4,4'-Dinitrodiphenyl disulfide supplier

Name
4,4'-Dinitrodiphenyl disulfide
EINECS 202-840-5
CAS No. 100-32-3
Article Data252
CAS DataBase
Density 1.528 g/cm³
Solubility
Melting Point 141 °C
Formula C₁₂H₈N₂O₄S₂
Boiling Point 478.783 °C at 760 mmHg
Molecular Weight 308.339
Flash Point 243.359 °C
Transport Information
Appearance yellow or tan powder
Safety 36
Risk Codes 20/21/22-40
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Disulfide,bis(p-nitrophenyl) (7CI,8CI);4,4'-Dinitrodiphenyl disulfide;Bis(4-nitrophenyl) disulfide;Bis(p-nitrophenyl) disulfide;Di(p-nitrophenyl)disulfide;Di-4-nitrophenyl disulfide;NSC 4566;NSC 677446;p,p'-Dinitrodiphenyl disulfide;p-Nitrophenyl disulfide;
PSA 142.24000
LogP 5.34880

Synthetic route

: 1849-36-1
para-nitrobenzenethiol

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With air In dimethyl sulfoxide at 80℃;	100%
1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In chloroform at 20℃; for 0.0166667h;	100%
CoCl2 In acetonitrile Ambient temperature;	99%

: 77853-01-1
(4-nitro-phenyl)-m-tolyl sulfone

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 77853-09-9
Toluene-3-thiosulfonic acid; compound with ammonia

C: 100-01-6
4-nitro-aniline

Conditions

Conditions	Yield
With sulfur; ammonia at 100℃; for 2h; titanium autoclave;	A 43% B 100% C 40%

...Expand

: 22865-57-2
1-methoxy-4-((4-nitrophenyl)sulfonyl)benzene

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 77853-03-3
4-Methoxy-benzenethiosulfonic acid; compound with ammonia

C: 100-01-6
4-nitro-aniline

Conditions

Conditions	Yield
With sulfur; ammonia at 100℃; for 2h; titanium autoclave;	A 56% B 100% C 32%
With sulfur; ammonia at 100℃; for 2h; Product distribution; titanium autoclave; various reactions temp. and amounts of S8;

...Expand

: 586-78-7
para-nitrophenyl bromide

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With 1,10-Phenanthroline; potassium sulfide; iron oxide; potassium hydroxide In N,N-dimethyl-formamide at 120℃; for 0.5h; Inert atmosphere; Green chemistry;	98%
With dmap; nickel(II) chloride hexahydrate; potassium thioacyanate; N,N-dimethyl-formamide at 140℃; for 15h;	92%
With copper(l) iodide; hexachloroethane; sodium carbonate; thiourea In water at 120℃; for 13h;	87%

: 1156-50-9
4-nitrophenyl sulfone

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 1223-31-0
bis(4-nitrophenyl)sulfide

C: 74236-92-3
4-Nitro-benzenethiosulfonic acid; compound with ammonia

Conditions

Conditions	Yield
With sulfur; ammonia at 40℃; for 2h; titanium autoclave;	A 38% B n/a C 98%

...Expand

: 45797-13-5
4-nitrophenylthiolate

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With 2-bromo-2-nitro-1,3-propanediol In methanol for 48h; Irradiation;	98%
With 2-bromo-2-nitro-1,3-propanediol In methanol Mechanism; Product distribution; Irradiation; other reagent and solvent;	98%

: 100-00-5
4-chlorobenzonitrile

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With 1,10-Phenanthroline; potassium sulfide; iron oxide; potassium hydroxide In N,N-dimethyl-formamide at 120℃; for 0.5h; Inert atmosphere; Green chemistry;	97%
With sodium sulfide pentahydrate In N,N-dimethyl-formamide at 40 - 100℃; for 6h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;	92.8%
With sodium disulfide In 1-methyl-pyrrolidin-2-one	69%

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With ziconium(IV) oxychloride octahydrate; sodium iodide In water at 90℃; for 0.25h;	95%
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 20℃; for 20h; chemoselective reaction;	91%
With triphenylphosphine In tetrahydrofuran at 0℃;	75%

: 111680-13-8
C18H18N4O8S2

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 58477-00-2
diethylazodicarboxylate - triphenylphosphine (DEAD-Ph3P)

