(1E)-3-(trimethylsilyl)prop-1-en-1-ol

• ChemBase ID: 146689
• Molecular Formular: C6H14OSi
• Molecular Mass: 130.26026
• Monoisotopic Mass: 130.0813916
• SMILES: C[Si](C)(C)C/C=C/O
• Canonical SMILES: O/C=C/C[Si](C)(C)C
• InChI: InChI=1S/C6H14OSi/c1-8(2,3)6-4-5-7/h4-5,7H,6H2,1-3H3/b5-4+
• InChIKey: JKKTXDCTGMUFBS-SNAWJCMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E)-3-(trimethylsilyl)prop-1-en-1-ol
• IUPAC Traditional name: (1E)-3-(trimethylsilyl)prop-1-en-1-ol
• Synonyms: trans-(3-Hydroxy-2-propen-1-yl)trimethylsilane; trans-3-(Trimethylsilyl)-2-propen-1-ol; trans-3-(Trimethylsilyl)allyl alcohol; 反式-(3-羟基-2-丙烯-1-基)三甲基硅烷; 反式-3-(三甲基硅基)-2-丙烯-1-醇; 反式-3-(三甲基硅基)烯丙醇

Database IDs

• CAS Number: 59376-64-6
• MDL Number: MFCD00077889
• Beilstein Number: 1902497
• PubChem SID: 24889699; 162240881; 24863433
• PubChem CID: 71311233

CALCULATED PROPERTIES

• Acid pKa: 10.746926
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.4513977
• LogD (pH = 7.4): 2.4512048
• Log P: 2.4514
• Molar Refractivity: 33.386 cm^3
• Polarizability: 15.090553 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 166-168 °C(lit.)
• Flash Point: 136.4 °F; 58 °C
• Density: 0.848 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.444; n20/D 1.444(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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, 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: -20°C

Product Information

• Purity: ≥97.0% (GC); 96%
• Grade: purum
• Impurities: <3.5% 3-trimethylsilyl-1-propanol
• Shipped in: wet ice
• Linear Formula: (CH3)3SiCH=CHCH2OH

DETAILS

Sigma Aldrich - 376310

Packaging
1 g in glass bottle

Sigma Aldrich - 92734

Other Notes
Claisen rearrengement with enol ethers yields trimethylsilylated enones, interesting intermediates1