Product Name

  • Name

    Diphenyl disulfide

  • EINECS 212-926-4
  • CAS No. 882-33-7
  • Article Data1314
  • CAS DataBase
  • Density 1.22 g/cm3
  • Solubility insoluble in water
  • Melting Point 58-60 °C
  • Formula C12H10S2
  • Boiling Point 310 °C at 760 mmHg
  • Molecular Weight 218.343
  • Flash Point 177.8 °C
  • Transport Information UN 3335
  • Appearance White to light yellow crystal
  • Safety 26-37/39-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 882-33-7 (Diphenyl disulfide)
  • Hazard Symbols IrritantXi
  • Synonyms Phenyldisulfide (8CI);1,1'-Diphenyl disulfide;Biphenyl disulfide;Diphenyldisulfide;Diphenyl disulphide;NSC 2689;
  • PSA 50.60000
  • LogP 4.48600

Synthetic route

S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With ethyl phosphinate In ethanol other reagent;100%
With ethyl phosphinate In ethanol Product distribution; other reagent;100%
With tungsten(VI) chloride; sodium iodide In acetonitrile for 1.5h; Ambient temperature;98%
thiophenol
108-98-5

thiophenol

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With pyridine chromium peroxide for 0.1h; Product distribution; effect of various chromium(VI) based oxidants;100%
With bis(tetra-n-butylammonium) tetrakis(benzenethiolato-μ3-sulfidoiron); oxygen In acetonitrile at 0℃; for 0.166667h; other iron-sulfur complex or other iron compounds as the catalyst in reaction oxidation;100%
With barium ferrate(VI) In benzene for 0.25h; Product distribution; Heating;100%
benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;100%
With tungsten(VI) chloride; sodium iodide In acetonitrile for 16h; Ambient temperature;97%
With Silphos; iodine In acetonitrile for 10h; Heating;96%
benzenesulfinyl-benzoyloxy-methane
41065-20-7

benzenesulfinyl-benzoyloxy-methane

A

formaldehyd
50-00-0

formaldehyd

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With potassium hydroxide In methanolA 100%
B 61%
thiophenol
108-98-5

thiophenol

A

bis(benzenethio)tellurium(II)
75264-81-2

bis(benzenethio)tellurium(II)

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With (2,2,4,4-tetrafluoropropoxy)tellurane In diethyl ether at -50 - -40℃; for 0.166667h;A 100%
B n/a
Perbenzoic acid
93-59-4

Perbenzoic acid

bis-benzenesulfenyl-amine
24364-84-9

bis-benzenesulfenyl-amine

A

benzoic acid phenyl ester
93-99-2

benzoic acid phenyl ester

B

biphenyl
92-52-4

biphenyl

C

benzoic acid
65-85-0

benzoic acid

D

diphenyldisulfane
882-33-7

diphenyldisulfane

E

N2, tar

N2, tar

Conditions
ConditionsYield
In benzene Kinetics; Product distribution; Mechanism; isotopic effect, effect of benzoic acid and styrene on the reaction;A 1.4%
B 0.2%
C 100%
D 50%
E n/a
pentamethylcyclopentadienyl-ruthenium(III) chloride

pentamethylcyclopentadienyl-ruthenium(III) chloride

allyl phenyl thioether
5296-64-0

allyl phenyl thioether

A

π-allyl(dichloro)(pentamethylcyclopentadienyl)ruthenium (IV)

π-allyl(dichloro)(pentamethylcyclopentadienyl)ruthenium (IV)

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With ethanol In dichloromethane CH2Cl2 soln. of reagents was stirred at 0°C for 1 h under N2; concd., chromd. on silica gel with hexane-ethyl acetate;A 100%
B n/a
pentamethylcyclopentadienyl-ruthenium(III) chloride

pentamethylcyclopentadienyl-ruthenium(III) chloride

(2-methylallyl)(phenyl)sulfane
702-00-1

(2-methylallyl)(phenyl)sulfane

A

(η5-C5Me5)RuCl2(η3-CH2CMeCH2)

(η5-C5Me5)RuCl2(η3-CH2CMeCH2)

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In dichloromethane CH2Cl2, 0°C, 1 h;A 100%
B n/a
thiophenol
108-98-5

thiophenol

[(trifluoroacetyl)imino]tris-(2-methylphenyl)-λ(5)-bismuthane
233257-02-8

[(trifluoroacetyl)imino]tris-(2-methylphenyl)-λ(5)-bismuthane

A

tri-o-tolylbismuth
10050-08-5

tri-o-tolylbismuth

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In benzene room temp., 3 h;A 100%
B 80%
N-benzylidene-S-phenylthiohydroxylamine
52777-99-8

