Cas no 85272-30-6 (Diisopropylsilyl Bis(Trifluoromethanesulfonate))

Diisopropylsilyl bis(trifluoromethanesulfonate) is a highly reactive silylating reagent commonly used in organic synthesis. Its key advantages include strong electrophilicity, making it effective for introducing the diisopropylsilyl (iPr?Si) protecting group onto alcohols, amines, and other nucleophiles. The trifluoromethanesulfonate (triflate) groups enhance its reactivity, enabling efficient transformations under mild conditions. This compound is particularly valuable in carbohydrate and nucleoside chemistry, where selective protection is critical. Its stability and solubility in common organic solvents further facilitate handling in synthetic applications. Careful storage under anhydrous conditions is recommended due to its moisture sensitivity.
Diisopropylsilyl Bis(Trifluoromethanesulfonate) structure
85272-30-6 structure
Product Name:Diisopropylsilyl Bis(Trifluoromethanesulfonate)
CAS No:85272-30-6
MF:C8H14F6O6S2Si
MW:412.399082660675
CID:664757
PubChem ID:24863413
Update Time:2025-05-21

Diisopropylsilyl Bis(Trifluoromethanesulfonate) Chemical and Physical Properties

Names and Identifiers

    • Methanesulfonic acid, trifluoro-, bis(1-methylethyl)silylene ester
    • DIISOPROPYLBIS(TRIFLUOROMETHANESULFONYL)SILANE
    • (TfO)2Si(i-Pr)2
    • Bis(trifluoromethanesulfonic acid)diisopropylsilanediyl ester
    • bis(trifluoromethanesulfonyloxy)diisopropylsilane
    • DIISOPROPYLSILYL BIS(TRIFLUOROMETHANE-SU LFONATE),TECH.
    • DIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)
    • Diisopropylsilylenebis(trifluoromethanesulfonate)
    • i-Pr2-Si(OTf)2
    • TRIFLUOROMETHANESULFONIC ACID DIISOPROPYLSILYLENE ESTER
    • Bis(1-methylethyl)[[(trifluoromethyl)sulfonyl]oxy]silyl 1,1,1-trifluoromethanesulfonate (ACI)
    • Methanesulfonic acid, trifluoro-, bis(1-methylethyl)silylene ester (9CI)
    • Diisopropylsilyl ditriflate
    • DIISOPROPYLSILYL BIS(TRIFLUOROMETHANE-SU LFONATE), TECH.
    • Methanesulfonic acid, 1,1,1-trifluoro-, bis(1-methylethyl)[[(trifluoromethyl)sulfonyl]oxy]silyl ester
    • Diisopropylsilyl Bis(Trifluoromethanesulfonate)
    • MDL： MFCD00043111
    • Inchi： 1S/C8H14F6O6S2Si/c1-5(2)23(6(3)4,19-21(15,16)7(9,10)11)20-22(17,18)8(12,13)14/h5-6H,1-4H3
    • InChI Key： BHZPNBNSRVSTBW-UHFFFAOYSA-N
    • SMILES： C(F)(F)(F)S(O[Si](C(C)C)(C(C)C)OS(C(F)(F)F)(=O)=O)(=O)=O
    • BRN： 3567500

Computed Properties

  • Exact Mass: 411.99100
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 12
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 6
  • Complexity: 553
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing

Experimental Properties

  • Color/Form: Bright brown liquid
  • Density: 1.396?g/mL?at 25?°C(lit.)
  • Boiling Point: 85-86?°C/2?mmHg(lit.)
  • Flash Point: Degrees Fahrenheit:235.4°F
    Degrees Celsius:113°C
  • Refractive Index: n20/D 1.382(lit.)
  • PSA: 103.50000
  • LogP: 5.14260
  • Solubility: Not determined

Diisopropylsilyl Bis(Trifluoromethanesulfonate) Security Information

  • Symbol: GHS05
  • Signal Word：Danger
  • Hazard Statement： H314
  • Warning Statement： P280-P305+P351+P338-P310
  • Hazardous Material transportation number：UN 3265 8/PG 2
  • WGK Germany：3
  • Hazard Category Code： 34-37
  • Safety Instruction： S26; S36/37/39; S45
  • FLUKA BRAND F CODES：10-21
  • Hazardous Material Identification： C
  • HazardClass：8
  • PackingGroup：III
  • Packing Group：III
  • Risk Phrases：R34; R37

Diisopropylsilyl Bis(Trifluoromethanesulfonate) Customs Data

  • HS CODE：2931900090
  • Customs Data：

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

Diisopropylsilyl Bis(Trifluoromethanesulfonate) Pricemore >>

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Diisopropylsilyl Bis(Trifluoromethanesulfonate) Production Method

Production Method 1

Reaction Conditions
Reference
Diisopropylsilyl ditriflate and di-tert-butylsilyl ditriflate: new reagents for the protection of diols
Corey, E. J.; Hopkins, Paul B., Tetrahedron Letters, 1982, 23(47), 4871-4

Diisopropylsilyl Bis(Trifluoromethanesulfonate) Raw materials

Diisopropylsilyl Bis(Trifluoromethanesulfonate) Preparation Products

Diisopropylsilyl Bis(Trifluoromethanesulfonate) Related Literature

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