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

• ChemBase ID: 150942
• Molecular Formular: C9H17BO
• Molecular Mass: 152.04168
• Monoisotopic Mass: 152.13724556
• SMILES: B1([C@H]2CCC[C@@H]1CCC2)OC
• Canonical SMILES: COB1[C@@H]2CCC[C@H]1CCC2
• InChI: InChI=1S/C9H17BO/c1-11-10-8-4-2-5-9(10)7-3-6-8/h8-9H,2-7H2,1H3/t8-,9+
• InChIKey: UNGDGQYONLTNJZ-DTORHVGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,5s)-9-methoxy-9-borabicyclo[3.3.1]nonane
• IUPAC Traditional name: (1s,5s)-9-methoxy-9-borabicyclo[3.3.1]nonane
• Synonyms: 9-Methoxy-9-borabicyclo[3.3.1]nonane; B-Methoxy-9-BBN solution; 8-甲氧基-9-硼杂双环[3.3.1]壬烷; B-甲氧基-9-BBN 溶液

Database IDs

• CAS Number: 38050-71-4
• MDL Number: MFCD00074759
• PubChem SID: 162245101; 24851744
• PubChem CID: 544964

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.2665
• LogD (pH = 7.4): 3.2665
• Log P: 3.2665
• Molar Refractivity: 41.5043 cm^3
• Polarizability: 18.543383 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: -14.8 °F; -26 °C
• Density: 0.716 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Flammable (F); Nature polluting (N); Harmful (Xn)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-38-48/20-51/53-62-65-67
• Safety Statements: 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
• RID/ADR: UN 1993 3/PG 2

Product Information

• Concentration: 1.0 M in hexanes
• Empirical Formula (Hill Notation): C9H17BO

DETAILS

Sigma Aldrich - 196223

Packaging
100 mL in Sure/Seal™
Application

• Pro-nucleophile and co-catalyst for indium-catalyzed allylations of methyl ethers and carbohydrate derivatives1
• Catalyst for preparation of linear allenes from other allenes2Reactant for:
• Stereoconvergent Suzuki cross-coupling reactions3
• B-alkyl Suzuki-Miyaura cross-coupling reactions4
• Preparation of borabicyclononanyl amino acid complexes for selective treatment of malignant melanoma5
• Asymmetric synthesis of isomerically pure allenyl boranes through insertion and borotropic rearrangement6