2-(Phenylsulfonyl)aniline
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
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)
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
- Language:English Provider:2-Aminophenyl phenyl sulfone
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
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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