(1-Ethoxycyclopropoxy)trimethylsilane

Base Information

• Chemical Name: (1-Ethoxycyclopropoxy)trimethylsilane
• CAS No.: 27374-25-0
• Molecular Formula: C8H18O2Si
• Molecular Weight: 174.315
• Hs Code.: 29319090
• European Community (EC) Number: 629-502-3
• DSSTox Substance ID: DTXSID90370446
• Nikkaji Number: J247.592H
• Wikidata: Q72471479
• Mol file: 27374-25-0.mol

Synonyms:(1-Ethoxycyclopropoxy)trimethylsilane;27374-25-0;(1-ethoxycyclopropyl)oxy-trimethylsilane;Cyclopropanone ethyl trimethylsilyl acetal;Silane, [(1-ethoxycyclopropyl)oxy]trimethyl-;[(1-ethoxycyclopropyl)oxy]trimethylsilane;[(1-ethoxycyclopropyl)-oxy]trimethylsilane;((1-ethoxycyclopropyl)oxy)trimethylsilan;[(1-ethoxycyclopropyl)oxy]trimethylsilan;((1-ethoxycyclopropyl)oxy)trimethylsilane;MFCD00074986;(1-ethoxycyclopropyloxy)trimethylsilane;1-Ethoxy-1-trimethylsiloxylcyclopropane;SCHEMBL50780;AMY1262;DTXSID90370446;1-ethoxycyclopropoxytrimethylsilane;BZMMRNKDONDVIB-UHFFFAOYSA-N;(1-ethoxycyclopropoxy)trimethysilane;(1-ethoxy-cyclopropoxy)trimethylsilane;(1-ethoxycyclo-propoxy)trimethylsilane;(1-ethoxycyclopropoxy) trimethylsilane;(1-ethoxycyclopropoxy)-trimethylsilane;(1-ethoxycyclopropoxy)tri methylsilane;(1-ethoxycyclopropoxy)trimethyl-silane;(1-ethoxycyclopropyl)oxytrimethylsilane;AKOS015950724;1-Ethoxycyclopropyl-oxy-trimethylsilane;PB48759;(1-ethoxy-cyclo-propoxy)trimethylsilane;(1-Ethoxy-cyclopropoxy)-trimethylsilane;(1-ethoxycyclopropoxy)-trimethyl-silane;(1-ethoxycyclopropyl)oxyltrimethylsilane;(1-ethoxycyclopropyloxy)-trimethylsilane;1-ethoxy-1-trimethylsilyloxycyclopropane;(1-ethoxy-cyclopropoxy)-trimethyl-silane;AS-33341;Trimethyl[(1-ethoxycyclopropyl)oxy]silane;(1-ethoxy-cyclo propoxy)-trimethyl-silane;(1-ethoxy-cyclopropoxy) -trimethyl-silane;(1-Ethoxy-cyclopropyloxy)-trimethyl-silane;[(1-Ethoxy-cyclopropyl)oxy]trimethylsilane;[(1-ethoxycyclopropyl)oxy] trimethylsilane;[(1-Ethoxycyclopropyl)oxy]-trimethylsilane;[(1-ethoxycyclopropyl)oxy]trimethyl silane;1-[(ethyoxycyclopropyl)oxy]trimethylsilane;1-ethoxy-1-(trimethylsilyl)oxycyclopropane;1-ethoxy-1-(trimethylsilyloxy)cyclopropane;1[(1-ethoxycyclopropyl)oxy]trimethylsilane;((1-ethyoxycyclopropyl)oxy)-trimethylsilane;(1-ethoxy-1-cyclopropyloxy)-trimethylsilane;(1-Ethoxycyclopropoxy)trimethylsilane, 99%;[(1-ethoxycyclopropyl) oxy]-trimethylsilane;[(1-ethoxycyclopropyl)oxy](trimethyl)silane;BB 0262933;CS-0006210;FT-0605372;[(1-ethoxy cyclopropyl)oxy](trimethyl)silane;[(1-ethoxy-1-cyclopropyl)oxy]trimethylsilane;[(1-ethoxycyclo-propyl)oxy](trimethyl)silane;1-ETHOXY-1-TRIMETHYLSILOXYCYCLOPROPANE;EN300-95735;[(1-ethoxy-1-cyclopropyl)oxy]-trimethylsilane;1-ethoxy-1-[(trimethylsilyl)oxy]-cyclopropane;{[1-(ethyloxy)cyclopropyl]oxy}(trimethyl)silane;J-500170

