9-BBN TRIFLATE Chemical Properties

Boiling point:

265.7±50.0 °C(Predicted)

Density 

0.733 g/mL at 25 °C

Flash point:

-22 °C

solubility 

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

form 

liquid

BRN 

995656

Safety Information

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

MSDS

• Language:English Provider:SigmaAldrich

9-BBN TRIFLATE Usage And Synthesis

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

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.

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.

9-BBN TRIFLATE(62731-43-5)Related Product Information

• Potassium 9-(2,3-dimethyl-2-butoxy)-9-boratabicyclo[3.3.l]nonane
• LITHIUM 9-BBN HYDRIDE
• 9-(1,1,2-Trimethylpropoxy)-9-borabicyclo[3.3.1]nonane
• BETA-BENZYL-9-BBN
• 9-BROMO-9-BORABICYCLO[3.3.1]NONANE
• 9-METHOXY-9-BORABICYCLO[3.3.1]NONANE
• 9-Borabicyclo[3.3.1]nonane
• 9-BBN TRIFLATE
• Trifluoromethanesulfonic acid
• DIBUTYLBORON TRIFLUOROMETHANESULFONATE