Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium iodide In water; ethyl acetate at 20℃; for 24h; | 99% |
With cobalt(II)phthalocyanine-tetra-sodium sulfonate In water at 60℃; for 6h; Schlenk technique; | 96% |
With oxygen In water at 55℃; under 6750.68 Torr; for 7h; | 96% |
1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene
A
bis(4-aminophenyl)disulfide
B
sulfanilamide
C
aniline
D
4-aminobenzene sulfonic acid
Conditions | Yield |
---|---|
In methanol for 76h; Product distribution; Mechanism; Irradiation; λ=254 nm; | A n/a B 4.4% C 95.1% D 2.7% |
Conditions | Yield |
---|---|
Stage #1: p-aminoiodobenzene With potassium 5-methyl-1,3,4-oxadiazole-2-thiolate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: With copper(l) chloride In N,N-dimethyl-formamide at 130℃; for 7h; | 94% |
With dmap; nickel(II) chloride hexahydrate; potassium thioacyanate; N,N-dimethyl-formamide at 140℃; for 20h; | 92% |
With copper(l) iodide; water; oxygen; sodium hydrogencarbonate; thiourea at 115 - 120℃; for 16h; Green chemistry; | 81% |
Conditions | Yield |
---|---|
With ammonium hydroxide In 1,4-dioxane at 100℃; sealed ampoule; | 93.5% |
With hydrogenchloride beim Behandeln des Reaktionsprodukts mit Eisen(III)-chlorid oder mit wss.Wasserstoffperoxid; |
Conditions | Yield |
---|---|
With dmap; nickel(II) chloride hexahydrate; potassium thioacyanate; N,N-dimethyl-formamide at 140℃; for 22h; | 92% |
With copper(l) iodide; hexachloroethane; sodium carbonate; thiourea In water at 120℃; for 18h; | 85% |
With copper(l) iodide; water; oxygen; sodium hydrogencarbonate; thiourea at 115 - 120℃; for 18h; Green chemistry; | 82% |
Conditions | Yield |
---|---|
With iron; ammonium chloride In methanol at 80℃; for 6h; | 90.6% |
With bis(acetylacetonate)nickel(II) In 1,4-dioxane at 80℃; | 88% |
With ethanol; nickel Hydrogenation; |
Conditions | Yield |
---|---|
With sodium sulfide; water; dihydrogen peroxide | |
With sodium sulfide; water | |
With sodium disulfide; water | |
With sodium sulfide; water | |
With sodium sulfide; water |
Conditions | Yield |
---|---|
With sulfur |
Conditions | Yield |
---|---|
With hydrogenchloride; sulfur at 150℃; laesst weitere 6-Stdn.gelinde Kochen; | |
With sulfur | |
With hydrogenchloride; sulfur |
Conditions | Yield |
---|---|
With disulfur dichloride at 100℃; entstehen 4.4'-Bis-acetamino-diphenyldisulfid (a) und 4.4'-Bis-acetamino-diphenyltrisulfid (b);aus der Loesung des Produktes in Eisessig krystallisiert das (b);das (a) zerlegt man durch Erhitzen mit verd.Schwefelsaeure; |
piperidine
4-thiocyanatoaniline
A
1-piperidinylcarbonnitrile
B
bis(4-aminophenyl)disulfide
C
1,1'-carbonimidoyl-bis-piperidine
D
4-aminotiophenol
Conditions | Yield |
---|---|
at 70℃; Product distribution; Kinetics; various time; |
Potassium p-aminothiophenolate
bis(4-aminophenyl)disulfide
Conditions | Yield |
---|---|
With air In water for 3h; Ambient temperature; Yield given; |
bis-(4-amino-phenyl)-trisulfide
bis(4-aminophenyl)disulfide
Conditions | Yield |
---|---|
With triphenylphosphine In toluene at 68.4 - 87.7℃; Kinetics; |
bis(4-aminophenyl)disulfide
bis(4-aminophenyl)disulfide
Conditions | Yield |
---|---|
folgend Oxydation mit Luft in natron-alkalischer Loesung; |
Conditions | Yield |
---|---|
at 150℃; anschl. am Rueckflusskuehler; |
aniline
A
bis(4-aminophenyl)disulfide
B
4,4'-thiobisaniline
C
2-[(4-aminophenyl)thio]benzenamine
Conditions | Yield |
---|---|
bei Siedetemperatur; |
water
4-chlorobenzonitrile
A
bis(4-aminophenyl)disulfide
B
4-amino-4'-nitrodiphenyl sulfide
C
di(p-nitrophenyl) disulfide
D
4-chloro-aniline
water
4-chlorobenzonitrile
A
bis(4-aminophenyl)disulfide
B
4-amino-4'-nitrodiphenyl sulfide
C
bis(4-nitrophenyl)sulfide
D
4-chloro-aniline
bis(4-aminophenyl)disulfide
benzoyl chloride
bis-(4-benzoylamino-phenyl)-disulfide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 0.583333h; | 100% |
With triethylamine In dichloromethane at 20℃; for 2h; |
bis(4-aminophenyl)disulfide
N-(tert-butoxycarbonyl)-D-proline
bis[4-[(R)-1-tert-butoxycarbonylpyrrolidin-2-ylcarbonylamino]phenyl]disulfide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 72h; | 100% |
bis(4-aminophenyl)disulfide
pivaloyl chloride
4,4'-dithiobis(N-phenyl-2,2-dimethylpropanamide)
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0℃; | 99% |
