(1s,5s)-9-borabicyclo[3.3.1]nonan-9-yl trifluoromethanesulfonate

• ChemBase ID: 148272
• Molecular Formular: C9H14BF3O3S
• Molecular Mass: 270.0768696
• Monoisotopic Mass: 270.07088037
• SMILES: B1([C@H]2CCC[C@@H]1CCC2)OS(=O)(=O)C(F)(F)F
• Canonical SMILES: FC(S(=O)(=O)OB1[C@@H]2CCC[C@H]1CCC2)(F)F
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,5s)-9-borabicyclo[3.3.1]nonan-9-yl trifluoromethanesulfonate
• IUPAC Traditional name: (1s,5s)-9-borabicyclo[3.3.1]nonan-9-yl trifluoromethanesulfonate
• Synonyms: 9-Borabicyclo[3.3.1]nonyl trifluoromethanesulfonate solution; 9-[[(Trifluoromethyl)sulfonyl]oxy]-9-borabicyclo[3.3.1]nonane; 9-BBN·CF3SO3; 9-Borabicyclo[3.3.1]nonyl trifluoromethanesulfonate solution; 9-BBN triflate solution; 9-BBN triflate solution; 9-硼杂双环[3.3.1]壬基三氟甲磺酸酯 溶液; 9-BBN 三氟甲磺酸酯 溶液; 9-硼杂双环[3.3.1]壬基三氟甲磺酸酯 溶液

Database IDs

• CAS Number: 62731-43-5
• MDL Number: MFCD00167981
• Beilstein Number: 995656
• PubChem SID: 162242448; 24855264; 24849562
• PubChem CID: 5222845

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.7942
• LogD (pH = 7.4): 4.7942
• Log P: 4.7942
• Molar Refractivity: 50.2249 cm^3
• Polarizability: 22.20451 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: -22 °C; -7.6 °F; -8 °F
• Density: 0.733 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Corrosive (C); Flammable (F); Nature polluting (N); Harmful (Xn)
• UN Number: 2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-34-48/20-51/53-62-65-67; 11-38-48/20-51/53-62-65-67
• Safety Statements: 16-26-36/37/39-45-61-62; 16-36/37-61-62
• GHS Pictograms: GHS02; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H315-H336-H361f-H373-H411
• GHS Precautionary statements: P210-P261-P273-P281-P301 + P310-P331
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2

Product Information

• Concentration: ~0.5 M in hexane; 0.5 M in hexanes
• Grade: purum
• Empirical Formula (Hill Notation): C9H14BF3O3S

DETAILS

Sigma Aldrich - 253138

Packaging
100 mL in Sure/Seal™
Application
Reactant for:
• Preparation of a dialkylborenium ion stabilized by an N-heterocyclic carbene1
• Mukaiyama aldol addition2
• Preparation of porphyrin dimethyldioxanyl tolyl derivative complex3
• Preparation of palladium porphyrin complexes4
• Boron-mediated β-alkoxy Me ketone aldol addition reactions5
• Enolization agent6

Sigma Aldrich - 15575

Other Notes
Reagent used for the formation of enol borinates from carbonyl compounds employed in stereoselective aldol reactions7,8,9
Application
Reactant for:
• Preparation of a dialkylborenium ion stabilized by an N-heterocyclic carbene1
• Mukaiyama aldol addition2
• Preparation of porphyrin dimethyldioxanyl tolyl derivative complex3
• Preparation of palladium porphyrin complexes4
• Boron-mediated β-alkoxy Me ketone aldol addition reactions5
• Enolization agent6