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Basic Information
CAS No.: 882-33-7
Name: Diphenyl disulfide
Molecular Structure:
Molecular Structure of 882-33-7 (Diphenyl disulfide)
Formula: C12H10S2
Molecular Weight: 218.343
Synonyms: Phenyldisulfide (8CI);1,1'-Diphenyl disulfide;Biphenyl disulfide;Diphenyldisulfide;Diphenyl disulphide;NSC 2689;
EINECS: 212-926-4
Density: 1.22 g/cm3
Melting Point: 58-60 °C
Boiling Point: 310 °C at 760 mmHg
Flash Point: 177.8 °C
Solubility: insoluble in water
Appearance: White to light yellow crystal
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39-36
Transport Information: UN 3335
PSA: 50.60000
LogP: 4.48600
Synthetic route
1212-08-4

S-Phenyl benzenethiosulfonate

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%
108-98-5

thiophenol

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%
98-09-9

benzenesulfonyl chloride

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%
41065-20-7

benzenesulfinyl-benzoyloxy-methane

A

50-00-0

formaldehyd

B

882-33-7

diphenyldisulfane

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

thiophenol

A

75264-81-2

bis(benzenethio)tellurium(II)

B

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
93-59-4

Perbenzoic acid

24364-84-9

bis-benzenesulfenyl-amine

A

93-99-2

benzoic acid phenyl ester

B

92-52-4

biphenyl

C

65-85-0

benzoic acid

D

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

5296-64-0

allyl phenyl thioether

A

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

B

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

702-00-1

(2-methylallyl)(phenyl)sulfane

A

(η5-C5Me5)RuCl2(η3-CH2CMeCH2)

B

882-33-7

diphenyldisulfane

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

thiophenol

233257-02-8

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

A

10050-08-5

tri-o-tolylbismuth

B

882-33-7

diphenyldisulfane

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

N-benzylidene-S-phenylthiohydroxylamine

882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With oxygen; copper(II) bis(trifluoromethanesulfonate) In toluene at 80℃; for 3h;100%
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Chemistry

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 

Uses

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

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°.
 

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 .

 
  
 

Consensus Reports

Reported in EPA TSCA Inventory.

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
 

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.