N-benzylidene-S-phenylthiohydroxylamine

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With oxygen; copper(II) bis(trifluoromethanesulfonate) In toluene at 80℃; for 3h;100%
Benzoyl bromide
618-32-6

Benzoyl bromide

thallium thiophenoxide
57340-80-4

thallium thiophenoxide

A

phenyl thiobenzoate
884-09-3

phenyl thiobenzoate

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In diethyl ether for 0.5h;A 99%
B 1%
p-(1-methyl-1-nitropropyl)nitrobenzene
110637-93-9, 58324-83-7

p-(1-methyl-1-nitropropyl)nitrobenzene

sodium thiophenolate
930-69-8

sodium thiophenolate

A

2-(p-nitrophenyl)-2-butyl phenyl sulfide
110637-97-3

2-(p-nitrophenyl)-2-butyl phenyl sulfide

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In dimethyl sulfoxide for 0.75h;A 99%
B 99%
thallium thiophenoxide
57340-80-4

thallium thiophenoxide

benzoyl chloride
98-88-4

benzoyl chloride

A

phenyl thiobenzoate
884-09-3

phenyl thiobenzoate

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In diethyl ether for 1h;A 99%
B 1%
diphenyl-N-(p-toluenesulfonyl)selenimide
52867-19-3

diphenyl-N-(p-toluenesulfonyl)selenimide

thiophenol
108-98-5

thiophenol

A

diphenylselenide
1132-39-4

diphenylselenide

B

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

C

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In chloroform for 0.25h; Product distribution; Ambient temperature;A 96%
B 99%
C 97%
N-(p-tolylsulfonyl)dibenzylselenimide
55986-20-4

N-(p-tolylsulfonyl)dibenzylselenimide

thiophenol
108-98-5

thiophenol

A

dibenzyl selenide
1842-38-2

dibenzyl selenide

B

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

C

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In chloroform for 0.166667h; Product distribution; Ambient temperature;A 98%
B 99%
C 97%
triphenyl bismuth (2+); dichloride
507233-69-4, 594-30-9, 28719-54-2

triphenyl bismuth (2+); dichloride

thiophenol
108-98-5

thiophenol

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 60℃; for 18h;99%
thallium thiophenoxide
57340-80-4

thallium thiophenoxide

acetyl chloride
75-36-5

acetyl chloride

A

S-phenyl thioacetate
934-87-2

S-phenyl thioacetate

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In diethyl ether for 0.5h;A 99%
B 1%
tetra-n-butylammonium difluorotriphenylstannate

tetra-n-butylammonium difluorotriphenylstannate

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With sulfur In N,N-dimethyl-formamide at 130℃; for 5.5h; Substitution;99%
(C6H5)4SbSC6H5*0.06CHCl3

(C6H5)4SbSC6H5*0.06CHCl3

A

biphenyl
92-52-4

biphenyl

B

diphenyl sulfide
139-66-2

diphenyl sulfide

C

triphenylantimony
603-36-1

triphenylantimony

D

diphenyldisulfane
882-33-7

diphenyldisulfane

E

benzene
71-43-2

benzene

Conditions
ConditionsYield
In neat (no solvent) thermal decompn. of Sb compd. in a sealed tube on heating to 140°C for 3 h; not isolated, detected by GLC and TLC;A 21%
B 69%
C 99%
D 30%
E 6%
9-bromophenanthrene
573-17-1

9-bromophenanthrene

S-phenyl tert-butylcarbamothioate
56741-04-9

S-phenyl tert-butylcarbamothioate

A

N-(tert-butyl)phenanthrene-9-carboxamide
1579273-93-0

N-(tert-butyl)phenanthrene-9-carboxamide

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
Stage #1: 9-bromophenanthrene With iodine; magnesium In 2-methyltetrahydrofuran at 60℃; for 1h; Schlenk technique; Inert atmosphere;
Stage #2: S-phenyl tert-butylcarbamothioate In 2-methyltetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; Schlenk technique;
Stage #3: With ammonium hydroxide; oxygen In 2-methyltetrahydrofuran; water under 760.051 Torr; for 18h;
A 76%
B 99%
1-Bromo-2,4,6-triisopropylbenzene
21524-34-5

