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

• ChemBase ID: 140672
• Molecular Formular: C8H15B
• Molecular Mass: 122.0157
• Monoisotopic Mass: 122.12668088
• SMILES: B1[C@H]2CCC[C@@H]1CCC2
• Canonical SMILES: C1C[C@@H]2CCC[C@H](C1)B2
• InChI: InChI=1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2/t7-,8+
• InChIKey: FEJUGLKDZJDVFY-OCAPTIKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,5s)-9-borabicyclo[3.3.1]nonane
• IUPAC Traditional name: (1s,5s)-9-borabicyclo[3.3.1]nonane
• Synonyms: 9-BBN; 9-Borabicyclo[3.3.1]nonane solution; 9-硼双环[3.3.1]壬烷 溶液

Database IDs

• CAS Number: 280-64-8
• MDL Number: MFCD00074742
• Beilstein Number: 605509
• PubChem SID: 162234913; 24869563; 24849089
• PubChem CID: 6327450

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.9934
• LogD (pH = 7.4): 2.9934
• Log P: 2.9934
• Molar Refractivity: 35.1034 cm^3
• Polarizability: 16.056469 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 68-70 °C
• Flash Point: 1.4 °F; -17 °C
• Density: 0.691 g/mL at 25 °C; 0.894 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Flammable (F); Nature polluting (N); Irritant (Xi); Harmful (Xn)
• UN Number: 3399
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 1
• Risk Statements: 11-14/15-19-36/37; 14/15-38-48/20-51/53-62-65-67; 14-20/21/22-36/37/38
• Safety Statements: 16-26-36/37/39-45; 16-26-43; 36/37-61-62
• GHS Pictograms: GHS02; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H260-H319-H335; H260-H304-H315-H336-H361f-H373-H411
• GHS Precautionary statements: P210-P223-P231 + P232-P261-P370 + P378-P422; P223-P231 + P232-P261-P273-P370 + P378-P422
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3399 4.3/PG 1
• Supplemental Hazard Statements: May form explosive peroxides.

Product Information

• Concentration: ~0.5 M in hexane; 0.4 M in hexanes; 0.5 M in THF
• Grade: purum
• Empirical Formula (Hill Notation): C8H15B

DETAILS

Sigma Aldrich - 151076

Application
Differentiation of symmetrical diols by reduction of the corresponding cyclic acetals with 9-BBN.6
Selective hydroboration reduction reagent.
Protecting group for alkenes†Reactant for:
• Linear SPPS synthesis of ubiquitin derivatives1
• Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides2
• Intramolecular insertion of alkenes into palladium-nitrogen bonds3
• Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast4
• Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids5
Packaging
4×25, 100, 800 mL in Sure/Seal™
8, 18 L in Kilo-Lab™
View returnable container options.

Sigma Aldrich - 459496

Packaging
1 L in Sure/Seal™
100 mL in Sure/Seal™
Application
Protecting group for alkenes†Reactant for:
• Linear SPPS synthesis of ubiquitin derivatives1
• Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides2
• Intramolecular insertion of alkenes into palladium-nitrogen bonds3
• Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast4
• Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids5

Sigma Aldrich - 15573

Application
Protecting group for alkenes†Reactant for:
• Linear SPPS synthesis of ubiquitin derivatives1
• Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides2
• Intramolecular insertion of alkenes into palladium-nitrogen bonds3
• Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast4
• Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids5