PHENYLACETOXYTRIMETHYLSILANE

Base Information

• Chemical Name: PHENYLACETOXYTRIMETHYLSILANE
• CAS No.: 2078-18-4
• Molecular Formula: C11H16O2Si
• Molecular Weight: 208.332
• Hs Code.: 2931900090
• Mol file: 2078-18-4.mol

Synonyms:Phenylacetoxytrimethylsilane;Trimethylsilyl phenylacetate;Silanol, trimethyl-,phenylacetate (8CI);Aceticacid, phenyl-, trimethylsilyl ester (7CI,8CI);Acetic acid, phenyl-, trimethylsilyl ester;

Chemical Property of PHENYLACETOXYTRIMETHYLSILANE

Chemical Property:

• Vapor Pressure: 0.0459mmHg at 25°C
• Refractive Index: n20/D 1.478(lit.)
• Boiling Point: 237 °C at 760 mmHg
• Flash Point: 80.8 °C
• PSA: 26.30000
• Density: 0.987 g/cm³
• LogP: 2.60720

Purity/Quality:

99.5% ^*data from raw suppliers

Phenylacetoxytrimethylsilane 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

Technology Process of PHENYLACETOXYTRIMETHYLSILANE

There total 7 articles about PHENYLACETOXYTRIMETHYLSILANE 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: 98.0%

phenylacetic acid (103-82-2) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → trimethylsilyl 2-phenylacetate (2078-18-4)

Guidance literature:

In neat (no solvent); at 20 ℃; for 72h; Green chemistry;

DOI:10.1016/j.tet.2016.08.003

Reference yield: 92.0%

phenylacetic acid (103-82-2) + chloro-trimethyl-silane (75-77-4) → trimethylsilyl 2-phenylacetate (2078-18-4)

Guidance literature:

phenylacetic acid; With pyridine; In tetrahydrofuran; at 0 ℃; for 0.5h;

chloro-trimethyl-silane; With 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.tet.2007.01.026

Reference yield:

2-phenylethanol (60-12-8) → trimethylsilyl 2-phenylacetate (2078-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: [bis(acetoxy)iodo]benzene; Fe(TAML)Li; diphenylether; water / acetone / 1 h / 25 °C / Green chemistry

2: 25 °C

With diphenylether; Fe(TAML)Li; [bis(acetoxy)iodo]benzene; water; In acetone;

DOI:10.1002/ejoc.201301093

upstream raw materials:

phenylacetic acid

chloro-trimethyl-silane

(E)-(1-methoxyprop-1-enyloxy)trimethylsilane

N,O-Bis(trimethylsilyl)trifluoroacetamide

Downstream raw materials:

2-phenylacetyl isothiocyanate

2-phenyl-1,1-bis(trimethylsilyloxy)ethene

phenylacetic acid

phenylacetaldehyde

Refernces

• 1、 Napoly, Francois,Jean-Gerard, Ludivine,Goux-Henry, Catherine,Draye, Micheline,Andrioletti, Bruno. "Fe(TAML)Li/(diacetoxyiodo)benzene-mediated oxidation of alcohols: Evidence for mild and selective C-O and C-C oxidative cleavage in lignin model transformations". supporting information. p. 781 - 787. Retrieved 2014/03/21.
• 2、 Rotzoll, Sven,Ullah, Ehsan,G?rls, Helmar,Fischer, Christine,Langer, Peter. "One-pot synthesis of 3-hydroxymaleic anhydrides by cyclization of 1,1-bis(trimethylsilyloxy)ketene acetals with oxalyl chloride". . p. 2647 - 2656. Retrieved 2007/10/03.