(buta-1,3-dien-1-yloxy)trimethylsilane

• ChemBase ID: 139958
• Molecular Formular: C7H14OSi
• Molecular Mass: 142.27096
• Monoisotopic Mass: 142.0813916
• SMILES: C[Si](C)(C)O/C=C/C=C
• Canonical SMILES: C=C/C=C/O[Si](C)(C)C
• InChI: InChI=1S/C7H14OSi/c1-5-6-7-8-9(2,3)4/h5-7H,1H2,2-4H3
• InChIKey: UQGOYQLRRBTVFM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (buta-1,3-dien-1-yloxy)trimethylsilane
• IUPAC Traditional name: (buta-1,3-dien-1-yloxy)trimethylsilane
• Synonyms: 1-(Trimethylsiloxy)-1,3-butadiene; 1-三甲基硅氧基-1,3-丁二烯

Database IDs

• CAS Number: 6651-43-0
• MDL Number: MFCD00009647
• Beilstein Number: 1902024
• PubChem SID: 24853620; 162234204; 24889696
• PubChem CID: 5878607

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.6948
• LogD (pH = 7.4): 2.6948
• Log P: 2.6948
• Molar Refractivity: 38.398 cm^3
• Polarizability: 16.76934 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 131 °C(lit.)
• Flash Point: 25 °C; 77 °F
• Density: 0.811 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.448; n20/D 1.448(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10-36/37/38
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• 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 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ~90% trans-isomer basis; ≥97.0% (GC); 98%
• Grade: purum
• Impurities: 9% cis-isomers (GC)
• Linear Formula: (CH3)3SiOCH=CHCH=CH2

DETAILS

Sigma Aldrich - 227226

Application
Diene used in the Diels-Alder reaction.
Packaging
10, 50 g in glass bottle

Sigma Aldrich - 92727

Other Notes
Diene used in Diels-Alder reactions with quinones to prepare benzo-fused derivatives1,2,3; Reaction with acetals to protected 1,5-dicarbonyl compounds4,5