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DIPHENYL DISULFIDE

Description Reactions and Uses
DIPHENYL DISULFIDE
DIPHENYL DISULFIDE structure
CAS No.
882-33-7
Chemical Name:
DIPHENYL DISULFIDE
Synonyms
usafe-1;USAF e-1;FEMA 3225;AKOS 94361;Phenyl disulfid;PHENYL DISULFIDE;Dithiobisbenzene;DIPHENYLDISULPIDE;PHENYL DISULPHIDE;disulfidediphenyl
CBNumber:
CB3716625
Molecular Formula:
C12H10S2
Formula Weight:
218.34
MOL File:
882-33-7.mol

DIPHENYL DISULFIDE Properties

Melting point:
58-60 °C
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. 
Store below +30°C.
solubility 
xylene: soluble3%, clear, colorless to yellow
form 
Crystalline Solid
Specific Gravity
1.353
color 
White to off-white
Water Solubility 
Insoluble in water.
JECFA Number
578
BRN 
639794
Stability:
Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKey
GUUVPOWQJOLRAS-UHFFFAOYSA-N
CAS DataBase Reference
882-33-7(CAS DataBase Reference)
NIST Chemistry Reference
Disulfide, diphenyl(882-33-7)
EPA Substance Registry System
Disulfide, diphenyl(882-33-7)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
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
13
Hazard Note  Irritant
TSCA  T
HazardClass  IRRITANT, STENCH
PackingGroup  III
HS Code  29093090
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H373 May cause damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 2 Warning P260, P314, P501
H410 Very toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 1 Warning P273, P391, P501
Precautionary statements:
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P314 Get medical advice/attention if you feel unwell.
P391 Collect spillage. Hazardous to the aquatic environment
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P501 Dispose of contents/container to..…

DIPHENYL DISULFIDE price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 169021 Phenyl disulfide 99% 882-33-7 10g $21.4 2018-11-13 Buy
Sigma-Aldrich 169021 Phenyl disulfide 99% 882-33-7 50g $50.3 2018-11-13 Buy
TCI Chemical P0167 Diphenyl Disulfide >99.0%(GC) 882-33-7 25g $17 2018-11-22 Buy
TCI Chemical P0167 Diphenyl Disulfide >99.0%(GC) 882-33-7 100g $40 2018-11-22 Buy
Alfa Aesar A12586 Diphenyl disulfide, 98% 882-33-7 50g $38.1 2018-11-13 Buy

DIPHENYL DISULFIDE Chemical Properties,Uses,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.

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


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DIPHENYL DISULFIDE Spectrum


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