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Cas Database

Name	2-(Phenylsulfonyl)aniline	EINECS	224-271-1
CAS No.	4273-98-7	Density	1.295 g/cm³
PSA	68.54000	LogP	3.76360
Solubility	N/A	Melting Point	118-122 °C
Formula	C₁₂H₁₁NO₂S	Boiling Point	439.6 °C at 760 mmHg
Molecular Weight	233.291	Flash Point	219.7 °C
Transport Information	N/A	Appearance	off-white to beige powder
Safety	36/37/39-26	Risk Codes	36/37/38-22
Molecular Structure		Hazard Symbols	Xn, Xi
Synonyms	Aniline,o-(phenylsulfonyl)- (6CI,7CI,8CI);2-(Phenylsulfonyl)benzenamine;2-Aminodiphenyl sulfone;2-Aminophenyl phenylsulfone;C.I. 37060;C.I. Azoic Diazo Component 18;Diazo Fast Orange LG;FastOrange LG Salt;Fast Orange Salt LG;Fast Red RC Base;o-Aminophenyl phenyl sulfone;	Article Data	26

2-(Phenylsulfonyl)aniline Synthetic route

: 1134-94-7
2-phenylsulfanyl-aniline

: 4273-98-7
2-aminophenyl phenyl sulfone

Conditions

Conditions	Yield
With urea hydrogen peroxide adduct In ethanol at 20℃; for 0.25h;	98%

: 1678-25-7
N-phenylbenzenesulfonamide

: 4273-98-7
2-aminophenyl phenyl sulfone

Conditions

Conditions	Yield
With aluminium trichloride for 0.0166667h; Fries rearrangement; Irradiation;	95%

: 31515-43-2
1-nitro-2-(phenylsulfonyl)benzene

: 4273-98-7
2-aminophenyl phenyl sulfone

Conditions

Conditions	Yield
With iron; acetic acid at 70℃; for 3h;	92%
With hydrogenchloride; iron In ethanol; water 1.) 75-80 deg C, 40 min 2.) reflux, 2 h;	77.6%
With hydrogenchloride; iron

: 873-55-2
sodium benzenesulfonate

: 615-36-1
2-bromoaniline

: 4273-98-7
2-aminophenyl phenyl sulfone

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; (2S,4R)-N-(2,6-dimethylphenyl)-4-hydroxypyrrolidine-2-carboxamide In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;	72%

: 1678-25-7
N-phenylbenzenesulfonamide

A: 7019-01-4
p-aminophenyl phenyl sulfone

B: 4273-98-7
2-aminophenyl phenyl sulfone

C: 62-53-3
aniline

Conditions

Conditions	Yield
With β‐cyclodextrin In water Product distribution; Irradiation; other solvents, absence of cyclodextrin and/or solvent;	A 62.4% B 21.4% C 17.9%
Fries rearrangement; Irradiation; electron beam;	A 10 % Chromat. B 24 % Chromat. C n/a

: 873-55-2
sodium benzenesulfonate

: 62-53-3
aniline

: 4273-98-7
2-aminophenyl phenyl sulfone

Conditions

Conditions	Yield
With dihydrogen peroxide; copper diacetate In water at 20℃; for 2h; Reagent/catalyst; Green chemistry;	47%

: 1678-25-7
N-phenylbenzenesulfonamide

A: 92-52-4
biphenyl

B: 7019-01-4
p-aminophenyl phenyl sulfone

C: 4273-98-7
2-aminophenyl phenyl sulfone

D: 92-67-1
4-Aminobiphenyl

E: 90-41-5
2-phenylaniline

F: 62-53-3
aniline

G SO2: SO2

Conditions

Conditions	Yield
at 300℃; for 15h; Mechanism; other substrate, also in the presence of isoquinoline or aniline;	A 17.15% B n/a C n/a D n/a E n/a F 31% G n/a

...Expand

: 16714-29-7
acetic acid-(2-benzenesulfonyl-anilide)

: 4273-98-7
2-aminophenyl phenyl sulfone

Conditions

Conditions	Yield
With potassium hydroxide

: 29787-25-5
2-Nitrosophenyl-phenylsulfon

: 4273-98-7
2-aminophenyl phenyl sulfone

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane

2'-benzenesulfonyl-4-hydroxy-azobenzene-carboxylic acid-(3): 2'-benzenesulfonyl-4-hydroxy-azobenzene-carboxylic acid-(3)

: 4273-98-7
2-aminophenyl phenyl sulfone

Conditions

Conditions	Yield
With tin(ll) chloride

2-(Phenylsulfonyl)aniline Specification

The IUPAC name of 2-(Phenylsulfonyl)aniline is 2-(benzenesulfonyl)aniline. With the CAS registry number 4273-98-7, it is also named as Benzenamine, 2-(phenylsulfonyl)-. The product's categories are Intermediates of Dyes and Pigments; Amines. It is off-white to beige powder which is stable under normal temperatures and pressures. Additionally, this chemical should be sealed in the container, stored in the well- ventilated and dry place and avoided direct sunshine.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.05; (4)ACD/LogD (pH 7.4): 2.05; (5)ACD/BCF (pH 5.5): 21.21; (6)ACD/BCF (pH 7.4): 21.21; (7)ACD/KOC (pH 5.5): 309.84; (8)ACD/KOC (pH 7.4): 309.84; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.627; (13)Molar Refractivity: 63.89 cm³; (14)Molar Volume: 180 cm³; (15)Polarizability: 25.33×10^-24 cm³; (16)Surface Tension: 52.6 dyne/cm; (17)Enthalpy of Vaporization: 69.66 kJ/mol; (18)Vapour Pressure: 6.3E-08 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 233.051049; (21)MonoIsotopic Mass: 233.051049; (22)Topological Polar Surface Area: 68.5; (23)Heavy Atom Count: 16; (24)Complexity: 314.

Preparation of 2-(Phenylsulfonyl)aniline: It can be obtained by (2-nitro-phenyl)-phenyl sulfone. This reaction needs reagents iron and aq.-ethanolic HCl.

Uses of 2-(Phenylsulfonyl)aniline: It is used as intermediate of dyes and pharmaceuticals, pesticides. It also can react with benzo[1,3,2]dithiazole 1,1,3,3-tetraoxide to get 2-phenylsulfonylbenzenediazonium o-benzenedisulfonimide. This reaction which is a kind of diazotization needs reagent isopentyl nitrite and solvent acetic acid at temperature of 0-5 °C. The yield is 92%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O=S(=O)(c1ccccc1N)c2ccccc2
2. InChI:InChI=1/C12H11NO2S/c13-11-8-4-5-9-12(11)16(14,15)10-6-2-1-3-7-10/h1-9H,13H2
3. InChIKey:JBCUKQQIWSWEOK-UHFFFAOYAD

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