trimethylsilyl prop-2-ynoate

• ChemBase ID: 136815
• Molecular Formular: C6H10O2Si
• Molecular Mass: 142.2279
• Monoisotopic Mass: 142.04500609
• SMILES: C[Si](C)(C)OC(=O)C#C
• Canonical SMILES: C#CC(=O)O[Si](C)(C)C
• InChI: InChI=1S/C6H10O2Si/c1-5-6(7)8-9(2,3)4/h1H,2-4H3
• InChIKey: LCNWHVJMIOOGTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethylsilyl prop-2-ynoate
• IUPAC Traditional name: trimethylsilyl prop-2-ynoate
• Synonyms: Trimethylsilyl acetylenecarboxylate; Trimethylsilyl propiolate; 三甲基硅基丙炔酸酯

Database IDs

• CAS Number: 19232-22-5
• MDL Number: MFCD00156494
• Beilstein Number: 2237544
• PubChem SID: 162231083; 24866284
• PubChem CID: 5156487

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.4317
• LogD (pH = 7.4): 2.4317
• Log P: 2.4317
• Molar Refractivity: 32.1967 cm^3
• Polarizability: 14.40756 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 70-75 °C(lit.)
• Flash Point: 20 °C; 68 °F
• Density: 0.925 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.416; n20/D 1.416(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-34
• Safety Statements: 16-26-33-36/37/39-45
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H314
• GHS Precautionary statements: P210-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 97%
• Grade: purum
• Linear Formula: HC≡CCO2Si(CH3)3

DETAILS

Sigma Aldrich - 81867

Caution
may discolor to yellow on storage
Other Notes
Versatile building block; e.g. for cycloaddition reactions1; This TMS ester will be an interesting alternative for other esters in conjugate addition reactions and reactions of the C-3 carbanion