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Sigma-Aldrich

N-[3-(Trimethoxysilyl)propyl]aniline

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Synonym(s):
Trimethoxy[3-(phenylamino)propyl]silane, (3-Anilinopropyl)trimethoxysilane, N-[3-(Trimethoxysilyl)propyl]aniline, [3-(Phenylamino)propyl]trimethoxysilane
Linear Formula:
C6H5NH(CH2)3Si(OCH3)3
CAS Number:
3068-76-6
Molecular Weight:
255.39
Beilstein/REAXYS Number:
8620045
MDL number:
MFCD00053673
UNSPSC Code:
12352103
PubChem Substance ID:
24867624
NACRES:
NA.23

form

liquid

Quality Level

200

refractive index

n20/D 1.506 (lit.)

bp

310 °C (lit.)

density

1.07 g/mL at 25 °C (lit.)

SMILES string

CO[Si](CCCNc1ccccc1)(OC)OC

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

InChI key

KBJFYLLAMSZSOG-UHFFFAOYSA-N

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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

wgk_germany

WGK 2

flash_point_f

closed cup

flash_point_c

closed cup

Certificates of Analysis (COA)

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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)
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(2), 78-88 (2016)
Preparation and characterization of conductive chitosan-poly [N-(3-trimethoxysilylpropyl) aniline] hybrid submicrostructures.
Gomathi P, et al.
Macromolecular Research, 19(5), 442-442 (2011)
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