4-[(tert-butyldimethylsilyl)oxy]pent-3-en-2-one

• ChemBase ID: 134495
• Molecular Formular: C11H22O2Si
• Molecular Mass: 214.37668
• Monoisotopic Mass: 214.13890648
• SMILES: C/C(=C\C(=O)C)/O[Si](C)(C)C(C)(C)C
• Canonical SMILES: CC(=O)/C=C(/O[Si](C(C)(C)C)(C)C)\C
• InChI: InChI=1S/C11H22O2Si/c1-9(12)8-10(2)13-14(6,7)11(3,4)5/h8H,1-7H3
• InChIKey: ZRVOCNOYAJIAAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(tert-butyldimethylsilyl)oxy]pent-3-en-2-one; (3E)-4-[(tert-butyldimethylsilyl)oxy]pent-3-en-2-one
• IUPAC Traditional name: 4-[(tert-butyldimethylsilyl)oxy]pent-3-en-2-one; (3E)-4-[(tert-butyldimethylsilyl)oxy]pent-3-en-2-one
• Synonyms: Acetylacetone enol tert-butyldimethylsilyl ether; 4-tert-Butyldimethylsiloxy-3-penten-2-one; 乙酰丙酮烯醇叔丁基二甲基硅氧酯; 4-叔丁基二甲基硅氧基-3-戊烯-2-酮; 4-叔-丁基二甲基甲硅烷氧基-3-戊烯-2-酮

Database IDs

• CAS Number: 69404-97-3
• MDL Number: MFCD00010655
• Beilstein Number: 4661590
• PubChem SID: 162228771
• PubChem CID: 6034727

CALCULATED PROPERTIES

• Acid pKa: 19.37067
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4588
• LogD (pH = 7.4): 2.4588
• Log P: 2.4588
• Molar Refractivity: 58.4874 cm^3
• Polarizability: 24.443876 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 48-50 °C/0.2 mmHg; 50-51°C/0.2mm
• Flash Point: 176 °F; 73°C(163°F); 80 °C
• Density: 0.898; 0.907 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.462

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37; 26-36/37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥97.0% (GC); 95%; 95%, mixture of isomers
• Empirical Formula (Hill Notation): C11H22O2Si

DETAILS

Sigma Aldrich - 19908

Other Notes
Silyl enol ether; reagent for the mild and selective introduction of the tert-butyldimethylsilyl protection1,2