Description Reactions and Uses
ChemicalBook > CAS DataBase List > DIPHENYL DISULFIDE

DIPHENYL DISULFIDE

Description Reactions and Uses
Product Name
DIPHENYL DISULFIDE
CAS No.
882-33-7
Chemical Name
DIPHENYL DISULFIDE
Synonyms
1,2-diphenyldisulfane;PHENYL DISULFIDE;FEMA 3225;DIPHENYL DISULPHIDE;Diphenyl disulfide ,99%;usafe-1;USAF e-1;AKOS 94361;Phenyl disulfid;Dithiobisbenzene
CBNumber
CB3716625
Molecular Formula
C12H10S2
Formula Weight
218.34
MOL File
882-33-7.mol
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DIPHENYL DISULFIDE Property

Melting point:
58-60 °C (lit.)
Boiling point:
191-192 °C (15 mmHg)
Density 
1.353
refractive index 
1,441-1,444
FEMA 
3225 | PHENYL DISULFIDE
Flash point:
310°C
storage temp. 
Sealed in dry,Room Temperature
solubility 
xylene: soluble3%, clear, colorless to yellow
form 
Crystalline Solid
color 
White to off-white
Specific Gravity
1.353
Odor
at 0.10 % in propylene glycol. sulfurous earthy burnt
Odor Type
sulfurous
Water Solubility 
Insoluble in water.
JECFA Number
578
BRN 
639794
Stability:
Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKey
GUUVPOWQJOLRAS-UHFFFAOYSA-N
LogP
4.41
CAS DataBase Reference
882-33-7(CAS DataBase Reference)
NIST Chemistry Reference
Disulfide, diphenyl(882-33-7)
EPA Substance Registry System
Diphenyl disulfide (882-33-7)
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Safety

Hazard Codes 
Xi,N
Risk Statements 
36/37/38-50/53
Safety Statements 
26-37/39-36-61-60
RIDADR 
UN 3335
WGK Germany 
3
RTECS 
SS6825000
F 
13
Hazard Note 
Irritant
TSCA 
T
HazardClass 
IRRITANT, STENCH
PackingGroup 
III
HS Code 
29093090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
169021
Product name
Phenyl disulfide
Purity
99%
Packaging
10g
Price
$27.9
Updated
2024/03/01
Sigma-Aldrich
Product number
169021
Product name
Phenyl disulfide
Purity
99%
Packaging
50g
Price
$71.6
Updated
2024/03/01
TCI Chemical
Product number
P0167
Product name
Diphenyl Disulfide
Purity
>99.0%(GC)
Packaging
25g
Price
$26
Updated
2024/03/01
TCI Chemical
Product number
P0167
Product name
Diphenyl Disulfide
Purity
>99.0%(GC)
Packaging
100g
Price
$58
Updated
2024/03/01
Alfa Aesar
Product number
A12586
Product name
Diphenyl disulfide, 98%
Packaging
50g
Price
$43.65
Updated
2024/03/01
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DIPHENYL DISULFIDE Chemical Properties,Usage,Production

Description

Diphenyl disulfide is a colorless crystalline material with the formula (C6H5S)2 and often abbreviated Ph2S2. It is most commonly utilized as a reagent for integration of a phenylthio functionality into molecules. The phenylthio group in the compound has a useful function due to the numerous of reaction that it can facilitate in organic chemistry. Phenysulfides, for instance, undergo oxidative elimination, producing alkenes under relatively mild, normal conditions. Also phenyl sulfides can serve as a source of carbon-centered radicals in radical reactions.
Diphenyl disulfide is usually synthesized by the oxidation of thiophenol:
2 PhSH + I2 → Ph2S2 + 2 HI

Reactions and Uses

With Alkenes
Ph2S2 adds cleanly to many dienes and alkenes upon catalysis by BF3.OMe2. The trifluoroacetoxysulfenylation of unsaturated esters, nitriles, amides, and carboxylic acids is possible with Ph2S2.
As a Source of Thiiyl Radicals
In the presence of radical initiators, upon thermolysis or photolysis, thiiyl radicals can be generated from PhSSPh. Therefore, the radicals generated add reversibly to alkynes and alkenes generating vinyl and alkyl radicals respectively (1).
Reduction
Ph2S2 undergoes reduction, which is a characteristic of disulfides. Hydride reagents such as super hydride and sodium borohydride can be used as reductants.
Ph2S2 + 2 M → 2 MSPh (M = Li, Na, K)

Chemical Properties

White to light yellow crystal.

Occurrence

Naturally occurring phytoalexin-like substan

Uses

Diphenyl disulfide is one of the most popular organic disulfides used in organic synthesis. It is used as a reagent for the α-phenylsulfenylation of carbonyl compounds. It participates in hydrothiolation of alkynes via amine-mediated single electron transfer mechanism. It is the hydrolysis product of dyfonate.