Conditions

Conditions	Yield
With triphenylphosphine In benzene at 20℃; for 1h;	A 95% B n/a

: 111680-13-8
C18H18N4O8S2

: 603-35-0
triphenylphosphine

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 58477-00-2
diethylazodicarboxylate - triphenylphosphine (DEAD-Ph3P)

Conditions

Conditions	Yield
In benzene at 20℃; for 1h;	A 95% B n/a

...Expand

: 77863-74-2
C14H13NO5S

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 77853-06-6
3-Ethoxy-benzenethiosulfonic acid; compound with ammonia

C: 100-01-6
4-nitro-aniline

Conditions

Conditions	Yield
With sulfur; ammonia at 100℃; for 2h; titanium autoclave;	A 47% B 94% C 40%

...Expand

: (p-Tol)3Bi=C(CO2Me){C(CO2Me)=NSO2Ph}

: 1849-36-1
para-nitrobenzenethiol

A: dimethyl 2-(N-(phenylsulfonyl))aminofumarate

B: 100-32-3
di(p-nitrophenyl) disulfide

C: 5142-75-6
tri(p-tolyl)bismuth

Conditions

Conditions	Yield
In dichloromethane Bi compd. added to CH2Cl2 soln. of 4-nitrobenzenethiol (molar ratio 1:2) at -78°C; warmed to room temp. with stirring; concd. under reduced pressure; recrystd. from CH2Cl2-hexane;	A 92% B 92% C 94%

...Expand

: 636-99-7
4-nitrophenylhydrazine hydrochloride

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With sulfur; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene In water; N,N-dimethyl-formamide at 100℃; under 3750.38 Torr; for 18h; Sealed tube; Schlenk technique;	94%

: 77853-02-2
1,3-Dichloro-5-(4-nitro-benzenesulfonyl)-benzene

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 77853-10-2
3,5-Dichloro-benzenethiosulfonic acid; compound with ammonia

C: 100-01-6
4-nitro-aniline

Conditions

Conditions	Yield
With sulfur; ammonia at 100℃; for 2h; titanium autoclave;	A 42% B 93% C 40%

...Expand

: 5184-32-7
p-nitrophenyl-N-(p-toluenesulfonyl)sulfinimidoyl chloride

: 603-35-0
triphenylphosphine

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 791-28-6
Triphenylphosphine oxide

C: 1058-14-6
N-p-tolylsulfonylphosphine imide

Conditions

Conditions	Yield
Stage #1: p-nitrophenyl-N-(p-toluenesulfonyl)sulfinimidoyl chloride; triphenylphosphine In benzene at 20℃; for 0.5h; Stage #2: With water In benzene for 5h; Further stages.;	A 86% B 93% C 82%

...Expand

: 636-98-6
p-nitrobenzene iodide

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With dmap; nickel(II) chloride hexahydrate; potassium thioacyanate; N,N-dimethyl-formamide at 140℃; for 15h;	92%
With copper(l) iodide; hexachloroethane; sodium carbonate; thiourea In water at 120℃; for 11h;	91%
With 1,10-Phenanthroline; copper(II) choride dihydrate; tetrabutyl ammonium fluoride; caesium carbonate; sulfur In water at 100℃; for 24h; Sealed tube;	86%

: 937-32-6
4-nitrobenzenesulfenyl chloride

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With triphenylphosphine In acetonitrile for 2h; Ambient temperature;	90%
With triethylamine In acetonitrile Ambient temperature; overnight;	75%
With cyclooctatetraene dianion bipotassium salt In tetrahydrofuran at -40℃; for 0.5h; Product distribution;
With cyclooctatetraene dianion bipotassium salt In tetrahydrofuran at -40℃; for 0.5h; Yield given;
Multi-step reaction with 2 steps 1: 70 percent / diethyl ether / 1 h / -50 - 20 °C 2: 85 percent / SeCl4 / 1,2-dimethoxy-ethane / 2 h / 0 °C View Scheme

: 77863-75-3
1-methoxy-3-(4-nitrobenzenesulfonyl)benzene

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 77853-08-8
3-Methoxy-benzenethiosulfonic acid; compound with ammonia

C: 100-01-6
4-nitro-aniline

Conditions

Conditions	Yield
With sulfur; ammonia at 100℃; for 2h; titanium autoclave;	A 55% B 90% C 33%

