Trimethyl(1-trimethylsilyloxyprop-1-enoxy)silane

Base Information

• Chemical Name: Trimethyl(1-trimethylsilyloxyprop-1-enoxy)silane
• CAS No.: 31469-22-4
• Molecular Formula: C9H22 O2 Si2
• Molecular Weight: 218.443
• DSSTox Substance ID: DTXSID20369949
• Nikkaji Number: J887.315A
• Mol file: 31469-22-4.mol

Synonyms:31469-22-4;trimethyl(1-trimethylsilyloxyprop-1-enoxy)silane;4-Ethylidene-2,2,6,6-tetramethyl-3,5-dioxa-2,6-disilaheptane;3,5-Dioxa-2,6-disilaheptane,4-ethylidene-2,2,6,6-tetramethyl-;1,1-bis-(Trimethylsilyloxy)-1-propene;1,1-BIS(TRIMETHYLSILYLOXY)-1-PROPENE;SCHEMBL5110324;DTXSID20369949;1,1-bis( trimethylsilyloxy )propene;1,1-Bis(trimethylsiloxy)-1-propene;AKOS025310548

Chemical Property of Trimethyl(1-trimethylsilyloxyprop-1-enoxy)silane

Chemical Property:

• Boiling Point: 60 °C (11 mmHg)
• Flash Point: 25 °C
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 218.11583301
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

98%Min ^*data from raw suppliers

1,1-Bis(trimethylsilyloxy)-1-propene 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-10
• Safety Statements: 37/39-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(O[Si](C)(C)C)O[Si](C)(C)C

Technology Process of Trimethyl(1-trimethylsilyloxyprop-1-enoxy)silane

There total 4 articles about Trimethyl(1-trimethylsilyloxyprop-1-enoxy)silane 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: 88.0%

chloro-trimethyl-silane (75-77-4) + propionic acid (802294-64-0,79-09-4) → 1,1-bis(trimethylsilyloxy)prop-1-ene (31469-22-4)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.1c00249

Reference yield: 62.0%

chloro-trimethyl-silane (75-77-4) + trimethylsilyl propionate (16844-98-7) → 1,1-bis(trimethylsilyloxy)prop-1-ene (31469-22-4)

Guidance literature:

trimethylsilyl propionate; With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h;

DOI:10.1016/j.tet.2007.01.026

Reference yield:

trimethylsilyl propionate (16844-98-7) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → 1,1-bis(trimethylsilyloxy)prop-1-ene (31469-22-4) + 2-(Trimethylsilyl)propansaeure-trimethylsilylester (65946-51-2)

Guidance literature:

With triethylamine; In diethyl ether; for 4h; Yield given. Yields of byproduct given; Ambient temperature;

upstream raw materials:

chloro-trimethyl-silane

trimethylsilyl propionate

propionic acid

trimethylsilyl trifluoromethanesulfonate

Downstream raw materials:

2-Methyl-5-oxo-3-phenyl-pentanoic acid methyl ester

(E)-2-Methyl-5-phenyl-3-(toluene-4-sulfonylamino)-pent-4-enoic acid methyl ester

N,N,O-Tris-(trimethylsilyl)-β-aminoisobuttersaeure

3-Methyl-4-phenylsulfanyl-dihydro-furan-2-one