3-(((Trimethylsilyl)oxy)methylene)dihydro-2(3H)-furanone

Base Information

• Chemical Name: 3-(((Trimethylsilyl)oxy)methylene)dihydro-2(3H)-furanone
• CAS No.: 76881-13-5
• Molecular Formula: C8H14O3Si
• Molecular Weight: 186.283
• NSC Number: 303719
• Mol file: 76881-13-5.mol

Synonyms:NSC303719;NSC 303719;3-(((Trimethylsilyl)oxy)methylene)dihydro-2(3H)-furanone;76881-13-5;NSC-303719;(3Z)-3-(trimethylsilyloxymethylene)tetrahydrofuran-2-one;(3H)-Furanone, {dihydro-3-[[(trimethylsilyl)oxy]methylene]-};(3H)-Furanone, dihydro-3-[[(trimethylsilyl)oxy]methylene]-;2(3H)-Furanone, dihydro-3-[[(trimethylsilyl)oxy]methylene]-;2(3H)-Furanone, {dihydro-3-[[(trimethylsilyl)oxy]methylene]-}

Chemical Property of 3-(((Trimethylsilyl)oxy)methylene)dihydro-2(3H)-furanone

Chemical Property:

• Vapor Pressure: 0.0759mmHg at 25°C
• Boiling Point: 227.8°C at 760 mmHg
• Flash Point: 76.2°C
• Density: 1.104g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.07122084
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC=C1CCOC1=O
• Isomeric SMILES: C[Si](C)(C)O/C=C\1/CCOC1=O

Technology Process of 3-(((Trimethylsilyl)oxy)methylene)dihydro-2(3H)-furanone

There total 1 articles about 3-(((Trimethylsilyl)oxy)methylene)dihydro-2(3H)-furanone 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: 79.0%

chloro-trimethyl-silane (75-77-4) + sodium salt of 3-(hydroxymethylene)dihydro-2(3H)-furanone (51270-64-5) → dihydro-3-<<(trimethylsilyl)oxy>methylene>-2(3H)-furanone (76881-13-5)

Guidance literature:

In diethyl ether; at -78 - 20 ℃; for 3h;

DOI:10.1021/jm00136a019

Reference yield:

dihydro-3-<<(trimethylsilyl)oxy>methylene>-2(3H)-furanone (76881-13-5) → α-methylene-γ-butyrolactone (547-65-9)

Guidance literature:

Multi-step reaction with 2 steps

2: NaBH₄ / -70 °C

With sodium tetrahydroborate;

DOI:10.1080/10426509608046285

upstream raw materials:

chloro-trimethyl-silane

sodium salt of 3-(hydroxymethylene)dihydro-2(3H)-furanone

Downstream raw materials:

α-methylene-γ-butyrolactone