...Expand

: 113548-13-3
N-(benzenesulfonyl)-3-phenyloxaziridine

: 1849-36-1
para-nitrobenzenethiol

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 13909-34-7
N-benzylidenephenylsulfonamide

C: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
for 4.5h; Product distribution;	A 90% B 75% C 30%

...Expand

: 696-63-9
4-Methoxybenzenethiol

: 1849-36-1
para-nitrobenzenethiol

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 5335-87-5
4,4'-dimethoxyphenyl disulfide

C: 20168-74-5
1-(4-methoxyphenyl)-2-(4-nitrophenyl)disulfane

Conditions

Conditions	Yield
Stage #1: 4-Methoxybenzenethiol; para-nitrobenzenethiol With dmap; water In ethanol at 20℃; for 0.0833333h; Stage #2: With iodine In ethanol at 70℃; for 3h; Sealed tube;	A 2% B 5% C 90%

...Expand

: tris(4-nitrophenyl) trithioarsenite

: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With iodine In dichloromethane	86%

: 135577-95-6
p-nitro-N,N-bis(trimethylsilyl)benzenesulfenamide

A: 100-32-3
di(p-nitrophenyl) disulfide

B Se, N2: Se, N2

Conditions

Conditions	Yield
With selenium tetrachloride In 1,2-dimethoxyethane at 0℃; for 2h;	A 85% B n/a

: 937-32-6
4-nitrobenzenesulfenyl chloride

A: 701-57-5
1-methylthio-4-nitro-benzene

B: 100-32-3
di(p-nitrophenyl) disulfide

Conditions

Conditions	Yield
With tetramethylstannane; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃; for 4h;	A n/a B 84%

: 108-98-5
thiophenol

: 1849-36-1
para-nitrobenzenethiol

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 20168-72-3
4-nitrophenyl phenyl disulfide

C: 882-33-7
diphenyldisulfane

Conditions

Conditions	Yield
Stage #1: thiophenol; para-nitrobenzenethiol With dmap; water In ethanol at 20℃; for 0.0833333h; Stage #2: With iodine In ethanol at 70℃; for 3h; Sealed tube;	A 2% B 80% C 2%

...Expand

: 42085-91-6
(4-nitro-phenyl)-o-tolyl sulfone

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 77853-12-4
Toluene-2-thiosulfonic acid; compound with ammonia

C: 100-01-6
4-nitro-aniline

Conditions

Conditions	Yield
With sulfur; ammonia at 100℃; for 1h; titanium autoclave;	A 32% B 79% C 18%

...Expand

: p-nitrophenyl-N-(p-toluenesulfonyl)sulfinimidoyl fluoride

: 603-35-0
triphenylphosphine

A: C20H18N3O6S3(1-)*C24H19NO2PS(1+)

B: 100-32-3
di(p-nitrophenyl) disulfide

C: 791-28-6
Triphenylphosphine oxide

D: 1058-14-6
N-p-tolylsulfonylphosphine imide

Conditions

Conditions	Yield
In benzene at 20℃; for 4h;	A 91.5 % Spectr. B 79% C 66% D 4%

...Expand

: 106-54-7
p-Chlorothiophenol

: 1849-36-1
para-nitrobenzenethiol

A: 1142-19-4
4,4'-dichlorodiphenyl disulfide

B: 100-32-3
di(p-nitrophenyl) disulfide

C: 20168-75-6
1-(4-chlorophenyl)-2-(4-nitrophenyl)disulfane

Conditions

Conditions	Yield
Stage #1: p-Chlorothiophenol; para-nitrobenzenethiol With dmap; water In ethanol at 20℃; for 0.0833333h; Stage #2: With iodine In ethanol at 70℃; for 3h; Sealed tube;	A 5% B 2% C 79%

...Expand

: 1849-36-1
para-nitrobenzenethiol

: 100-51-6
benzyl alcohol

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 27691-43-6
1-(benzylsulphanyl)-4-Nitrobenzene

Conditions

Conditions	Yield
at 180℃; Catalytic behavior; Inert atmosphere; Autoclave;	A 17% B 78%

