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

• ChemBase ID: 150388
• Molecular Formular: C16H28B2
• Molecular Mass: 242.01552
• Monoisotopic Mass: 242.2377117
• SMILES: B1([C@H]2CCC[C@@H]1CCC2)B1[C@H]2CCC[C@@H]1CCC2
• Canonical SMILES: C1C[C@@H]2CCC[C@H](C1)B2B1[C@@H]2CCC[C@H]1CCC2
• InChI: InChI=1S/C16H28B2/c1-5-13-7-2-8-14(6-1)17(13)18-15-9-3-10-16(18)12-4-11-15/h13-16H,1-12H2/t13-,14+,15-,16+
• InChIKey: IYDIZBOKVLHCQZ-GEEKYZPCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,5s)-9-[(1s,5s)-9-borabicyclo[3.3.1]nonan-9-yl]-9-borabicyclo[3.3.1]nonane
• IUPAC Traditional name: (1s,5s)-9-[(1s,5s)-9-borabicyclo[3.3.1]nonan-9-yl]-9-borabicyclo[3.3.1]nonane
• Synonyms: 9-BBN; 9-Borabicyclo[3.3.1]nonane dimer; 9-Borabicyclo[3.3.1]nonane dimer; 9-Bbn dimer; 9-硼双环[3.3.1]壬烷二聚体; 9-硼双环[3.3.1]壬烷二聚体; 9-硼双环[3,3,1]壬烷二聚物

Database IDs

• CAS Number: 21205-91-4
• MDL Number: MFCD00168069
• Beilstein Number: 605509
• PubChem SID: 24850763; 162244549
• PubChem CID: 11322441

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.4388
• LogD (pH = 7.4): 6.4388
• Log P: 6.4388
• Molar Refractivity: 68.6068 cm^3
• Polarizability: 31.36514 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: crystalline
• Melting Point: ~140 °C; 150-152 °C(lit.)

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 3396
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 2
• Risk Statements: 11-14/15-36/37/38
• Safety Statements: 26-43
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H261-H315-H319-H335
• GHS Precautionary statements: P210-P231 + P232-P261-P305 + P351 + P338-P422
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3396 4.3/PG 2
• Supplemental Hazard Statements: Reacts violently with water.
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Grade: technical
• Empirical Formula (Hill Notation): C16H30B2

DETAILS

Sigma Aldrich - 178713

Application
Air-stable, crystalline reagent used to reductively cleave cyclic acetals and ketals to monobenzylated 1,2-diols.1
Employed in the hydroboration of alkynes, nitriles, and ketones.
Reagent found to reduce peroxo esters to alcohols without concomitant reduction of the peroxo linkage.
Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 15585

Other Notes
Review 1,2