Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name listDIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)

DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)

Synonym(s):Trifluoromethanesulfonic acid diisopropylsilylene ester

DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE) Structural

What is DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)?

Physical properties

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

The Uses of DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)

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.

Properties of DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)

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 information for DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H314:Skin corrosion/irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P363:Wash contaminated clothing before reuse.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)

Related products of tetrahydrofuran

You may like

  • Diisopropylsilyl bis(trifluoromethanesulfonate) 95% CAS 85272-30-6
    Diisopropylsilyl bis(trifluoromethanesulfonate) 95% CAS 85272-30-6
    85272-30-6
    View Details
  • Diisopropylsilyl bis(trifluoromethanesulfonate) CAS 85272-30-6
    Diisopropylsilyl bis(trifluoromethanesulfonate) CAS 85272-30-6
    85272-30-6
    View Details
  • 177-11-7 1,4-Dioxa-8-azaspiro[4.5]decane 98+
    177-11-7 1,4-Dioxa-8-azaspiro[4.5]decane 98+
    177-11-7
    View Details
  • 217299-03-1 98+
    217299-03-1 98+
    217299-03-1
    View Details
  • (R)-3-Aminobutanenitrile Hydrochloride 98+
    (R)-3-Aminobutanenitrile Hydrochloride 98+
    1073666-55-3
    View Details
  • 4-AMINO-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID 39124-20-4 98+
    4-AMINO-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID 39124-20-4 98+
    39124-20-4
    View Details
  • 2006278-26-6 4-Aminotetrahydropyran-4-carbonitrile Hydrochloride 98+
    2006278-26-6 4-Aminotetrahydropyran-4-carbonitrile Hydrochloride 98+
    2006278-26-6
    View Details
  • 39856-50-3 98+
    39856-50-3 98+
    39856-50-3
    View Details
Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.