3-(trimethylsilyl)prop-2-yn-1-ol

• ChemBase ID: 151474
• Molecular Formular: C6H12OSi
• Molecular Mass: 128.24438
• Monoisotopic Mass: 128.06574154
• SMILES: C[Si](C)(C)C#CCO
• Canonical SMILES: OCC#C[Si](C)(C)C
• InChI: InChI=1S/C6H12OSi/c1-8(2,3)6-4-5-7/h7H,5H2,1-3H3
• InChIKey: ZVGCJDPEKKEYES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(trimethylsilyl)prop-2-yn-1-ol
• IUPAC Traditional name: 3-(trimethylsilyl)prop-2-yn-1-ol
• Synonyms: 3-(Trimethylsilyl)-2-propyn-1-ol; 3-(Trimethylsilyl)propargyl alcohol; 3-(三甲基硅基)-2-丙炔-1-醇; 3-(三甲基硅基)丙炔醇

Database IDs

• CAS Number: 5272-36-6
• EC Number: 226-094-5
• MDL Number: MFCD00002913
• Beilstein Number: 1902505
• PubChem SID: 162245627; 24889701; 24859133
• PubChem CID: 78930

CALCULATED PROPERTIES

• Acid pKa: 14.454174
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.5261
• LogD (pH = 7.4): 1.5260999
• Log P: 1.5261
• Molar Refractivity: 30.9058 cm^3
• Polarizability: 14.234823 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 170-172°C; 76 °C/11 mmHg(lit.)
• Flash Point: 152.6 °F; 66°C(150°F); 67 °C
• Density: 0.865; 0.865 g/mL at 25 °C(lit.)
• Refractive Index: 1.4510; n20/D 1.451; n20/D 1.451(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Toxic (T)
• UN Number: UN2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 25-36/37/38
• Safety Statements: 23-26-36/37-45
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H315-H319-H335-H227
• GHS Precautionary statements: P261-P280H-P305+P351+P338-P309-P310
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 98+%; 99%
• Grade: purum
• Linear Formula: (CH3)3SiC≡CCH2OH

DETAILS

Sigma Aldrich - 318558

Packaging
5 g in glass bottle

Sigma Aldrich - 92736

Other Notes
Reagent for silyl-propargylations via the sulfonate or the aldehyde1,2; Preparation of (E)- and (Z)-3-(trimethylsilyl)allyl alcohol3; Synthesis of 3-TMS-1,2-dienes (allenes)4

REFERENCES

• Reduction with Sodium bis(2-methoxyethoxy)aluminum hydride, A13292, gives stereoselectively (E)-3-TMS-2-propen-1-ol: Org. Synth. Coll., 7, 524 (1990). For titanocene dichloride-promoted hydromagnesiation reaction with isobutylmagnesium bromide, see: Org. Synth. Coll., 8, 507, (1993). See Bis(cyclopentadienyl)titanium dichloride, A11456.