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413364

3-(Triethoxysilyl)propyl isocyanate

95%

Synonym(s):

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

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$67.70

100 ML

$173.00

500 ML

$580.00

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About This Item

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

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InChI key

FRGPKMWIYVTFIQ-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

95%

form

liquid

refractive index

n20/D 1.42 (lit.)

bp

283 °C (lit.)

density

0.999 g/mL at 25 °C (lit.)

functional group

amine, isocyanate

Quality Level

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This Item
58035699713446955
assay

95%

assay

≥95.0% (GC)

assay

≥95%

assay

95%

density

0.999 g/mL at 25 °C (lit.)

density

1.482 g/mL at 20 °C (lit.)

density

0.88 g/mL at 25 °C (lit.)

density

0.963 g/mL at 25 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

refractive index

n20/D 1.42 (lit.)

refractive index

n20/D 1.473 (lit.)

refractive index

n20/D 1.4 (lit.)

refractive index

n20/D 1.405 (lit.)

bp

283 °C (lit.)

bp

-

bp

165 °C/400 mmHg (lit.), 190-191 °C (lit.)

bp

146-148 °C (lit.)

form

liquid

form

-

form

liquid

form

liquid

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).[1]
  • To convert 5-amino-1,10-phenanthroline into 5-(N,N-bis-3-(triethoxysilyl)propyl)-ureyl-1,10-phenanthroline, a hydrolysable sol–gel precursor.[2]
  • To synthesize ruthenium bipyridyl tethered porous organosilica(Ru-POS) for organo-photocatalysis.[3]
  • To synthesize nanoparticle-supported oxime palladacycle catalyst for Suzuki-Miyaura cross-coupling reaction.[4]

3-(triethoxysilyl)propyl isocyanate (TEPI) was used as a spacer reagent to prepare cellulose based chiral stationary phases (CSPs). [5] TEPI may be used to modify 2-hydroxynicotinic acid to prepare luminescent hybrid materials.[6]2 Luminescent inorganic-organic hybrid materials were prepared by grafting the isocynate with the ortho aminobenzoic acid derivative. [7] TEPI may also be used to prepare 5-(N,N-bis-3-(triethoxysilyl)propyl)ureyl-1,10- phenanthroline (phen-Si).[8]

signalword

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

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

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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)
Novel luminescent molecular-based hybrid organic?inorganic terbium complex covalently bonded materials via sol?gel process
Inorganic Chemistry, 7(6), 747-750 (2001)
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)
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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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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