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Merck
CN

440809

N-[3-(Trimethoxysilyl)propyl]aniline

Synonym(s):

Trimethoxy[3-(phenylamino)propyl]silane, (3-Anilinopropyl)trimethoxysilane, N-[3-(Trimethoxysilyl)propyl]aniline, [3-(Phenylamino)propyl]trimethoxysilane

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About This Item

Linear Formula:
C6H5NH(CH2)3Si(OCH3)3
CAS Number:
3068-76-6
Molecular Weight:
255.39
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
24867624
MDL number:
MFCD00053673
Beilstein/REAXYS Number:
8620045

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InChI

1S/C12H21NO3Si/c1-14-17(15-2,16-3)11-7-10-13-12-8-5-4-6-9-12/h4-6,8-9,13H,7,10-11H2,1-3H3

SMILES string

CO[Si](CCCNc1ccccc1)(OC)OC

InChI key

KBJFYLLAMSZSOG-UHFFFAOYSA-N

form

liquid

Quality Level

200

bp

310 °C (lit.)

density

1.07 g/mL at 25 °C (lit.)

Related Categories

General description

N-(3-(Trimethoxysilyl)propyl)aniline (TMSPA) is an organoalkoxysilane derivative of polyaniline (PAN). TMSPA is a pH sensitive silica-polyaniline hybrid which is electroactive and electrochromic in nature. It is used as a silane coupling agent.
N-[3-(Trimethoxysilyl)propyl]aniline (TMSPA) is a silane based propylaniline that can be used as a conducting polymer (CP). It can modify the surface characteristics and exhibits hydrophobic properties. It also enhances the wettability, dispersion of nanomaterials and selective absorption.

Application

TMSPA is a monomer which can be polymerized to form poly(TMPSA). Poly(TMPSA) can be used to coat gold nanorods (AuNRs) to fabricate an electrode for the sensing of hydrogen peroxide.
TMSPA is used as a surface modifying agent that enhances the wettability, dispersion of silica which enhances the anti-degradation in natural rubber (NR). It can be used to functionalize gold nanorods (GNRs) through enzymatic polymerization which may be used for electrochemical detection of hydrogen peroxide (H2O2). It can also be used as an amine based solvent that forms a stable dispersion of single walled carbon nanotubes(SWCNT) after centrifugation.

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Danger

Hazard Classifications

Aquatic Chronic 3 - Carc. 2 - Eye Dam. 1 - Muta. 2 - Skin Corr. 1B - Skin Sens. 1 - STOT RE 1

target_organs

Blood

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9669
BCCM8920
BCCL3680
BCCG2406
BCCC8296

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Antidegradation and reinforcement effects of phenyltrimethoxysilane-or N-(3-(trimethoxysilyl) propyl) aniline-modified silica particles in natural rubber composites.
Tunlert A, et al.
Materials Chemistry and Physics, 173(20), 78-88 (2016)
Fabrication of horseradish peroxidase immobilized poly (N-[3-(trimethoxy silyl) propyl] aniline) gold nanorods film modified electrode and electrochemical hydrogen peroxide sensing.
Komathi S, et al.
Electrochimica Acta, 92(2), 71-78 (2013)
Fabrication of horseradish peroxidase immobilized poly (N-(3-(trimethoxy silyl) propyl) aniline) gold nanorods film modified electrode and electrochemical hydrogen peroxide sensing.
Komathi S, et al.
Electrochimica Acta, 92(20), 71-78 (2013)
Base-free photoredox/nickel dual-catalytic cross-coupling of ammonium alkylsilicates.
Jouffroy M, et al.
Journal of the American Chemical Society, 138(2), 475-478 (2015)
Hierarchically-ordered electroactive silica-polyaniline nanohybrid: A novel material with versatile properties.
Manian MK, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 48(20), 4537-4546 (2010)
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