[(1-methoxy-2-methylpenta-1,3-dien-3-yl)oxy]trimethylsilane

• ChemBase ID: 142218
• Molecular Formular: C10H20O2Si
• Molecular Mass: 200.3501
• Monoisotopic Mass: 200.12325641
• SMILES: C/C=C(\C(=C\OC)\C)/O[Si](C)(C)C
• Canonical SMILES: CO/C=C(/C(=C\C)/O[Si](C)(C)C)\C
• InChI: InChI=1S/C10H20O2Si/c1-7-10(9(2)8-11-3)12-13(4,5)6/h7-8H,1-6H3
• InChIKey: SSGAQVOLXCOJGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1-methoxy-2-methylpenta-1,3-dien-3-yl)oxy]trimethylsilane
• IUPAC Traditional name: [(1-methoxy-2-methylpenta-1,3-dien-3-yl)oxy]trimethylsilane
• Synonyms: (1E,3Z)-1-Methoxy-2-methyl-3-[(trimethylsilyl)oxy]-penta-1,3-diene; [(1-(2-Methoxy-1-methylvinyl)propenyloxy]trimethylsilan; (1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene; (1E,3Z)-1-甲氧基-2-甲基-3-[(三甲基硅烷基)氧]-戊-1,3-二烯; [(1-(2-甲氧基-1-甲基乙烯基)烯丙氧基]三甲基硅烷; (1E,3Z)-1-甲氧基-2-甲基-3-(三甲基硅氧基)-1,3-戊二烯

Database IDs

• CAS Number: 72486-93-2
• MDL Number: MFCD10567404
• PubChem SID: 162236448; 24882659
• PubChem CID: 12000333

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1069
• LogD (pH = 7.4): 2.1069
• Log P: 2.1069
• Molar Refractivity: 54.997 cm^3
• Polarizability: 22.981068 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 65 °C/6 mmHg(lit.)
• Flash Point: 177.8 °F; 81 °C
• Density: 0.899 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4650(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C10H20O2Si

DETAILS

Sigma Aldrich - 640697

Packaging
1, 5 g in glass bottle
Application
Danishefsky diene1 used as a reactant for:Preparation of migrastatin analog as cell migration inhibitor for treatment of tumor metastasis2Preparation of dihydropyridinones by chlorosilane-promoted aza-Diels-Alder addition3Synthesis on non-proteinogenic amino esters via stereoselective Lewis acid-catalyzed aza-Diels-Alder cycloaddition with conjugated (cyclo)dienes4