1-Bromo-2,4,6-triisopropylbenzene

S-phenyl (1-adamantyl)thiocarbamate

S-phenyl (1-adamantyl)thiocarbamate

A

N-(1-adamantyl)-2,4,6-triisopropylbenzamide

N-(1-adamantyl)-2,4,6-triisopropylbenzamide

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
Stage #1: 2,4,6-triisopropyl-1-bromobenzene With iodine; magnesium In 2-methyltetrahydrofuran at 60℃; for 1h; Schlenk technique; Inert atmosphere;
Stage #2: S-phenyl (1-adamantyl)thiocarbamate In 2-methyltetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; Schlenk technique;
Stage #3: With ammonium hydroxide; oxygen In 2-methyltetrahydrofuran; water under 760.051 Torr; for 18h; Schlenk technique;
A 98%
B 99%
1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

S-phenyl (1-adamantyl)thiocarbamate

S-phenyl (1-adamantyl)thiocarbamate

A

N-(1-adamantyl)-4-(tert-butyl)benzamide
331434-35-6

N-(1-adamantyl)-4-(tert-butyl)benzamide

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
Stage #1: 1-bromo-4-tert-butylbenzene With iodine; magnesium In 2-methyltetrahydrofuran at 60℃; for 1h; Schlenk technique; Inert atmosphere;
Stage #2: S-phenyl (1-adamantyl)thiocarbamate In 2-methyltetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; Schlenk technique;
Stage #3: With ammonium hydroxide; oxygen In 2-methyltetrahydrofuran; water under 760.051 Torr; for 18h; Schlenk technique;
A 86%
B 99%
sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With iodine; triphenylphosphine In water at 100℃; Green chemistry;98%
With tungsten(VI) chloride; sodium iodide In acetonitrile for 12h; Ambient temperature;95%
With Silphos; iodine In acetonitrile for 12h; Heating;95%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

thallium thiophenoxide
57340-80-4

thallium thiophenoxide

A

phenylthiotrimethylsilane
4551-15-9

phenylthiotrimethylsilane

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In diethyl ether for 18h;A 98%
B 2%
bromobenzene
108-86-1

bromobenzene

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With potassium 5-methyl-1,3,4-oxadiazole-2-thiolate; basolite C300 In water; N,N-dimethyl-formamide at 130℃; for 6h; Green chemistry;98%
With sulfur; potassium hydroxide In water at 130℃; for 7.5h; Green chemistry;95%
With copper(l) iodide; hexachloroethane; sodium carbonate; thiourea In water at 120℃; for 15h;93%
2-[(1-phenylmethyl)sulfinyl]pyridine
87577-90-0

2-[(1-phenylmethyl)sulfinyl]pyridine

phenylmagnesium bromide

phenylmagnesium bromide

A

2-Benzylpyridine
101-82-6

2-Benzylpyridine

B

S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

C

S-phenyl benzenethiosulfinate
1208-20-4, 6930-77-4, 133670-27-6

S-phenyl benzenethiosulfinate

D

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In tetrahydrofuran Product distribution; Mechanism; Ambient temperature; investigation of reaction with various Grignard reagents and n-BuLi;A 98%
B 3%
C 60%
D 16%
In tetrahydrofuran Ambient temperature;A 98%
B 3%
C 60%
D 16%
2-[(1-phenylmethyl)sulfinyl]pyridine
87577-90-0

2-[(1-phenylmethyl)sulfinyl]pyridine

A

2-Benzylpyridine
101-82-6

2-Benzylpyridine

B

S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

C

S-phenyl benzenethiosulfinate
1208-20-4, 6930-77-4, 133670-27-6

S-phenyl benzenethiosulfinate

D

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With phenylmagnesium bromide In tetrahydrofuran Ambient temperature;A 98%
B 3%
C 60%
D 16%
With phenylmagnesium bromide In tetrahydrofuran Ambient temperature;A 98%
B 3%
C 60%
D 16%
Acetyl bromide
506-96-7

Acetyl bromide

thallium thiophenoxide
57340-80-4

thallium thiophenoxide

A

S-phenyl thioacetate
934-87-2

S-phenyl thioacetate

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In diethyl ether for 1h;A 98%
B 1%
α-naphthol
90-15-3

