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60669-69-4

60669-69-4 Structure

60669-69-4 Structure
IdentificationBack Directory
[Name]

DIBUTYLBORON TRIFLUOROMETHANESULFONATE
[CAS]

60669-69-4
[Synonyms]

DIBUTYLBORON TRIFLATE
dibutylboryl triflate
dibutylboron triflate solution
DIBUTYLBORON TRIFLUOROMETHANESULFONATE
DIBUTYLBORYL TRIFLUOROMETHANESULFONATE
dibutylboranyl trifluoromethanesulfonate
Dibutylboron trifluoromethanesulfonate,98%
dibutyl(((trifluoroMethyl)sulfonyl)oxy)borane
Dibutylboryl trifluoromethanesulfonate solution
DIBUTYLBORON TRIFLATE, 1.0M SOLUTION IN DIETHYL ETHER
DIBUTYLBORON TRIFLATE, 1.0M SOLUTION IN DICHLOROMETHANE
dibutylboryl trifluoromethanesulfonate sol.,~1 M in diet.E.
DIBUTYLBORYL TRIFLUOROMETHANESULF. SOL., ~1M IN DICHLOROMET.
TRIFLUOROMETHANESULFONIC ACID ANHYDRIDE WITH DIBUTYLBORINIC ACID)
Dibutylboron trifluoromethanesulfonate, 1M sol. in dichloromethane
Dibutylboron trifluoromethanesulfonate, 1M solution in diethylether
Dibutylboryl trifluoroMethanesulfonate solution 1.0 M in Methylene chloride
Dibutylboryl trifluoromethanesulfonate solution,Dibutylboron triflate solution
Dibutylboron trifluoroMethanesulfonate, 1M solution in diethyl ether, AcroSeal
[Molecular Formula]

C9H18BF3O3S
[MDL Number]

MFCD00009669
[MOL File]

60669-69-4.mol
[Molecular Weight]

274.11
Chemical PropertiesBack Directory
[Appearance]

Yellow liquid
[Boiling point ]

37℃ (0.12 Torr)
[density ]

1.271 g/mL at 25 °C
[Fp ]

80 °F
[storage temp. ]

2-8°C
[form ]

Solution
[color ]

Clear light yellow to orange
[BRN ]

1968660
[InChIKey]

FAVAVMFXAKZTMV-UHFFFAOYSA-N
Hazard InformationBack Directory
[Chemical Properties]

clear light yellow to orange solution
[Uses]

Dibutylboryl trifluoromethanesulfonate may be used in the following studies:
  • Stereo- and regio-selective synthesis of erythro aldols.
  • As a promoter for the solution and polymer-supported trichloroacetimidate-based glycosylations.
  • Synthesis of β-alkoxy carbonyl compounds via one-step Mukaiyama aldol-type reaction.
  • Aldol-type cyclization for the stereoselective synthesis of cyclic ethers.
  • As a reagent for the formation of boron enolates.
  • As a complexation aid for the isolation of 1-acyldipyrromethanes.
  • As a promoter in [1,2]-Wittig reaction between aldehydes and O-benzyl or O-allyl glycolate esters, creating two contiguous stereocenters (1,2-diol) in good yield without the need for strong base.
[General Description]

Dibutylboryl trifluoromethanesulfonate (Dibutylboron triflate, Bu2BOTf) is an organometallic reagent. It efficiently promotes the1,4-addition of benzylic and allylic organocopper reagents.
[Purification Methods]

Distil it in a vacuum under argon and store it under argon. It should be used within 2 weeks of purchase or after redistillation. Use a short path distillation system. It has IR bands in CCl4 at max 1405, 1380, 1320, 1200 and 1550cm1 , and 1 3C NMR (CDCl3) with at 118.1, 25.1, 21.5 and 13.6ppm. [Gage & Evans Org Synth 68 83 1990, Evans et al. J Am Chem Soc 103, 3099 1981.] TOXIC
Safety DataBack Directory
[Hazard Codes ]

C,F+,F
[Risk Statements ]

12-22-34-66-67-40-10-37-65-48/20-11-63-19
[Safety Statements ]

9-16-26-33-36/37/39-45-62
[RIDADR ]

UN 2924 3/PG 1
[WGK Germany ]

3
[F ]

1-10
[HazardClass ]

3.2
[PackingGroup ]

III
[HS Code ]

29310099
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dichloromethane-->Trifluoromethanesulfonic acid-->TRIBUTYLBORANE
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