(4-Chlorophenyl)triethoxysilane

Base Information

• Chemical Name: (4-Chlorophenyl)triethoxysilane
• CAS No.: 21700-74-3
• Molecular Formula: C12H19ClO3Si
• Molecular Weight: 274.82
• Hs Code.: 2931900090
• European Community (EC) Number: 244-533-9
• UNII: B8R3BWS4R7
• DSSTox Substance ID: DTXSID7066726
• Nikkaji Number: J225.419K
• Wikidata: Q81993307
• Mol file: 21700-74-3.mol

Synonyms:(4-Chlorophenyl)triethoxysilane;21700-74-3;CHLOROPHENYLTRIETHOXYSILANE;(4-chlorophenyl)-triethoxysilane;Silane, (4-chlorophenyl)triethoxy-;4-chlorophenyltriethoxysilane;B8R3BWS4R7;Benzene, 1-chloro-4-(triethoxysilyl)-;p-chlorophenyltriethoxysilane;1-Chloro-4-triethoxysilylbenzene;UNII-B8R3BWS4R7;4-chlorophenyl triethoxysilane;SCHEMBL2294758;DTXSID7066726;EINECS 244-533-9;(4-Chlorophenyl)(triethoxy)silane #;MFCD00053217;(4-Chlorophenyl)triethoxysilane, 97%;(P-CHLOROPHENYL)TRIETHOXYSILANE;AKOS015913539;TRIETHOXY(P-CHLOROPHENYL)SILANE;TRIETHOXY(4-CHLOROPHENYL)SILANE;AS-82711;SILANE, (P-CHLOROPHENYL)TRIETHOXY-;CS-0449947;D97859;J-014243;ETHYL1-METHYLBICYCLO[2.2.2]OCTANE-2-CARBOXYLATE

Chemical Property of (4-Chlorophenyl)triethoxysilane

Chemical Property:

• Vapor Pressure: 0.0101mmHg at 25°C
• Melting Point: <0°C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 180.8 °C at 760 mmHg
• Flash Point: 90.6 °C
• PSA: 27.69000
• Density: 1.08 g/cm³
• LogP: 2.59540
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 274.0791987
• Heavy Atom Count: 17
• Complexity: 191

Purity/Quality:

99.5% ^*data from raw suppliers

(4-Chlorophenyl)triethoxysilane 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCO[Si](C1=CC=C(C=C1)Cl)(OCC)OCC
• Uses: (4-Chlorophenyl)triethoxysilane can be used:To facilitate the connection between dipolar mixed monolayers and?zinc oxide in photovoltaic devices.As a substrate in the Ni-catalyzed decarboxylative coupling with alkynyl carboxylic acids to yield substituted diarylalkynes.As a substrate in the Hiyama cross-coupling reactions with 3-iodoazetidines to yield substituted 3-arylazetidines.As an intermediate in the synthesis of tripod-shaped oligo(p-phenylene)s, which are used in the surface immobilization of gold and CdS quantum dots for sensor applications.

Technology Process of (4-Chlorophenyl)triethoxysilane

There total 6 articles about (4-Chlorophenyl)triethoxysilane 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%

1-Chloro-4-iodobenzene (637-87-6) + Triethoxysilane (998-30-1) → (p-chlorophenyl)triethoxysilane (21700-74-3) + chlorobenzene (108-90-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; johnphos; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 12h;

DOI:10.1021/jo010621q

Reference yield: 71.0%

Triethoxysilane (998-30-1) + 4-chlorophenyl trifluoromethanesulfonate (29540-84-9) → (p-chlorophenyl)triethoxysilane (21700-74-3) + chlorobenzene (108-90-7)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; triethylamine; acetylacetonato(1,5-cyclooctadiene)rhodium(I); In N,N-dimethyl-formamide; at 100 ℃; for 16h;

DOI:10.1016/j.tet.2007.02.103

Reference yield: 35.0%

para-dichlorobenzene (106-46-7,84348-21-0) + ethanol (64-17-5) → (p-chlorophenyl)triethoxysilane (21700-74-3)

Guidance literature:

para-dichlorobenzene; With tetrachlorosilane; magnesium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

ethanol; With pyridine; In cyclohexane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2013.02.054

upstream raw materials:

1-Chloro-4-iodobenzene

Triethoxysilane

bromochlorobenzene

tetraethoxy orthosilicate

Downstream raw materials:

1-(4-chlorophenyl)silatrane

4'-chlorobiphenyl-4-carbaldehyde

1-(4-chlorophenyl)-2-nitro-1-phenylethane

4-chloro-4'-methylbiphenyl

Refernces

• 1、 Hierrezuelo, Jesús,Rico, Rodrigo,Valpuesta, María,Díaz, Amelia,López-Romero, J. Manuel,Rutkis, Martins,Kreigberga, Jana,Kampars, Valdis,Algarra, Manuel. "Synthesis of azobenzene substituted tripod-shaped bi(p-phenylene)s. Adsorption on gold and CdS quantum-dots surfaces". . p. 3465 - 3474. Retrieved 2013/04/24.
• 2、 Murata, Miki,Yamasaki, Hiyoruki,Ueta, Tsukasa,Nagata, Masayuki,Ishikura, Masanori,Watanabe, Shinji,Masuda, Yuzuru. "Synthesis of aryltriethoxysilanes via rhodium(I)-catalyzed cross-coupling of aryl electrophiles with triethoxysilane". . p. 4087 - 4094. Retrieved 2008/01/03.