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62731-43-5

62731-43-5 Structure

62731-43-5 Structure
IdentificationBack Directory
[Name]

9-BBN TRIFLATE
[CAS]

62731-43-5
[Synonyms]

9-BBN·CF3SO3
9-BBN TRIFLATE
9-bbn triflate solution
9-BBN TRIFLATE, 0.5M SOLUTION IN HEXANES
9-BBN Triflate solution 0.5 M in hexanes
9-BBN TRIFLATE SOLUTION, ~0.5 M IN HEXAN E
9-Borabicyclononyl Trifluoromethanesulfonate
9-BORABICYCLO[3.3.1]NONYL TRIFLUOROMETHANESULFONATE
9-borabicyclo(3.3.1)nonanyl trifluoromethanesulphonate
9-Borabicyclo[3.3.1]nonyl trifluoromethanesulfonate solution
9-[[(Trifluoromethyl)sulfonyl]oxy]-9-borabicyclo[3.3.1]nonane
9-Borabicyclo[3.3.1]nonyl trifluoromethanesulfonate, 0.5M solution in hexanes, AcroSeal
9-BBN triflate solution, 9-Borabicyclo[3.3.1]nonyl trifluoromethanesulfonate solution
Methanesulfonic acid, 1,1,1-trifluoro-, anhydride with 9-hydroxy-9-borabicyclo[3.3.1]nonane
9-Borabicyclo[3.3.1]nonyl trifluoromethanesulfonate, 0.5M solution in diethyl ether, AcroSeal
[Molecular Formula]

C9H14BF3O3S
[MDL Number]

MFCD00167981
[MOL File]

62731-43-5.mol
[Molecular Weight]

270.08
Chemical PropertiesBack Directory
[Boiling point ]

265.7±50.0 °C(Predicted)
[density ]

0.733 g/mL at 25 °C
[Fp ]

-22 °C
[solubility ]

sol common inert organic solvents such as Et2O, CH2Cl2, and hexane.
[form ]

liquid
[BRN ]

995656
[InChI]

1S/C9H14BF3O3S/c11-9(12,13)17(14,15)16-10-7-3-1-4-8(10)6-2-5-7/h7-8H,1-6H2/t7-,8+
[InChIKey]

NXHUKDCGEGEZCX-OCAPTIKFSA-N
[SMILES]

FC(F)(F)S(=O)(=O)OB1C2CCCC1CCC2
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS02,GHS07,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H225-H304-H315-H336-H361f-H373-H411
[Precautionary statements ]

P201-P210-P273-P301+P310-P308+P313-P331
[Hazard Codes ]

F,C,N,Xn
[Risk Statements ]

11-34-48/20-51/53-62-65-67-38
[Safety Statements ]

16-26-36/37/39-45-61-62-36/37
[RIDADR ]

UN 2924 3/PG 2
[WGK Germany ]

3
[F ]

1-10
[HS Code ]

29349990
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Aquatic Chronic 2
Asp. Tox. 1
Eye Irrit. 2
Flam. Liq. 2
Repr. 2
Skin Irrit. 2
STOT RE 1 Inhalation
STOT SE 3
Hazard InformationBack Directory
[Application]

9-Bbn triflate can be used to prepare Lewis acids of vinyloxyboranes and boryl nitrify salts; a catalyst for the coupling of silyl enol ethers and acetals; and a catalyst for the isomerization of epoxides to allyl alcohols.
[Uses]

Reactant for:
  • Preparation of a dialkylborenium ion stabilized by an N-heterocyclic carbene
  • Mukaiyama aldol addition
  • Preparation of porphyrin dimethyldioxanyl tolyl derivative complex
  • Preparation of palladium porphyrin complexes
  • Boron-mediated β-alkoxy Me ketone aldol addition reactions

  • Enolization agent
[Preparation]

Equimolar amounts of 9-Borabicyclo[3.3.1]nonane and Trifluoromethanesulfonic Acid are mixed in hexane and stirred at 20 °C for 24 h after which time 9-BBN TRIFLATE is isolated by vacuum distillation.
[reaction suitability]

reagent type: reductant
[storage]

Use in a fume hood; the neat liquid as well as solutions are moisture and air  sensitive; therefore the material should be stored and transferred under a dry inert atmosphere.
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