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413364

Sigma-Aldrich

3-(Triethoxysilyl)propyl isocyanate

95%

Synonym(s):

Triethoxy(3-isocyanatopropyl)silane, (3-Isocyanatopropyl)triethoxysilane

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About This Item

Linear Formula:
(C2H5O)3Si(CH2)3NCO
CAS Number:
24801-88-5
Molecular Weight:
247.36
Beilstein:
4404652
EC Number:
246-467-6
MDL number:
MFCD00051459
UNSPSC Code:
12352103
PubChem Substance ID:
24865861
NACRES:
NA.22

Quality Level

200

Assay

95%

form

liquid

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).

Signal Word

Danger

Hazard Classifications

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

413364-500ML:
413364-25ML:
413364-VAR:
413364-BULK:
413364-100ML:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0138
BCCF4398
MKCN3392
MKCK6545
BCBZ6236

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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)
Designing a family of luminescent hybrid materials by 3-(triethoxysilyl)-propyl isocyanate grafted 2-hydroxynicotinic acid bridge molecules
Journal of Organometallic Chemistry, 691(17), 3567-3573 (2006)
Novel luminescent molecular-based hybrid organic?inorganic terbium complex covalently bonded materials via sol?gel process
Inorganic Chemistry, 7(6), 747-750 (2001)
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