...Expand

: 15570-12-4
3-methoxybenzenethiol

: 1849-36-1
para-nitrobenzenethiol

A: 100-32-3
di(p-nitrophenyl) disulfide

B: 59014-89-0
bis(3-methoxyphenyl)disulfide

C: 1-(3-methoxyphenyl)-2-(4-nitrophenyl)disulfane

Conditions

Conditions	Yield
Stage #1: 3-methoxybenzenethiol; para-nitrobenzenethiol With dmap; water In ethanol at 20℃; for 0.0833333h; Stage #2: With iodine In ethanol at 70℃; for 3h; Sealed tube;	A 2% B 5% C 78%

...Expand

: 1849-36-1
para-nitrobenzenethiol

: 112-55-0
1-dodecylthiol

A: 2757-37-1
didodecyl disulfide

B: 100-32-3
di(p-nitrophenyl) disulfide

C: 1-dodecyl-2-(4-nitrophenyl)disulfane

Conditions

Conditions	Yield
Stage #1: para-nitrobenzenethiol; 1-dodecylthiol With dmap; water In ethanol at 20℃; for 0.0833333h; Stage #2: With iodine In ethanol at 70℃; for 3h; Sealed tube;	A 5% B 11% C 78%

...Expand

: 223440-94-6
tris(3,4,5-trifluorophenyl)boroxine

: 100-32-3
di(p-nitrophenyl) disulfide

: 1229514-26-4
(3,4,5-trifluorophenyl)-4-nitrophenylsulfide

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; oxygen In water; dimethyl sulfoxide at 90℃; under 757.576 Torr; for 6.5h;	99%

: 100-32-3
di(p-nitrophenyl) disulfide

: 1849-36-1
para-nitrobenzenethiol

Conditions

Conditions	Yield
With magnesium In methanol for 0.166667h; Ambient temperature;	98%
With sodium tetrahydroborate In tetrahydrofuran; methanol at 50℃; for 1h;	89%
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran at 0 - 35℃;	85%

: 100-32-3
di(p-nitrophenyl) disulfide

: 1526-28-9
4-nitrophenylsulphur trifluoride

Conditions

Conditions	Yield
With potassium fluoride; chlorine In acetonitrile at 20℃; for 4.5h;	98%
With silver(II) fluoride In 1,1,2-Trichloro-1,2,2-trifluoroethane Heating;
With bis(fluoroxy)methane In acetonitrile at -20℃;

: 95-20-5
2-methyl-1H-indole

: 100-32-3
di(p-nitrophenyl) disulfide

: 1210054-39-9
2-methyl-3-((4-nitrophenyl)thio)-1H-indole

Conditions

Conditions	Yield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 2h; regioselective reaction;	98%
With iron(III) trifluoride; iodine In acetonitrile at 80℃; for 36h; regioselective reaction;	94%
With sodium tetrafluoroborate; potassium iodide In acetonitrile at 60℃; for 6h; Electrolysis;	82%
With silver nitrate In ethanol; N,N-dimethyl-formamide at 70℃; for 8h; Sealed tube;	63%

: 230-27-3
7,8-benzoquinoline

: 100-32-3
di(p-nitrophenyl) disulfide

: 10-(4-nitrophenylsulfanyl)benzo[h]quinoline

Conditions

Conditions	Yield
With palladium diacetate; copper(ll) bromide In N,N-dimethyl-formamide at 140℃; for 24h; Sealed tube;	98%

: 100-32-3
di(p-nitrophenyl) disulfide

: 5-nitro-N-(2-(pyridin-2-yl)propan-2-yl)thiophene-2-carboxamide

: 5-nitro-3-((4-nitrophenyl)thio)-N-(2-(pyridin-2-yl)propan-2-yl)thiophene-2-carboxamide

Conditions

Conditions	Yield
With copper diacetate; sodium carbonate In 1,4-dioxane at 130℃; for 12h;	98%

: 100-32-3
di(p-nitrophenyl) disulfide

: 2-methyl-N-(perfluorophenyl)benzamide

: 2-methyl-6-((4-nitrophenyl)thio)-N-(perfluorophenyl)benzamide

Conditions

Conditions	Yield
With Boc-DL-Leu-OH; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(l) oxide In dichloromethane at 90℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;	98%

: 100-32-3
di(p-nitrophenyl) disulfide

: 74-88-4
methyl iodide

: 701-57-5
1-methylthio-4-nitro-benzene

Conditions

Conditions	Yield
With water; rongalite; potassium carbonate In N,N-dimethyl-formamide for 0.166667h;	97%
With disodium hydrogenphosphate; sodium dithionite In water; N,N-dimethyl-formamide at 20℃; for 0.2h;	82%

