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4-Aminothiophenol

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4-Aminothiophenol Basic information

Product Name:
4-Aminothiophenol
Synonyms:
  • 4-AMINOBENZENETHIOL
  • 4-AMINOPHENYL MERCAPTAN
  • 4-Aminobenzenethiol, 4-Aminophenyl mercaptan, 4-Mercaptoaniline
  • p-Aminophenylthiol
  • 4-Aminothiopheno
  • 4-Aminothiophenol ,98%
  • 4-AMINOTHIOPHENOL TECH.
  • 4-Aminothiophenol,4-Aminobenzenethiol, 4-Aminophenyl mercaptan, 4-Mercaptoaniline
CAS:
1193-02-8
MF:
C6H7NS
MW:
125.19
EINECS:
214-763-4
Product Categories:
  • Phenoles and thiophenoles
  • Miscellaneous
  • Sulphur Derivatives
  • Phenol&Thiophenol&Mercaptan
Mol File:
1193-02-8.mol
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4-Aminothiophenol Chemical Properties

Melting point:
37-42 °C(lit.)
Boiling point:
140-145 °C16 mm Hg(lit.)
Density 
1.136 (estimate)
refractive index 
1.4606 (estimate)
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
7.3g/l
pka
8.74±0.10(Predicted)
form 
Crystals, Flakes or Crystalline Mass
color 
Off-white to brown
Water Solubility 
Immiscible with water.
Sensitive 
Stench
BRN 
906904
CAS DataBase Reference
1193-02-8(CAS DataBase Reference)
NIST Chemistry Reference
4-Aminothiophenol(1193-02-8)
EPA Substance Registry System
4-Aminothiophenol (1193-02-8)
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Safety Information

Hazard Codes 
C
Risk Statements 
34-37
Safety Statements 
26-28-36/37/39-45-25-27
RIDADR 
UN 3263 8/PG 2
WGK Germany 
3
RTECS 
DC0602500
10-13-23
Hazard Note 
Corrosive/Stench
HazardClass 
8
PackingGroup 
III
HS Code 
29309070

MSDS

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4-Aminothiophenol Usage And Synthesis

Chemical Properties

yellow crystalline low melting mass

Uses

4-Aminothiophenol is used in the synthesis of pectin-4-aminothiophenol conjugates and it forms self-assembled monolayers (SAMs) in the development of DNA. It is used in the detection of thrombin by protein recognition using surface-enhanced Raman spectroscopy (SERS), which finds applications in silver and gold nano particles. It acts as a linker to thiol (SH) functionalizes multiwalled carbon nanotubes (MWCNTs).

Uses

4-Aminothiophenol (4-ATP) was employed as bifunctional molecule to functionalize gold nanoparticles (NPs) used in surface-enhanced Raman spectroscopy (SERS) detection of thrombin by protein recognition.

Preparation

synthesis of 4-aminothiophenol: A mixture of 128 g. of p-chloronitrobenzene and a solution of 480 g. of sodium sulfide nonahydrate in 2 l. of water is heated to reflux for 8 hours. The cooled mixture is extracted with ether to remove a small amount of oil, the remaining aqueous solution is saturated with sodium chloride, and 240 g. of glacial acetic acid is added. The precipitated oil is removed by ether extraction, and the resulting ethereal solution is dried over sodium sulfate and distilled to give 70 g. (69%) of 4-aminothiophenol boiling at 143-146°/17 mm. and melting at 43-45°.

General Description

4-Aminothiophenol (p-aminothiophenol, PATP) is an aromatic thiol. The self-assembly of silver and gold nano particles which are interconnected with 4-ATP to form metal-molecule-metal sandwich architecture has been characterized by surface enhanced Raman scattering (SERS) using an off-surface plasmon resonance condition. Chemical transformation of PATP to 4,4-dimercaptoazobenzene (DMAB) has been extensively studied.

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