α-naphthol

4'-nitrobenzenesulfenanilide
64168-52-1

4'-nitrobenzenesulfenanilide

A

2-phenylthio-1-naphthol
68143-73-7

2-phenylthio-1-naphthol

B

4-(phenylthio)naphthalen-1-ol
19133-53-0

4-(phenylthio)naphthalen-1-ol

C

4-nitro-aniline
100-01-6

4-nitro-aniline

D

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With trifluoroacetic acid In benzene for 0.166667h; Ambient temperature; Further byproducts given;A 42%
B 33%
C 98%
D 14%
α-naphthol
90-15-3

α-naphthol

4'-nitrobenzenesulfenanilide
64168-52-1

4'-nitrobenzenesulfenanilide

A

2-phenylthio-1-naphthol
68143-73-7

2-phenylthio-1-naphthol

B

4-(phenylthio)naphthalen-1-ol
19133-53-0

4-(phenylthio)naphthalen-1-ol

C

4-nitro-aniline
100-01-6

4-nitro-aniline

D

2,4-bis(phenylthio)naphthalen-1-ol
103929-98-2

2,4-bis(phenylthio)naphthalen-1-ol

E

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With trifluoroacetic acid In benzene for 0.166667h; Product distribution; Mechanism; 1.5 eqiv. TFA;A 42%
B 33%
C 98%
D 10%
E 14%
diphenyldisulfane
882-33-7

diphenyldisulfane

thiophenol
108-98-5

thiophenol

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran; methanol for 2h; Heating;100%
With sodium tetrahydroborate In tetrahydrofuran; methanol for 2h; Heating; solvent effect (t-BuOH, DME, 1,4-dioxane, EtOH);100%
With sodium diethylpiperidinohydroaluminate In tetrahydrofuran at 0℃; for 3h;98%
diphenyldisulfane
882-33-7

diphenyldisulfane

benzenesulfenyl chloride
931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With chlorine In dichloromethane at 0℃; for 0.333333h;100%
With (Dichloroiodo)benzene In dichloromethane at 20℃; for 0.333333h;95%
With chlorine In tetrachloromethane at -78℃;93%
diphenyldisulfane
882-33-7

diphenyldisulfane

benzenesulphinyl chloride
4972-29-6

benzenesulphinyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride; acetic acid at -40℃; for 3h;100%
With sulfuryl dichloride; acetic acid at -20 - 35℃; for 5.3h;85%
With sulfuryl dichloride; acetic acid at -20 - 35℃; for 6h;85%
methoxybenzene
100-66-3

methoxybenzene

diphenyldisulfane
882-33-7

diphenyldisulfane

1-methoxy-4-(phenylsulfanyl)benzene
5633-57-8

1-methoxy-4-(phenylsulfanyl)benzene

Conditions
ConditionsYield
With silver hexafluoroantimonate; antimonypentachloride In 1,2-dichloro-ethane for 3h; Heating;100%
With dipotassium peroxodisulfate In trifluoroacetic acid at 20℃; for 16h;89%
Stage #1: diphenyldisulfane With thionyl chloride In 1,2-dichloro-ethane at 5 - 30℃; for 4h;
Stage #2: With aluminum (III) chloride In 1,2-dichloro-ethane at 5 - 10℃; for 1h;
Stage #3: methoxybenzene In 1,2-dichloro-ethane for 4h;
88.5%
With silver hexafluoroantimonate; antimonypentachloride In 1,2-dichloro-ethane for 3h; Product distribution; Heating; effect of Lewis acid and silver salt;
1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

diphenyldisulfane
882-33-7

diphenyldisulfane

2,4-dinitro-1-phenylsulfanyl-benzene
2486-09-1

2,4-dinitro-1-phenylsulfanyl-benzene

Conditions
ConditionsYield
With borax; N-Acetylcysteine In methanol; water for 1h; Ambient temperature;100%
With sodium hydroxide; Aminoiminomethanesulfinic acid; cetyltrimethylammonim bromide In tetrahydrofuran; water for 4h; Product distribution; Heating;95%
With sodium hydroxide; cetyltrimethylammonim bromide; Aminoiminomethanesulfinic acid In tetrahydrofuran for 4h; Heating;95%
With sodium hydroxide; Aminoiminomethanesulfinic acid; cetyltrimethylammonim bromide In tetrahydrofuran; water for 4h; Heating;95%
With aluminium trichloride; zinc In water; N,N-dimethyl-formamide at 65℃; for 6h;95%
iodobenzene
591-50-4

iodobenzene

diphenyldisulfane
882-33-7

diphenyldisulfane

diphenyl sulfide
139-66-2

diphenyl sulfide

Conditions
ConditionsYield
at 230 - 270℃; for 8h; Mechanism; other aryl iodides;100%
at 230 - 270℃; for 8h;100%
With caesium carbonate In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;97%
2,2-dimethyl-propanol-1
75-84-3

