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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
Molecular Weight:
218.34
MDL Number:
MFCD00003065
MOL File:
882-33-7.mol
MSDS File:
SDS
Last updated:2023-07-27 17:31:07

DIPHENYL DISULFIDE Properties

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
Specific Gravity 1.353
color White to off-white
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
Substances Added to Food (formerly EAFUS) PHENYL DISULFIDE
CAS DataBase Reference 882-33-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 7P54H519IJ
NIST Chemistry Reference Disulfide, diphenyl(882-33-7)
EPA Substance Registry System Diphenyl disulfide (882-33-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H410
Precautionary statements  P264-P270-P273-P301+P312-P391-P501
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
NFPA 704
1
2 0

DIPHENYL DISULFIDE price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 169021 Phenyl disulfide 99% 882-33-7 10g $27.9 2024-03-01 Buy
Sigma-Aldrich 169021 Phenyl disulfide 99% 882-33-7 50g $71.6 2024-03-01 Buy
TCI Chemical P0167 Diphenyl Disulfide >99.0%(GC) 882-33-7 25g $26 2024-03-01 Buy
TCI Chemical P0167 Diphenyl Disulfide >99.0%(GC) 882-33-7 100g $58 2024-03-01 Buy
Alfa Aesar A12586 Diphenyl disulfide, 98% 882-33-7 50g $43.65 2024-03-01 Buy
Product number Packaging Price Buy
169021 10g $27.9 Buy
169021 50g $71.6 Buy
P0167 25g $26 Buy
P0167 100g $58 Buy
A12586 50g $43.65 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.

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.

Preparation

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

Definition

ChEBI: Diphenyl disulfide is a member of benzenes.

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.]

108-86-1
882-33-7
Synthesis of DIPHENYL DISULFIDE from Bromobenzene
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View Lastest Price from DIPHENYL DISULFIDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
DIPHENYL DISULFIDE pictures 2023-07-28 DIPHENYL DISULFIDE
882-33-7
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Diphenyl Disulfide pictures 2023-06-07 Diphenyl Disulfide
882-33-7
US $5.00-2.00 / KG 1KG 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
DIPHENYL DISULFIDE pictures 2023-04-19 DIPHENYL DISULFIDE
882-33-7
US $0.00-0.00 / KG 1KG 99% 20 mt Hebei Guanlang Biotechnology Co., Ltd.
PHENYL DISULPHIDE DIPHENYL DISULFIDE DIPHENYLDISULPIDE 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% Phenyl disulfide, 99% 50GR Thiophenol DiMer (IMpurity E) 1,1'-Disulphanediyldibenzene, 1,1'-Dithiodibenzene 10gdiphenyldisulfide DiphenylDisulfide> Diphenyl disulfide, 99%, for synthesis TIANFUCHEM--882-33-7---DIPHENYL DISULFIDE Nelfinavir Related Compound E (Diphenyl disulfide) (1457957) PHENYL DISULFIDE DIPHENYL DISULPHIDE FEMA 3225 Diphenyl disulfide ,99% 1,2-diphenyldisulfane Diphenyl Disulphide (98%) 882-33-7 C12H10S2 C6H52S2 C6H5SSC6H5 Building Blocks Organic Building Blocks Sulfur Compounds Sulfides/Disulfides Biphenyl & Diphenyl ether bc0001 R00001