: 100-32-3
di(p-nitrophenyl) disulfide

: 98-80-6
phenylboronic acid

: 952-97-6
4-nitrophenyl phenyl sulfide

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(l) iodide In water; dimethyl sulfoxide at 100℃; for 12h;	97%
With [2,2]bipyridinyl; copper(l) iodide; air In dimethyl sulfoxide at 100℃; for 12h;	97%

: 100-32-3
di(p-nitrophenyl) disulfide

: 448-53-3
tris(3-fluoro phenyl)boroxine

: 2249-00-5
(3-fluorophenyl)-4-nitrophenylsulfide

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; oxygen In water; dimethyl sulfoxide at 90℃; under 757.576 Torr; for 7h;	97%

: 100-32-3
di(p-nitrophenyl) disulfide

: 937-32-6
4-nitrobenzenesulfenyl chloride

Conditions

Conditions	Yield
With chlorine In tetrachloromethane at 60℃; for 3h;	96%
With chloroform; chlorine unter Ausschluss der Luftfeuchtigkeit;
With chlorine

: 100-32-3
di(p-nitrophenyl) disulfide

: 138-42-1
p-nitrobenzenesulfonic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; acetonitrile at 20℃; for 1h;	96%
With dihydrogen peroxide; trichlorophosphate In water at 80℃; for 1.08333h; Micellar solution;	93%
With nitric acid
With nitric acid

: 100-32-3
di(p-nitrophenyl) disulfide

: 98-74-8
4-Nitrobenzenesulfonyl chloride

Conditions

Conditions	Yield
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0166667h;	96%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0 - 20℃; for 0.333333h;	96%
With trichloroisocyanuric acid; tetrabutylammomium bromide; water In acetonitrile at 0 - 20℃; for 0.333333h;	96%

: 598-49-2
N-chloroacetamide

: 100-32-3
di(p-nitrophenyl) disulfide

: 88951-70-6
N,N'-diacetyl-p-nitrobenzenesulfinamidine

Conditions

Conditions	Yield
With pyridine In benzene	96%

: 100-32-3
di(p-nitrophenyl) disulfide

: 100-39-0
benzyl bromide

: 27691-43-6
1-(benzylsulphanyl)-4-Nitrobenzene

Conditions

Conditions	Yield
With water; rongalite; potassium carbonate In N,N-dimethyl-formamide for 0.25h;	96%
With sodium hydroxide; Aminoiminomethanesulfinic acid; cetyltrimethylammonium chloride In tetrahydrofuran; water for 0.2h; Heating;	92%
With disodium hydrogenphosphate; sodium dithionite In water; N,N-dimethyl-formamide at 20℃; for 0.25h;	73%

: 100-32-3
di(p-nitrophenyl) disulfide

: 143-15-7
1-dodecylbromide

: 73520-87-3
p-nitrophenyl n-dodecyl thioether

Conditions

Conditions	Yield
With sodium hydroxide; Aminoiminomethanesulfinic acid; cetyltrimethylammonium chloride In tetrahydrofuran; water for 3.3h; Heating;	96%

: 100-32-3
di(p-nitrophenyl) disulfide

: 103-63-9
1-phenyl-2-bromoethane

: 60091-82-9
1-nitro-4-[(2-phenylethyl)sulfanyl]benzene

Conditions

Conditions	Yield
With sodium hydroxide; Aminoiminomethanesulfinic acid; cetyltrimethylammonium chloride In tetrahydrofuran; water for 2.1h; Heating;	96%

: 542-69-8
1-iodo-butane

: 100-32-3
di(p-nitrophenyl) disulfide

: 27826-43-3
butyl(4-nitrophenyl)sulfane

Conditions

Conditions	Yield
With water; rongalite; potassium carbonate In N,N-dimethyl-formamide for 0.25h;	96%

: 100-32-3
di(p-nitrophenyl) disulfide

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 42497-87-0
1-nitro-4-(4-nitrophenylmethylthio)benzene

Conditions

Conditions	Yield
With water; rongalite; potassium carbonate In N,N-dimethyl-formamide for 0.166667h;	96%