2,2-dimethyl-propanol-1

diphenyldisulfane
882-33-7

diphenyldisulfane

neopentyl phenyl sulphide
7210-80-2

neopentyl phenyl sulphide

Conditions
ConditionsYield
With tributylphosphine In tetrahydrofuran at 62℃; under 7500600 Torr; for 3h; other pressures and times; var. prim. and sec. alcohols;100%
With tributylphosphine In tetrahydrofuran at 62℃; under 7500600 Torr; for 3h;100%
2-methylmethoxybenzene
578-58-5

2-methylmethoxybenzene

diphenyldisulfane
882-33-7

diphenyldisulfane

1-methoxy-2-methyl-4-(phenylsulfanyl)benzene
107777-12-8

1-methoxy-2-methyl-4-(phenylsulfanyl)benzene

Conditions
ConditionsYield
With silver hexafluoroantimonate; antimonypentachloride In 1,2-dichloro-ethane for 3h; Heating;100%
methyl (R)-3-hydroxy-2-methylpropionate
72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

diphenyldisulfane
882-33-7

diphenyldisulfane

(S)-2-methyl-3-(phenylsulfanyl)propanoic acid methyl ester
121783-48-0

(S)-2-methyl-3-(phenylsulfanyl)propanoic acid methyl ester

Conditions
ConditionsYield
With tributylphosphine In acetonitrile for 4.5h; Ambient temperature;100%
With tributylphosphine In N,N-dimethyl-formamide at 0 - 20℃; for 4h;95%
tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

diphenyldisulfane
882-33-7

diphenyldisulfane

phenylthioethylene
1822-73-7

phenylthioethylene

Conditions
ConditionsYield
In benzene at 35 - 45℃; for 4h; Irradiation;100%
<(E)-3,3-dimethyl-1-butenyl>mercuric chloride
36525-02-7, 79178-05-5

<(E)-3,3-dimethyl-1-butenyl>mercuric chloride

diphenyldisulfane
882-33-7

diphenyldisulfane

E-3,3-Dimethylbut-1-en-1-yl-phenylsulfid
53847-74-8

E-3,3-Dimethylbut-1-en-1-yl-phenylsulfid

Conditions
ConditionsYield
In benzene at 35 - 45℃; for 6h; Irradiation;100%
2-[1,3]Dioxolan-2-ylmethyl-3,3-dimethyl-butan-1-ol
138814-74-1

2-[1,3]Dioxolan-2-ylmethyl-3,3-dimethyl-butan-1-ol

diphenyldisulfane
882-33-7

diphenyldisulfane

2-(3,3-Dimethyl-2-phenylsulfanylmethyl-butyl)-[1,3]dioxolane
138814-75-2

2-(3,3-Dimethyl-2-phenylsulfanylmethyl-butyl)-[1,3]dioxolane

Conditions
ConditionsYield
With pyridine; tributylphosphine at 25℃;100%
5-Fluoro-1-((3aR,4R,6R,6aR)-6-methoxymethoxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione
87817-91-2

5-Fluoro-1-((3aR,4R,6R,6aR)-6-methoxymethoxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione

diphenyldisulfane
882-33-7

diphenyldisulfane

5-Fluoro-1-((3aR,4R,6R,6aR)-6-methoxymethoxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
87817-96-7

5-Fluoro-1-((3aR,4R,6R,6aR)-6-methoxymethoxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -70℃;100%
2-(2-(but-3-yn-1-yl)-1,3-dioxolan-2-yl)ethan-1-ol
91798-92-4

