N-[3-(TRIMETHOXYSILYL)PROPYL]ANILINE Chemical Properties

Melting point:

<0°C

Boiling point:

310 °C(lit.)

Density 

1.07 g/mL at 25 °C(lit.)

vapor pressure 

0-0.042Pa at 25℃

refractive index 

n20/D 1.506(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C, protect from light

form 

liquid

pka

5.02±0.50(Predicted)

Specific Gravity

1.07

color 

Colorless to Light yellow to Light orange

Water Solubility 

993-1000000mg/L at 20℃

Hydrolytic Sensitivity

7: reacts slowly with moisture/water

Sensitive 

Moisture Sensitive

BRN 

8620045

LogP

-0.6-2.5

CAS DataBase Reference

3068-76-6(CAS DataBase Reference)

EPA Substance Registry System

N-[3-(Trimethoxysilyl)propyl]aniline (3068-76-6)

Safety Information

Hazard Codes 

C

Risk Statements 

34-40-48/20/21/22-52/53-68-43

Safety Statements 

26-36/37/39-45-35

RIDADR 

UN 3267 8/PG 2

WGK Germany 

1

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29319090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

N-[3-(TRIMETHOXYSILYL)PROPYL]ANILINE Usage And Synthesis

Chemical Properties

Yellowish clear liquid

Uses

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.

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.

Synthesis

General procedure for the synthesis of N-phenyl-3-aminopropyltrimethoxysilane from aniline and 3-chloropropyltrimethoxysilane: 186 g of aniline and 182 g of polyaniline were added to the reactor. Subsequently, 198.7 g of 3-chloropropyltrimethoxysilane was added slowly and continuously dropwise to the reactor. During the reaction, the reaction temperature was maintained at 160 °C and the reaction was continuously stirred for 2 hours. After completion of the reaction, the reaction conditions were continued for 3 hours to ensure complete reaction. At the end of the reaction, the reaction mixture was separated by filtration to afford 229.8 g of N-phenyl-3-aminopropyltrimethoxysilane in 90.1% yield and 94.2% selectivity. Subsequently, the solid phase product was neutralized with ammonia and washed repeatedly with deionized water until the pH of the filtrate reached 6-7. Finally, the product was dried under vacuum at 80 °C to ensure that the moisture content did not exceed 1%. The dried product can be recycled as an acid scavenger.

References

[1] Patent: CN105481890, 2016, A. Location in patent: Paragraph 0015
[2] Doklady Chemistry, 2000, vol. 375, # 1-3, p. 250 - 252

N-[3-(TRIMETHOXYSILYL)PROPYL]ANILINE(3068-76-6)Related Product Information

• Γ-chloropropyltrichlorosilane
• N-(3-(Trimethoxysilyl)propyl)butylamine
• 3-Methacryloxypropyltrimethoxysilane
• 3-Aminopropyl-methyl-diethoxysilane
• 3-(2-Aminoethylamino)propyl-dimethoxymethylsilane
• 1-[3-(Trimethoxysilyl)propyl]urea
• Trimethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]silane
• N-[3-(Trimethoxysilyl)propyl]ethylenediamine
• N-(Triethoxysilylpropyl)urea
• 3-Glycidoxypropyltrimethoxysilane
• (3-Glycidoxypropyl)methyldiethoxysilane
• (3-Glycidyloxypropyl)triethoxysilane
• 2-(3,4-Epoxycyclohexyl)ethyltriethoxysilane
• (3-chloropropyl)diethoxymethylsilane
• Trimethoxysilylpropanethiol
• γ-Piperazinylpropylmethyldimethoxysilane
• 3-Aminopropyltriethoxysilane
• 3-Chloropropyltrimethoxysilane