statements P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Price
More Price(2)
- Brand: Sigma-Aldrich(India)
- Product number: 375942
- Product name : Diisopropylsilyl bis(trifluoromethanesulfonate)
- Purity: 96%
- Packaging: 5G
- Price: ₹6070
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: 375942
- Product name : Diisopropylsilyl bis(trifluoromethanesulfonate)
- Purity: 96%
- Packaging: 25G
- Price: ₹53960
- Updated: 2022/06/14
- Buy: Buy
DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Chemical Properties,Usage,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. - 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.
- storage DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) should be stored in the refrigerator under an inert atmosphere of argon or nitrogen. Special care should be used when handling since diisopropysilyl bis(trifluoromethanesulfonate) has been classified as a corrosive.
DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Preparation Products And Raw materials
Raw materials
Preparation Products
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