Skip to Content
Merck
All Photos(1)

Key Documents

597910

Sigma-Aldrich

(4-Chlorophenyl)triethoxysilane

97%

Synonym(s):

1-Chloro-4-triethoxysilylbenzene

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
ClC6H4Si(OC2H5)3
CAS Number:
Molecular Weight:
274.82
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

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.)

functional group

chloro

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>230.0 °F - closed cup

Flash Point(C)

> 110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Denmark, S. E.; Ober, M. H.
Aldrichimica Acta, 36, 75-75 (2003)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service