413364

Sigma-Aldrich

3-(Triethoxysilyl)propyl isocyanate

95%

Synonym(s):
(3-Isocyanatopropyl)triethoxysilane, Triethoxy(3-isocyanatopropyl)silane
Linear Formula:
(C2H5O)3Si(CH2)3NCO
CAS Number:
Molecular Weight:
247.36
Beilstein/REAXYS Number:
4404652
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

95%

refractive index

n20/D 1.42 (lit.)

bp

283 °C (lit.)

density

0.999 g/mL at 25 °C (lit.)

SMILES string

CCO[Si](CCCN=C=O)(OCC)OCC

InChI

1S/C10H21NO4Si/c1-4-13-16(14-5-2,15-6-3)9-7-8-11-10-12/h4-9H2,1-3H3

InChI key

FRGPKMWIYVTFIQ-UHFFFAOYSA-N

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Application

3-(Triethoxysilyl)propyl isocyanate can be used:
  • As a bifunctional reagent (isocyanate and ethoxysilyl groups) for the immobilization of cellulose derivatives onto silica matrix to generate bonded type of chiral stationary phases (CSPs).
  • To convert 5-amino-1,10-phenanthroline into 5-(N,N-bis-3-(triethoxysilyl)propyl)-ureyl-1,10-phenanthroline, a hydrolysable sol–gel precursor.
  • To synthesize ruthenium bipyridyl tethered porous organosilica(Ru-POS) for organo-photocatalysis.
  • To synthesize nanoparticle-supported oxime palladacycle catalyst for Suzuki-Miyaura cross-coupling reaction.

3-(triethoxysilyl)propyl isocyanate (TEPI) was used as a spacer reagent to prepare cellulose based chiral stationary phases (CSPs). TEPI may be used to modify 2-hydroxynicotinic acid to prepare luminescent hybrid materials.2 Luminescent inorganic-organic hybrid materials were prepared by grafting the isocynate with the ortho aminobenzoic acid derivative. TEPI may also be used to prepare 5-(N,N-bis-3-(triethoxysilyl)propyl)ureyl-1,10- phenanthroline (phen-Si).

Packaging

25, 100 mL in glass bottle

Signal Word

Danger

hazcat

Acute Tox. 1 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

storage_class_code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK Germany

WGK 3

Flash Point(F)

223.7 °F - closed cup

Flash Point(C)

106.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Synthesis of covalently bonded cellulose derivative chiral stationary phases with a bifunctional reagent of 3-(triethoxysilyl) propyl isocyanate.
Chen X, et al.
Journal of Chromatography A, 1010(2), 185-194 (2003)
A luminescent tris (2-thenoyltrifluoroacetonato) europium (III) complex covalently linked to a 1, 10-phenanthroline-functionalised sol?gel glass.
Journal of Materials Chemistry, 14(2), 191-195 (2004)
Ruthenium bipyridyl tethered porous organosilica: a versatile, durable and reusable heterogeneous photocatalyst.
Jana A, et al.
Chemical Communications (Cambridge, England), 51(53), 10746-10749 (2015)
Synthesis of covalently bonded cellulose derivative chiral stationary phases with a bifunctional reagent of 3-(triethoxysilyl) propyl isocyanate
Journal of Chromatography A, 1010(2), 185-194 (2003)
Magnetic nanoparticles supported oxime palladacycle as a highly efficient and separable catalyst for room temperature Suzuki?Miyaura coupling reaction in aqueous media.
Gholinejad M, et al.
Royal Society of Chemistry Advances, 5(61), 49568-49576 (2015)

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