With pyridine In dichloromethane at 20℃; for 1h; Acylation; |
bis(4-aminophenyl)disulfide
methanesulfonyl chloride
N-(4-((4-((methylsulfonyl)amino)phenyl)dithio)phenyl)methanesulfonamide
Conditions | Yield |
---|---|
With pyridine In chloroform; water | 99% |
With pyridine In dichloromethane at 20℃; for 3h; | 92% |
In pyridine; dichloromethane at 20℃; for 3h; | 1.5 g |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; titanium tetrachloride In chlorobenzene at 125℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With sodium tetrafluoroborate; potassium iodide In acetonitrile at 60℃; for 8h; Electrolysis; | 92% |
With sodium tetrafluoroborate; potassium iodide In acetonitrile at 60℃; for 8h; Electrochemical reaction; | 92% |
With sodium iodide In acetonitrile at 20℃; for 18h; Irradiation; | 70% |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 100℃; for 1h; | 91.2% |
bis(4-aminophenyl)disulfide
phenyl isocyanate
bis-[4-(N'-phenyl-ureido)-phenyl]-disulfide
Conditions | Yield |
---|---|
In dichloromethane Inert atmosphere; Reflux; | 91% |
maleic anhydride
bis(4-aminophenyl)disulfide
(Z)-3-{4-[4-((Z)-3-Carboxy-acryloylamino)-phenyldisulfanyl]-phenylcarbamoyl}-acrylic acid
Conditions | Yield |
---|---|
In toluene for 1h; Heating; | 90% |
In acetone at 20℃; for 1h; |
bis(4-aminophenyl)disulfide
trifluoroacetic anhydride
2,2,2-trifluoro-N-(4-{[4-(2,2,2-trifluoroacetylamino)phenyl]disulfanyl}phenyl)acetamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 4h; | 90% |
With triethylamine In chloroform at 2 - 20℃; for 1h; |
bis(4-aminophenyl)disulfide
propionyl chloride
N,N'-(4,4'-disulfanediylbis(4,1-phenylene))dipropionamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 1.08333h; | 90% |
With triethylamine In dichloromethane at 0 - 20℃; for 1.08333h; | 90% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h; | 90% |
Conditions | Yield |
---|---|
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry; | 90% |
Conditions | Yield |
---|---|
Stage #1: bis(4-aminophenyl)disulfide; C11H15NO3S With rongalite; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h; Stage #2: In water at 20℃; for 12h; Acidic conditions; | 89% |
bis(4-aminophenyl)disulfide
diethyl trimethylsilyl phosphite
O,O′-diethyl S-4-aminophenyl phosphorothioate
Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; for 0.0333333h; Sealed tube; Green chemistry; | 89% |
bis(4-aminophenyl)disulfide
α,α-difluorodibenzoylmethane
4-((difluoromethyl)thio)aniline
Conditions | Yield |
---|---|
With caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; | 88% |
bis(4-aminophenyl)disulfide
sodium benzenesulfonate
S-(4-aminophenyl) benzenesulfonothioate
Conditions | Yield |
---|---|
With iodine In dichloromethane for 6h; | 87% |
Reported in EPA TSCA Inventory.
The 4-Aminophenyl disulfide is an organic compound with the formula C12H12N2S2. The IUPAC name of this chemical is 4-[(4-aminophenyl)disulfanyl]aniline. With the CAS registry number 722-27-0, it is also named as Benzenamine, 4,4'-dithiobis-. The product's category is Amines. Besides, it is a yellow powder, which should be stored in a closed cool and dry place. It is used for curing agent of polyurethane rubber.
Physical properties about 4-Aminophenyl disulfide are: (1)ACD/LogP: 1.65; (2)ACD/LogD (pH 5.5): 1.63; (3)ACD/LogD (pH 7.4): 1.65; (4)ACD/BCF (pH 5.5): 10.09; (5)ACD/BCF (pH 7.4): 10.49; (6)ACD/KOC (pH 5.5): 180.12; (7)ACD/KOC (pH 7.4): 187.14; (8)#H bond acceptors: 2; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 57.08 Å2; (12)Index of Refraction: 1.74; (13)Molar Refractivity: 74.72 cm3; (14)Molar Volume: 185.1 cm3; (15)Polarizability: 29.62×10-24cm3; (16)Surface Tension: 71.3 dyne/cm; (17)Density: 1.34 g/cm3; (18)Flash Point: 224.2 °C; (19)Enthalpy of Vaporization: 70.53 kJ/mol; (20)Boiling Point: 447 °C at 760 mmHg; (21)Vapour Pressure: 3.47E-08 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: S(Sc1ccc(cc1)N)c2ccc(N)cc2
(2)InChI: InChI=1/C12H12N2S2/c13-9-1-5-11(6-2-9)15-16-12-7-3-10(14)4-8-12/h1-8H,13-14H2
(3)InChIKey: MERLDGDYUMSLAY-UHFFFAOYAI
(4)Std. InChI: InChI=1S/C12H12N2S2/c13-9-1-5-11(6-2-9)15-16-12-7-3-10(14)4-8-12/h1-8H,13-14H2
(5)Std. InChIKey: MERLDGDYUMSLAY-UHFFFAOYSA-N
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