Chemical Property of (1-Ethoxycyclopropoxy)trimethylsilane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 5.25mmHg at 25°C
• Refractive Index: n20/D 1.407(lit.)
• Boiling Point: 148.9 °C at 760 mmHg
• Flash Point: 26.1 °C
• PSA: 18.46000
• Density: 0.91 g/cm³
• LogP: 2.36450
• Storage Temp.: Flammables area
• Solubility.: insol H2O.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 174.107606347
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99.9% ^*data from raw suppliers

(1-Ethoxycyclopropoxy)trimethylsilane ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1(CC1)O[Si](C)(C)C
• Physical properties: bp 50–53 °C/22 mmHg.
• Uses: The 1-Ethoxy-1-(trimethylsilyloxy)cyclopropane can be used as preparation of 3-metallopropionates; metal homoenolate precursor; γ-hydroxy esters; cyclopentenones; 3-aminopropionates; cyclopropylamine formation; 1-aminocyclopropanecarboxylic acids and 1-aminocyclopropanephosphonic acids; β- and γ-amino acids. The 1-Ethoxy-1-(trimethylsilyloxy)cyclopropane is widely used in various reactions. Cyclization of optically pure β-halo esters gives cyclopropanone acetals enantiomerically pure at C-2 and a 1:1 diastereomeric mixture at C-1. Use of Cyclopropanone Hemiacetals. Heating cyclopropanone hemiacetal at 100°Cin an aqueous buffer provides the cyclopropanone hydrate. It also serves as a source of homoenolate radical species with a catalytic amount of AgNO3. (1-Ethoxycyclopropoxy)trimethylsilane was used in the preparation of N-(1′-alkoxy)cyclopropyl-2-haloanilines.

Technology Process of (1-Ethoxycyclopropoxy)trimethylsilane

There total 4 articles about (1-Ethoxycyclopropoxy)trimethylsilane 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: 75.0%

trimethylsilyl cyanide (7677-24-9) + Cyclopropanone Ethyl Hemiketal Magnesium Iodide (74592-24-8) → [(1-Ethoxycyclopropyl)oxy]trimethylsilane (27374-25-0) + 1-ethoxy-1-cyclopropanol (13837-45-1)

Guidance literature:

With zinc(II) iodide; In diethyl ether; for 48h; Heating;

DOI:10.1021/jo01309a012

Reference yield: 69.0%

chloro-trimethyl-silane (75-77-4) + ethyl 3-chloropropanoate (623-71-2) → [(1-Ethoxycyclopropyl)oxy]trimethylsilane (27374-25-0)

Guidance literature:

With sodium; In diethyl ether; Heating;

DOI:10.1021/ol0058691

Reference yield:

trimethylsilyl cyanide (7677-24-9) + 1-ethoxy-1-cyclopropanol (13837-45-1) → [(1-Ethoxycyclopropyl)oxy]trimethylsilane (27374-25-0)

Guidance literature:

With zinc(II) iodide; In diethyl ether; for 48h; Heating;

DOI:10.1021/jo01309a012

upstream raw materials:

chloro-trimethyl-silane

ethyl 3-chloropropanoate

trimethylsilyl cyanide

1-ethoxy-1-cyclopropanol

Downstream raw materials:

(E)-4-Hydroxy-6-phenyl-hex-5-enoic acid ethyl ester

N-benzylpropanamide

1-(benzylamino)-1-methoxycyclopropane

1-(benzylamino)cyclopropanecarbonitrile

Refernces

• 1、 Romanov-Michailidis, Fedor,Guénée, Laure,Alexakis, Alexandre. "Enantioselective organocatalytic fluorination-induced Wagner-Meerwein rearrangement". supporting information. p. 9266 - 9270. Retrieved 2013/09/12.
• 2、 Wender, Paul A.,Dyckman, Alaric J.,Husfeld, Craig O.,Scanio, Marc J. C.. "A New and Practical Five-Carbon Component for Metal-Catalyzed [5 + 2] Cycloadditions: Preparative Scale Syntheses of Substituted Cycloheptenones". . p. 1609 - 1611. Retrieved 2007/10/03.