2-(2-(but-3-yn-1-yl)-1,3-dioxolan-2-yl)ethan-1-ol

diphenyldisulfane
882-33-7

diphenyldisulfane

2-(3-butynyl)-2-<2-(phenylthio)ethyl>-1,3-dioxolane
91798-93-5

2-(3-butynyl)-2-<2-(phenylthio)ethyl>-1,3-dioxolane

Conditions
ConditionsYield
With tributylphosphine In benzene for 0.5h;100%
diphenyldisulfane
882-33-7

diphenyldisulfane

1-ethoxymethyl-5-lithio-2-phenylthioimidazole
67319-06-6

1-ethoxymethyl-5-lithio-2-phenylthioimidazole

1-ethoxymethyl-2,5-bis(phenylthio)imidazole
86051-84-5

1-ethoxymethyl-2,5-bis(phenylthio)imidazole

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -70℃;100%
With n-butyllithium In tetrahydrofuran at -78℃;100%
diphenyldisulfane
882-33-7

diphenyldisulfane

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
4064-06-6

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

1,2:3,4-di-O-isopropylidene-6-S-phenyl-6-thio-α-D-galactopyranoside
104495-07-0

1,2:3,4-di-O-isopropylidene-6-S-phenyl-6-thio-α-D-galactopyranoside

Conditions
ConditionsYield
With tributylphosphine In tetrahydrofuran at 62℃; under 10000 Torr; for 5h;100%
With tributylphosphine In pyridine at 20℃; for 24h;96%
With pyridine; tributylphosphine for 20h; Ambient temperature;95%
With tributylphosphine In pyridine for 12h; Ambient temperature;86%
diphenyldisulfane
882-33-7

diphenyldisulfane

(E)-5-[(2R,3R)-3-((E)-4,8-Dimethyl-nona-3,7-dienyl)-3-methyl-oxiranyl]-2-methyl-pent-2-en-1-ol
176043-45-1

(E)-5-[(2R,3R)-3-((E)-4,8-Dimethyl-nona-3,7-dienyl)-3-methyl-oxiranyl]-2-methyl-pent-2-en-1-ol

(2R,3R)-2-((E)-4,8-Dimethyl-nona-3,7-dienyl)-2-methyl-3-((E)-4-methyl-5-phenylsulfanyl-pent-3-enyl)-oxirane
176043-46-2

(2R,3R)-2-((E)-4,8-Dimethyl-nona-3,7-dienyl)-2-methyl-3-((E)-4-methyl-5-phenylsulfanyl-pent-3-enyl)-oxirane

Conditions
ConditionsYield
With tributylphosphine In dichloromethane for 0.5h; Ambient temperature;100%
diphenyldisulfane
882-33-7

diphenyldisulfane

(Z)-6-(1-Methylcyclohexa-2,5-dienyl)hex-5-en-1-ol
181576-34-1

(Z)-6-(1-Methylcyclohexa-2,5-dienyl)hex-5-en-1-ol

3-Methyl-3-[(Z)-6-(phenylsulfenyl)hex-1-enyl]cyclohexa-1,4-diene
252869-48-0

3-Methyl-3-[(Z)-6-(phenylsulfenyl)hex-1-enyl]cyclohexa-1,4-diene

Conditions
ConditionsYield
With pyridine; tributylphosphine100%
With tributylphosphine In pyridine at 20℃; for 7h; Substitution;100%
3-hydroxy-(2S)-methylpropionate
80657-57-4

3-hydroxy-(2S)-methylpropionate

diphenyldisulfane
882-33-7

diphenyldisulfane

(R)-2-methyl-3-(phenylsulfanyl)propanoic acid methyl ester
165457-66-9

(R)-2-methyl-3-(phenylsulfanyl)propanoic acid methyl ester

Conditions
ConditionsYield
With tributylphosphine In tetrahydrofuran at 20℃; for 24h;100%
With tributylphosphine In tetrahydrofuran for 24h; Ambient temperature;99%
With tributylphosphine In N,N-dimethyl-formamide at 0 - 20℃; for 4h;85%
With tributylphosphine In N,N-dimethyl-formamide at 0 - 25℃; for 5h; Yield given;
diphenyldisulfane
882-33-7

diphenyldisulfane

(1S,2R,3R)-1-acetoxymethyl-2-hydroxymethyl-3-phenylcyclopropane
248256-35-1

(1S,2R,3R)-1-acetoxymethyl-2-hydroxymethyl-3-phenylcyclopropane

Acetic acid (1S,2S,3R)-2-phenyl-3-phenylsulfanylmethyl-cyclopropylmethyl ester
392656-02-9

