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Sigma-Aldrich

(4-Chlorophenyl)triethoxysilane

97%

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Synonym(s):
1-Chloro-4-triethoxysilylbenzene
Linear Formula:
ClC6H4Si(OC2H5)3
CAS Number:
Molecular Weight:
274.82
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.474 (lit.)

bp

82-84 °C/0.07 mmHg (lit.)

density

1.069 g/mL at 25 °C (lit.)

SMILES string

CCO[Si](OCC)(OCC)c1ccc(Cl)cc1

InChI

1S/C12H19ClO3Si/c1-4-14-17(15-5-2,16-6-3)12-9-7-11(13)8-10-12/h7-10H,4-6H2,1-3H3

InChI key

AFILDYMJSTXBAR-UHFFFAOYSA-N

Application

(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.

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nickel-catalyzed Hiyama-type decarboxylative coupling of propiolic acids and organosilanes
Edwin Raja GC, et al.
The Journal of Organic Chemistry, 81(12), 5244-5249 (2016)
Synthesis of azobenzene substituted tripod-shaped bi (p-phenylene) s. Adsorption on gold and CdS quantum-dots surfaces
Hierrezuelo J, et al.
Tetrahedron, 69(16), 3465-3474 (2013)
Palladium-Catalyzed Hiyama Cross-Couplings of Arylsilanes with 3-Iodoazetidine: Synthesis of 3-Arylazetidines
Liu Z, et al.
The Journal of Organic Chemistry, 84(19), 12358-12365 (2019)
Tuning zinc oxide/organic energy level alignment using mixed triethoxysilane monolayers
Brenner TM, et al.
Journal of Material Chemistry C, 1(37), 5935-5943 (2013)
Denmark, S. E.; Ober, M. H.
Aldrichimica Acta, 36, 75-75 (2003)

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