Cyclopropanemethanol, 1-ethoxy-alpha-[(trimethylsilyl)ethynyl]- (9CI)

Base Information

• Chemical Name: Cyclopropanemethanol, 1-ethoxy-alpha-[(trimethylsilyl)ethynyl]- (9CI)
• CAS No.: 157022-44-1
• Molecular Formula: C₁₁H₂₀O₂Si
• Molecular Weight: 212.364
• Mol file: 157022-44-1.mol

Synonyms:Cyclopropanemethanol,1-ethoxy-a-[(trimethylsilyl)ethynyl]- (9CI)

Chemical Property of Cyclopropanemethanol, 1-ethoxy-alpha-[(trimethylsilyl)ethynyl]- (9CI)

Chemical Property:

• Boiling Point: 265.8±10.0 °C(Predicted)
• PKA: 13?+-.0.20(Predicted)
• PSA: 29.46000
• Density: 0.98±0.1 g/cm3(Predicted)
• LogP: 1.79720

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopropanemethanol, 1-ethoxy-alpha-[(trimethylsilyl)ethynyl]- (9CI)

There total 2 articles about Cyclopropanemethanol, 1-ethoxy-alpha-[(trimethylsilyl)ethynyl]- (9CI) 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:

3-trimethylsilyl-2-propyn-1-ol (5272-36-6) → 1-ethoxy-1-(1'-hydroxy-3'-trimethylsilyl-2-propynyl)cyclopropane (157022-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / pyridinium chlorochromate / CH₂Cl₂ / 5.5 h / Ambient temperature

2: 1.) t-BuLi / 1.) Et₂O, pentane, -78 deg C, 2.) Et₂O, pentane, -78 deg C

With tert.-butyl lithium; pyridinium chlorochromate; In dichloromethane;

DOI:10.1021/ja00093a009

Reference yield:

3-(trimethylsilyl)prop-2-yn-1-al (2975-46-4) + 1-bromo-1-ethoxy-cyclopropane (95631-62-2) → 1-ethoxy-1-(1'-hydroxy-3'-trimethylsilyl-2-propynyl)cyclopropane (157022-44-1)

Guidance literature:

With tert.-butyl lithium; Multistep reaction; 1.) Et₂O, pentane, -78 deg C, 2.) Et₂O, pentane, -78 deg C;

DOI:10.1021/ja00093a009

upstream raw materials:

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

1-bromo-1-ethoxy-cyclopropane

3-trimethylsilyl-2-propyn-1-ol

Refernces