Acetic acid (1S,2S,3R)-2-phenyl-3-phenylsulfanylmethyl-cyclopropylmethyl ester

Conditions
ConditionsYield
With tributylphosphine In pyridine at 20℃; for 1h;100%
With tributylphosphine In pyridine at 20℃; Substitution;
diphenyldisulfane
882-33-7

diphenyldisulfane

(+/-)-(2S,3R)-2,3-epoxy-1-(phenylthio)nonane

(+/-)-(2S,3R)-2,3-epoxy-1-(phenylthio)nonane

Conditions
ConditionsYield
With tributylphosphine In pyridine at 0℃;100%
diphenyldisulfane
882-33-7

diphenyldisulfane

(2S)-2-vinyl-3-phenyl-1-propanol
392655-66-2

(2S)-2-vinyl-3-phenyl-1-propanol

(3S)-3-phenylthiomethyl-4-phenyl-1-butene

(3S)-3-phenylthiomethyl-4-phenyl-1-butene

Conditions
ConditionsYield
With tributylphosphine In pyridine at 20℃; for 1h;100%
diphenyldisulfane
882-33-7

diphenyldisulfane

(R)-3-Benzyloxy-3-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-propan-1-ol

(R)-3-Benzyloxy-3-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-propan-1-ol

[(2S,3R,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-2-((R)-1-benzyloxy-3-phenylsulfanyl-propyl)-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane
474248-58-3

[(2S,3R,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-2-((R)-1-benzyloxy-3-phenylsulfanyl-propyl)-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

Conditions
ConditionsYield
With tributylphosphine In pyridine at 20℃; for 24h;100%
cyclopentadecanone oxime
34341-05-4

cyclopentadecanone oxime

diphenyldisulfane
882-33-7

diphenyldisulfane

N-(phenylsulfenyl)cyclopentadecanimine

N-(phenylsulfenyl)cyclopentadecanimine

Conditions
ConditionsYield
With tributylphosphine In tetrahydrofuran at 20℃;100%

Diphenyl disulfide Chemical Properties

The Molecular formula of PHENYL DISULFIDE(882-33-7):C12H10S2  
The Molecular Weight of PHENYL DISULFIDE(882-33-7):218.34  
The Molecular Structure of PHENYL DISULFIDE(882-33-7) is:
Density:1.22 g/cm3
Melting point:58-60 °C
Boiling point:310 °C at 760 mmHg
Flash point:177.8 °C     
Index of Refraction:1.679  
FEMA:3225
BRN:639794 
Molar Refractivity:67.49 cm3  
Molar Volume:178.6 cm3 
Polarizability:26.75 10-24cm3
Surface Tension:53.1 dyne/cm
Enthalpy of Vaporization:52.88 kJ/mol  
Vapour Pressure:0.00113 mmHg at 25°C
Appearance:white to light yellow crystal.  
IUPAC Name:phenyldisulfanylbenzene
Synonyms:PHENYL DISULFIDE;BIPHENYL DISULFIDE;PHENYL DISULPHIDE;DIPHENYL DISULFIDE;DIPHENYL DISULPHIDE;DIPHENYLDISULPIDE;FEMA 3225;AKOS 94361 

Diphenyl disulfide Uses

PHENYL DISULFIDE with its cas registry number(882-33-7) could be used as a pesticide, medicine, dyes intermediates.

Diphenyl disulfide Production

Ph2S2 is usually prepared by the oxidation of thiophenol:
2PhSH + I2 → Ph2S2 + 2HI
Hydrogen peroxide can also be used as the oxidant.Ph2S2 is rarely prepared in the laboratory because it is inexpensive, and the precursor has a disagreeable odour.
Like most organic disulfides, the C2S2 core of Ph2S2 is non-planar with a dihedral angle approaching 85°.
 

Diphenyl disulfide Toxicity Data With Reference

1.    

ipr-mus LD50:100 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .

 
  
 

Diphenyl disulfide Consensus Reports

Reported in EPA TSCA Inventory.

Diphenyl disulfide Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of SOx. Flammable when exposed to heat or flame. See also SULFIDES.
Hazard Codes:Xi
Xi:Irritant
Risk Statements
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
RIDADR:UN 3335
WGK Germany :3
RTECS:SS6825000
F:13
Hazard Note:Irritant
TSCA:T
 

Diphenyl disulfide Specification

Chemical Stability: Stable. 
Incompatibilities with Other Materials Strong oxidizing agents, strong reducing agents, strong bases. 
Hazardous Polymerization Will not occur.
Hazardous Decomposition Products Carbon monoxide, oxides of nitrogen, oxides of sulfur, carbon dioxide, hydrogen sulfide.  
Conditions to Avoid: Incompatible materials.  

 

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