(2-bromoethoxy)(tert-butyl)dimethylsilane

• ChemBase ID: 70734
• Molecular Formular: C8H19BrOSi
• Molecular Mass: 239.22536
• Monoisotopic Mass: 238.03885376
• SMILES: [Si](C)(C)(C(C)(C)C)OCCBr
• Canonical SMILES: BrCCO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C8H19BrOSi/c1-8(2,3)11(4,5)10-7-6-9/h6-7H2,1-5H3
• InChIKey: JBKINHFZTVLNEM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-bromoethoxy)(tert-butyl)dimethylsilane
• IUPAC Traditional name: (2-bromoethoxy)(tert-butyl)dimethylsilane
• Synonyms: (2-Bromoethoxy)-tert-butyldimethylsilane; (2-Bromoethoxy)-tert-butyldimethylsilane; (2-BroMoethoxy)(tert-butyl)diMethylsilane; (2-溴乙氧基)-叔丁基二甲基硅烷

Database IDs

• CAS Number: 86864-60-0
• MDL Number: MFCD00209550
• PubChem SID: 162036447; 24866813
• PubChem CID: 3608067

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.0651
• LogD (pH = 7.4): 3.0651
• Log P: 3.0651
• Molar Refractivity: 50.4362 cm^3
• Polarizability: 21.78954 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 70-75 °C/2.5 mmHg(lit.); 70-75°C
• Flash Point: 163 °F; 73 °C; 73°C(163°F)
• Density: 1.115; 1.115 g/mL at 25 °C(lit.)
• Refractive Index: 1.444; n20/D 1.444(lit.)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37-60; 26-36
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 97%; 98%; 99%
• Contains: Na2CO3 as stabilizer
• Linear Formula: BrCH2CH2OSi(CH3)2C(CH3)3

DETAILS

Sigma Aldrich - 428426

Application
Reagent for N-protection with the TBSO-ethyl group. Treatment with Jones reagent effects hydrolysis and concomitant oxidation leading to N-acetic acids for further synthetic elaboration.
Useful reagent for the Pd-catalyzed N-hydroxyalkylation reactions1,2
Packaging
1, 10 g in glass bottle