{9-methoxy-9-borabicyclo[3.3.2]decan-10-yl}trimethylsilane

• ChemBase ID: 140662
• Molecular Formular: C13H27BOSi
• Molecular Mass: 238.24938
• Monoisotopic Mass: 238.19242242
• SMILES: B1(C2CCCC(C1[Si](C)(C)C)CCC2)OC
• Canonical SMILES: COB1C2CCCC(C1[Si](C)(C)C)CCC2
• InChI: InChI=1S/C13H27BOSi/c1-15-14-12-9-5-7-11(8-6-10-12)13(14)16(2,3)4/h11-13H,5-10H2,1-4H3
• InChIKey: AUJACFLHZMIAEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {9-methoxy-9-borabicyclo[3.3.2]decan-10-yl}trimethylsilane
• IUPAC Traditional name: {9-methoxy-9-borabicyclo[3.3.2]decan-10-yl}trimethylsilane
• Synonyms: 10-TMS-9-Borabicyclo[3.3.2]decane; 10-TMS-9-BBD; 9-Methoxy-10-trimethylsilanyl-9-borabicyclo(3.3.2)decane; B-Methoxy-10-trimethylsilyl-9-borabicyclo(3.3.2)decane; 9-甲氧基-10-三甲基甲硅烷基-9-硼二环(3.3.2)癸烷; B-甲氧基-10-三甲基甲硅烷基-9-硼二环(3.3.2)癸烷

Database IDs

• CAS Number: 848617-93-6
• PubChem SID: 24885322; 162234903
• PubChem CID: 16218303

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.4185
• LogD (pH = 7.4): 5.4185
• Log P: 5.4185
• Molar Refractivity: 61.7491 cm^3
• Polarizability: 28.845123 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: 85 °C/0.4 mmHg
• Flash Point: 138.2 °F; 59 °C
• Density: 0.934 g/mL at 25 °C
• Refractive Index: n20/D 1.494

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 3148
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 2
• Risk Statements: 10-14/15
• Safety Statements: 7-43
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H261
• GHS Precautionary statements: P231 + P232-P422
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 3148 4.3/PG 2
• Supplemental Hazard Statements: Reacts violently with water.

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C13H27BOSi

DETAILS

Sigma Aldrich - 676667

Packaging
5, 25 g in glass bottle
Application
Soderquist Reagents: For allylboration, allenylboration, propargylborationReactant for:
• Palladium-catalyzed allylation reaction1
• Hydroboration of allenes2
• Stereoselective γ-methoxyallylation reactions3
• Asymmetric carboborylation reactions4
• Insertion and borotropic rearrangement reactions5
• Asymmetric Michael addition reactions6
• Asymmetric propargylation of aldehydes7
• Asymmetric allenylboration reactions8