2-Propen-1-ol, 3-phenyl-1-(trimethylsilyl)-, (E)-

Base Information

• Chemical Name: 2-Propen-1-ol, 3-phenyl-1-(trimethylsilyl)-, (E)-
• CAS No.: 95606-82-9
• Molecular Formula: C12H18OSi
• Molecular Weight: 206.36
• DSSTox Substance ID: DTXSID501233126
• Mol file: 95606-82-9.mol

Synonyms:2-Propen-1-ol, 3-phenyl-1-(trimethylsilyl)-, (E)-;DTXSID501233126;95606-82-9

Chemical Property of 2-Propen-1-ol, 3-phenyl-1-(trimethylsilyl)-, (E)-

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 206.112691728
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)C(C=CC1=CC=CC=C1)O
• Isomeric SMILES: C[Si](C)(C)C(/C=C/C1=CC=CC=C1)O

Technology Process of 2-Propen-1-ol, 3-phenyl-1-(trimethylsilyl)-, (E)-

There total 4 articles about 2-Propen-1-ol, 3-phenyl-1-(trimethylsilyl)-, (E)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(E)-trimethyl(3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)silane → (E)-3-phenyl-1-(trimethylsilyl)prop-2-en-1-ol (95606-82-9)

Guidance literature:

With sodium perborate tetrahydrate; water; In tetrahydrofuran; at 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1039/d1cc01882e

Reference yield: 45.0%

(E)-3-phenylpropenal (14371-10-9) + lithium tetrakis(trimethylsilyl)aluminate (62465-40-1) → (E)-3-phenyl-1-(trimethylsilyl)prop-2-en-1-ol (95606-82-9)

Guidance literature:

DOI:10.1246/cl.1984.1803

Reference yield:

(E)-trimethyl(3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-en-1-yl)silane → (E)-3-phenyl-1-(trimethylsilyl)prop-2-en-1-ol (95606-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 16.5 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

2: sodium perborate tetrahydrate; water / tetrahydrofuran / 16 h / 20 °C / Schlenk technique; Inert atmosphere

With sodium perborate tetrahydrate; water; In tetrahydrofuran;

DOI:10.1039/d1cc01882e

upstream raw materials:

(E)-3-phenylpropenal

lithium tetrakis(trimethylsilyl)aluminate

(E)-(2-phenylethenyl)magnesium bromide

2,2-Dimethyl-2-silapropanal

Downstream raw materials:

Trimethyl-[(E)-3-phenyl-1-(tetrahydro-pyran-2-yloxy)-allyl]-silane

(E)-1-(4-Methoxy-phenyl)-4-phenyl-2-(tetrahydro-pyran-2-yloxy)-but-3-en-1-ol

(E)-1-(4-Methoxy-phenyl)-4-phenyl-2-(tetrahydro-pyran-2-yloxy)-but-3-en-1-ol