(1s,5s)-9-[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl]-9-borabicyclo[3.3.1]nonane

• ChemBase ID: 137458
• Molecular Formular: C18H31B
• Molecular Mass: 258.24974
• Monoisotopic Mass: 258.25188139
• SMILES: B1([C@H]2CCC[C@@H]1CCC2)[C@@H]1[C@H]([C@H]2C([C@@H](C1)C2)(C)C)C
• Canonical SMILES: C[C@@H]1[C@H](C[C@H]2C[C@@H]1C2(C)C)B1[C@@H]2CCC[C@H]1CCC2
• InChI: InChI=1S/C18H31B/c1-12-16-10-13(18(16,2)3)11-17(12)19-14-6-4-7-15(19)9-5-8-14/h12-17H,4-11H2,1-3H3/t12-,13+,14-,15+,16-,17-/m0/s1
• InChIKey: VCDGSBJCRYTLNU-NEXGVSGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,5s)-9-[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl]-9-borabicyclo[3.3.1]nonane
• IUPAC Traditional name: (1s,5s)-9-[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl]-9-borabicyclo[3.3.1]nonane
• Synonyms: B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane; S-Alpine-Borane®; S-Alpine-Borane® solution; B-异松蒎基-9-硼二环[3.3.1]壬烷; S-Alpine-Borane® 溶液

Database IDs

• CAS Number: 42371-63-1
• MDL Number: MFCD00082390
• PubChem SID: 24866117; 162231720; 24854265
• PubChem CID: 10890567

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.0766
• LogD (pH = 7.4): 6.0766
• Log P: 6.0766
• Molar Refractivity: 76.9234 cm^3
• Polarizability: 33.034714 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: >55 °C(lit.)
• Flash Point: 1.4 °F; -17 °C
• Density: 0.897 g/mL at 25 °C; 0.947 g/mL at 25 °C(lit.)
• Optical Rotation: [α]22/D +1.2°, neat; [α]22/D +20°, c = 12 in THF

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1993; 2845
• German water hazard class: 3
• Hazard Class: 3; 4.2
• Packing Group: 1; 2
• Risk Statements: 11-19-36/37; 17
• Safety Statements: 16-26; 6-16-24-36/37/39
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H250-H319-H335; H250
• GHS Precautionary statements: P210-P222-P231-P261-P305 + P351 + P338-P422; P222-P231-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 1993 3/PG 2; UN 2845 4.2/PG 1
• Supplemental Hazard Statements: May form explosive peroxides.

Product Information

• Purity: 97%
• Concentration: 0.5 M in THF
• Empirical Formula (Hill Notation): C18H31B

DETAILS

Sigma Aldrich - 417041

Packaging
25 mL in Sure/Seal™
Legal Information
Alpine-Borane is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 237701

Packaging
100, 800 mL in Sure/Seal™
Application
R- and S-Alpine-Boranes are used for asymmetric reduction of aldehydes1,2 and prochiral ketones.3,4,2
Legal Information
Alpine-Borane is a registered trademark of Sigma-Aldrich Co. LLC