459496

9-Borabicyclo[3.3.1]nonane solution

0.4 M in hexanes

• Synonym(s): 9-BBN
• Empirical Formula (Hill Notation): C₈H₁₅B
• CAS Number: 280-64-8
• Molecular Weight: 122.02
• UNSPSC Code: 12352005
• NACRES: NA.22
• PubChem Substance ID: 24869563
• MDL number: MFCD00074742
• Beilstein/REAXYS Number: 605509

Properties

• Quality Segment: 100
• reaction suitability: reagent type: reductant
• concentration: 0.4 M in hexanes
• bp: 68-70 °C
• density: 0.691 g/mL at 25 °C
• SMILES string: B1C2CCCC1CCC2
• InChI: 1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2/t7-,8+
• InChI key: FEJUGLKDZJDVFY-OCAPTIKFSA-N

Description

Application

Protecting group for alkenes†

Reactant for:

• Linear SPPS synthesis of ubiquitin derivatives
• Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides
• Intramolecular insertion of alkenes into palladium-nitrogen bonds
• Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast
• Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids

Safety Information

• pictograms: GHS02,GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H260,H304,H315,H319,H336,H361f,H372,H411
• pcodes: P231 + P232 - P273 - P301 + P310 - P302 + P352 - P305 + P351 + P338 - P331
• target_organs: Central nervous system, Nervous system
• Storage Class: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
• Hazard Classifications: Aquatic Chronic 2 - Asp. Tox. 1 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Inhalation - STOT SE 3 - Water-react. 1