: 100-32-3
di(p-nitrophenyl) disulfide

: 13141-38-3
2-phenylethynylaniline

: 1213786-18-5
3-((4-nitrophenyl)thio)-2-phenyl-1H-indole

Conditions

Conditions	Yield
With air; palladium dichloride In dimethyl sulfoxide at 80℃; for 24h;	96%
With iodine In toluene at 110℃; for 8h; Schlenk technique;	93%

: 100-32-3
di(p-nitrophenyl) disulfide

: 108-24-7
acetic anhydride

: 15119-62-7
1-acetylsulfanyl-4-nitro-benzene

Conditions

Conditions	Yield
With rongalite; cesium fluoride In water; N,N-dimethyl-formamide at 20℃; for 0.0833333h;	96%

: 120-72-9
indole

: 100-32-3
di(p-nitrophenyl) disulfide

: 72496-80-1
3-[(4-nitrophenyl)sulfanyl]-1H-indole

Conditions

Conditions	Yield
With iron(III) trifluoride; iodine In acetonitrile at 80℃; for 36h; regioselective reaction;	96%
With iodine; dimethyl sulfoxide In carbonic acid dimethyl ester at 40℃; for 10h;	92%
Stage #1: di(p-nitrophenyl) disulfide With tetrabutylammomium bromide; triethylamine In dichloromethane for 1h; Cooling with ice; Green chemistry; Stage #2: indole In dichloromethane at 70℃; for 3.5h; Green chemistry;	85%

: 100-32-3
di(p-nitrophenyl) disulfide

: 104-87-0
4-methyl-benzaldehyde

: 39248-99-2
S-(4-nitrophenyl) 4-methylbenzothioate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; potassium carbonate In water at 100℃; for 2h;	96%

4,4'-Dinitrodiphenyl disulfide Consensus Reports

Reported in EPA TSCA Inventory.

4,4'-Dinitrodiphenyl disulfide Specification

The IUPAC name of 4,4'-Dinitrodiphenyl disulfide is 1-nitro-4-[(4-nitrophenyl)disulfanyl]benzene. With the CAS registry number 100-32-3, it is also named as Bis(4-nitrophenyl) disulfide. The product's category is Phenyls & Phenyl-Het. It is yellow or tan powder which is stable and incompatible with strong oxidizing agents, strong bases. When heated to decomposition it emits very toxic fumes of NO_x and SO_x.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.534; (4)ACD/LogD (pH 7.4): 4.534; (5)ACD/BCF (pH 5.5): 1643.174; (6)ACD/BCF (pH 7.4): 1643.174; (7)ACD/KOC (pH 5.5): 6972.424; (8)ACD/KOC (pH 7.4): 6972.424; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.718; (13)Molar Refractivity: 79.557 cm³; (14)Molar Volume: 201.76 cm³; (15)Polarizability: 31.539×10^-24 cm³; (16)Surface Tension: 76.338 dyne/cm; (17)Enthalpy of Vaporization: 71.462 kJ/mol; (18)Vapour Pressure: 0 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 307.992548; (21)MonoIsotopic Mass: 307.992548; (22)Topological Polar Surface Area: 142; (23)Heavy Atom Count: 20; (24)Complexity: 308.

Preparation of 4,4'-Dinitrodiphenyl disulfide: It can be obtained by 4-nitro-benzenethiol. This reaction needs reagent benzyltriphenylphosphonium dichromate. The reaction time is 3 min. The yield is 87%.

Uses of 4,4'-Dinitrodiphenyl disulfide: It can react with N-chloro-acetamide to get N,N'-diacetyl-p-nitrobenzenesulfinamidine. This reaction needs reagent pyridine and solvent benzene. The yield is 96%.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. It also has limited evidence of a carcinogenic effect. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:c1cc(ccc1[N+](=O)[O-])SSc2ccc(cc2)[N+](=O)[O-]
2. InChI:InChI=1/C12H8N2O4S2/c15-13(16)9-1-5-11(6-2-9)19-20-12-7-3-10(4-8-12)14(17)18/h1-8H
3. InChIKey:KWGZRLZJBLEVFZ-UHFFFAOYAR

Product Name

4,4'-Dinitrodiphenyl disulfide

Synthetic route

4,4'-Dinitrodiphenyl disulfide Consensus Reports

4,4'-Dinitrodiphenyl disulfide Specification

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