Definition

ChEBI: Diphenyl disulfide is a member of benzenes.

Preparation

By heating and passing a stream of air over an ammoniacal solution of thiophenol.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 35, p. 1770, 1987 DOI: 10.1248/cpb.35.1770
Tetrahedron Letters, 25, p. 703, 1984 DOI: 10.1016/S0040-4039(01)80004-6

Purification Methods

Crystallise the disulfide from MeOH. [Alberti et al. J Am Chem Soc 108 3024 1986]. Also crystallise it repeatedly from hot Et2O, then dry it in a vacuum at 30o over P2O5, fuse it under N2 and re-dry it; the whole procedure being repeated, with a final drying under a vacuum for 24hours. Alternatively, recrystallise it from hexane/EtOH solution. [Burkey & Griller J Am Chem Soc 107 246 1985, Beilstein 6 H 323, 6 IV 1560.]

DIPHENYL DISULFIDE Preparation Products And Raw materials

Raw materials

Preparation Products

4-Nitrobenzenesulfonyl chloride dibenzoyl disulphide
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View Lastest Price from DIPHENYL DISULFIDE manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
DIPHENYL DISULFIDE 882-33-7
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-12-04
Hebei Weibang Biotechnology Co., Ltd
Product
DIPHENYL DISULFIDE 882-33-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-11
.GZ HONESTCHEM CO.,LTD
Product
Phenyl Disulfide 882-33-7
Price
US $1.00/g
Min. Order
300g
Purity
99.8%
Supply Ability
20 TONS
Release date
2021-07-05

882-33-7, DIPHENYL DISULFIDERelated Search:

BENZENETHIOSULFONIC ACID S-PHENYL ESTER Bis(2-nitrophenyl) disulfide 2,2'-Diaminodiphenyl disulphide 4,4'-DICHLORODIPHENYL DISULFIDE 8,8'-DIQUINOLYL DISULFIDE Bis(3-nitrophenyl) disulfide DIPHENYL DISULFIDE 5,5′-Dithiobis(2-nitrobenzoic acid) BIS(2,4,5-TRICHLOROPHENYL) DISULFIDE 2,2'-Dithiobisbenzanilide DIPHENYL DISULFIDE-2,2'-DICARBOXYLIC ACID 6-HYDROXY-2-NAPHTHYL DISULFIDE BIS(4-METHOXYPHENYL) DISULPHIDE 4,4'-DINITRO DIPHENYL DISULFIDE P-TOLYL DISULFIDE 3,3',5,5'-TETRACHLORODIPHENYL DISULFIDE 2,2'',6,6''-TETRACHLORO DIPHENYL DISULFIDE 3,3'-DIFLUORO DIPHENYL DISULFIDE

  • PHENYL DISULFIDE
  • PHENYL DISULPHIDE
  • DIPHENYL DISULFIDE
  • DIPHENYL DISULPHIDE
  • DIPHENYLDISULPIDE
  • FEMA 3225
  • BIPHENYL DISULFIDE
  • AKOS 94361
  • (Phenyldisulfanyl)benzene
  • Disulfide,diphenyl
  • disulfidediphenyl
  • dlphenyldisulfide
  • USAF e-1
  • Nelfinavir Related CoMpound E
  • Phenyl disulfid
  • Diphenyl disulfide (diphenyl disulfide)
  • usafe-1
  • PHENYL DISULFIDE 98+%
  • phenyldithiobenzene
  • DIPHENTYL DISULFIDE
  • 1,1'-Dithiobisbenzene
  • 4,4'-Dithiobis(benzene)
  • Diphenyl persulfide
  • Dithiobisbenzene
  • Phenyl disulfide,99%
  • Diphenyl disulfide ,99%
  • Phenyl disulfide, 99% 50GR
  • Thiophenol DiMer (IMpurity E)
  • 1,2-diphenyldisulfane
  • 1,1'-Disulphanediyldibenzene, 1,1'-Dithiodibenzene
  • 10gdiphenyldisulfide
  • DiphenylDisulfide&gt
  • Diphenyl disulfide, 99%, for synthesis
  • TIANFUCHEM--882-33-7---DIPHENYL DISULFIDE
  • Nelfinavir Related Compound E (Diphenyl disulfide) (1457957)
  • Diphenyl Disulphide (98%)
  • Diphenyldisulfide in isooctane
  • 882-33-7
  • C12H10S2
  • C6H52S2
  • C6H5SSC6H5
  • Building Blocks
  • Organic Building Blocks
  • Sulfur Compounds
  • Sulfides/Disulfides
  • Biphenyl & Diphenyl ether
  • bc0001
  • R00001