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2-(Phenylsulfonyl)aniline

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2-(Phenylsulfonyl)aniline Basic information

Product Name:
2-(Phenylsulfonyl)aniline
Synonyms:
  • 2-AMINOPHENYL PHENYL SULFONE
  • 2-AMINOPHENYL PHENYL SULPHONE
  • 2-AMINODIPHENYL SULFONE
  • O-AMINODIPHENYL SULFONE
  • O-(PHENYLSULFONYL)ANILINE
  • TIMTEC-BB SBB000718
  • 2-(phenylsulfonyl)-benzenamin
  • 2-(Phenyllsulfonyl)Aniline
CAS:
4273-98-7
MF:
C12H11NO2S
MW:
233.29
EINECS:
224-271-1
Product Categories:
  • Amines
  • Intermediates of Dyes and Pigments
Mol File:
4273-98-7.mol
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2-(Phenylsulfonyl)aniline Chemical Properties

Melting point:
120-122 °C(lit.)
Boiling point:
439.6±28.0 °C(Predicted)
Density 
1.295±0.06 g/cm3(Predicted)
pka
-1.06±0.10(Predicted)
form 
solid
color 
Pale yellow
CAS DataBase Reference
4273-98-7(CAS DataBase Reference)
EPA Substance Registry System
o-Aminodiphenyl sulfone (4273-98-7)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-22
Safety Statements 
36/37/39-26
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29214200

MSDS

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2-(Phenylsulfonyl)aniline Usage And Synthesis

Chemical Properties

off-white to beige powder

Uses

2-(Phenylsulfonyl)aniline may be used in chemical synthesis.

Preparation

Preparation?of?the?chromophore : Will 1-(2-Nitrophenylsulfonyl)benzene?restored.

Synthesis

31515-43-2

4273-98-7

General procedure for the synthesis of 2-aminodiphenyl sulfone from 2-nitrodiphenyl sulfone: 5.22 g (0.09315 mol) of iron powder was added in batches to a 60 mL suspension of acetic acid containing 4.9 g (0.01863 mol) of 2-nitrodiphenyl sulfone. The reaction mixture was stirred at 70°C for 3 hours, followed by cooling and filtration to remove inorganic impurities. To the filtrate was added 100 mL of water, and the precipitate precipitated was filtered, washed with water, and dried under vacuum to give 4 g (92% yield) of 2-(phenylsulfonyl)aniline (10f). The product was analyzed by mass spectrometry (LS MC m/z 234 (M + 1)) and 1H NMR (DMSO-d6, 400 MHz) δ 7.91 (d, J = 8Hz, 2H), 7.67 (t, J = 9.6Hz, 2H), 7.58 (t, J = 7.6Hz, 2H), 7.29 (t, J = 7.2Hz, 1H), 6.77 (d, J = 8.4 Hz, 1H), 6.67 (t, J = 7.6 Hz, 1H), 6.12 (s, 2H) confirmed.

Properties and Applications

the fastness properties in cotton:

Coupling?components Fast light Soda boiling Oxygen bleaching Ironing Chlorine bleaching
ISO AATCC ISO
1/3N 2N 2N
8 5 6-7 4 2 3-4 4-5
11 5 5-6 1-2 4-5
12 5 6 2-3 1-2 4-5 4
20 5 6-7 3-4 1 3-4 4-5
24 5 6-7 4 2 3-4 4-5

References

[1] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 15, p. 4614 - 4627
[2] Helvetica Chimica Acta, 1980, vol. 63, # 6, p. 1412 - 1419
[3] Journal of the American Chemical Society, 1950, vol. 72, p. 965,969
[4] Journal of the Chemical Society, 1938, p. 899,902
[5] Chemische Berichte, 1901, vol. 34, p. 1155

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