diphenyl disulfide

phenyl disulfide

CAS: 882-33-7 C12 H10 S2 MW: 218.34170000 sulfurous sulfurous

Identification

Namediphenyl disulfide
IUPACphenyldisulfanylbenzene
CAS Number882-33-7
EINECS212-926-4
FDA UNII7P54H519IJ
Molecular FormulaC12 H10 S2
Molecular Weight218.34170000
MDL NumberMFCD00003065
Nikkaji NumberJ2.117B
Beilstein639794
CoE Number11757
XlogP34.40 (est)

Regulatory

JECFA Food Flavoring578 phenyl disulfide
DG SANTE Food Flavourings12.043 diphenyl disulfide
FEMA Number3225
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)882-33-7 ; PHENYL DISULFIDE

Physical Properties

Appearance white orthorhombic needles (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 59.00 to 62.00 °C. @ 760.00 mm Hg
Boiling Point 310.00 °C. @ 760.00 mm Hg, 192.00 °C. @ 15.00 mm Hg
Vapor Pressure 0.001000 mmHg @ 25.00 °C. (est)
Vapor Density 7.53 ( Air = 1 )
Flash Point 352.00 °F. TCC ( 177.78 °C. )
logP (o/w) 4.410
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description at 0.10 % in propylene glycol.
Taste Description sulfurous earthy

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 100 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for diphenyl disulfide usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)ND (μg/capita/day)
Structure ClassIII
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

biphenyl disulfide 1,2- diphenyldisulfane 1,1'- disulfanediyldibenzene disulfide diphenyl disulfide, diphenyl 1,1'- dithiodibenzene phenyl disulfide phenyl disulphide phenyl dithiobenzene phenyldisulfanylbenzene phenyldisulfide phenyldithiobenzene US Patents: 3,952,024 - Furfurylthioacetone PubMed: Formation pathway of Roussin's red ester (RRE) via the reaction of a {Fe(NO)2}(10) dinitrosyliron complex (DNIC) and thiol: facile synthetic route for synthesizing cysteine-containing DNIC. US Patents: 3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines PubMed: Synthesis, guest-binding, and reduction-responsive degradation properties of water-soluble cyclophanes having disulfide moieties. US Patents: 3,968,264 - Flavoring agent PubMed: Inhibition of biofilm formation, quorum sensing and infection in Pseudomonas aeruginosa by natural products-inspired organosulfur compounds. PubMed: Deprotonative metalation of aromatic compounds by using an amino-based lithium cuprate. PubMed: Sulfur-substituted tetrahedranes. PubMed: Synthesis of stable silicon heterocycles by reaction of organic substrates with a chlorosilylene [PhC(NtBu)2SiCl]. PubMed: Functional groups and sulfur K-edge XANES spectra: divalent sulfur and disulfides. PubMed: Cesium carbonate-catalyzed alpha-phenylchalcogenation of carbonyl compounds with diphenyl dichalcogenide. PubMed: Heterolytic cleavage of disulfides by frustrated Lewis pairs. PubMed: Reductive addition of the benzenethiyl radical to alkynes by amine-mediated single electron transfer reaction to diphenyl disulfide. PubMed: Photosensitized oxidation of alkyl phenyl sulfoxides. C-S bond cleavage in alkyl phenyl sulfoxide radical cations. PubMed: Antioxidant activity of the new thiosulfinate derivative, S-benzyl phenylmethanethiosulfinate, from Petiveria alliacea L. PubMed: Raman spectroscopy of benzenethiolates on nanometer-scale gold clusters. PubMed: Mononitrosyl tris(thiolate) iron complex [Fe(NO)(SPh)3]- and dinitrosyl iron complex [(EtS)2Fe(NO)2]-: formation pathway of dinitrosyl iron complexes (DNICs) from nitrosylation of biomimetic rubredoxin [Fe(SR)4]2-/1- (R = Ph, Et). PubMed: Temporary anion states and dissociative electron attachment in diphenyl disulfide. PubMed: Disulfidation of alkynes and alkenes with gallium trichloride. PubMed: The reaction of allyl and benzylarsonic acids with thiols: mechanistic aspects and implications for dioxygen activation by trivalent arsenic compounds. PubMed: Capillary electrophoresis with laser induced-fluorescence detection of profens derivatized with the water-soluble fluorogenic reagent 4-N-(4-N'-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole. PubMed: Organochalcogens effects on delta-aminolevulinate dehydratase activity from human erythrocytic cells in vitro. PubMed: Rhodium-catalyzed disulfide exchange reaction. PubMed: Preparation of tri- and difluoromethylsilanes via an unusual magnesium metal-mediated reductive tri- and difluoromethylation of chlorosilanes using tri- and difluoromethyl sulfides, sulfoxides, and sulfones. PubMed: Diazenecarboxamide UP-91, a potential anticancer agent, acts by reducing cellular glutathione content. PubMed: Antioxidant properties of new chalcogenides against lipid peroxidation in rat brain. PubMed: Oxygen transfer reactions. 4. Reaction of high valent oxoruthenium compounds with sulfides. PubMed: Diphenyl disulfide and sodium in NMP as an efficient protocol for in situ generation of thiophenolate anion: selective deprotection of aryl alkyl ethers and alkyl/aryl esters under nonhydrolytic conditions. PubMed: Solid state optical activity of dichalcogenides: isolation by chiral crystallization and determination of absolute configuration. PubMed: Synthesis, structure, and reactions of (acylimino)triaryl-lambda(5)-bismuthanes: first comparative study of the (acylimino)pnictorane series. PubMed: Highly Selective Thioselenation of Vinylcyclopropanes with a (PhS)(2)-(PhSe)(2) Binary System and Its Application to Thiotelluration. PubMed: Co-oxidation of 2,2,5,7,8-pentamethyl-6-chromanol and diphenyl disulfide with 3-chloroperoxybenzoic acid. PubMed: Glutathione peroxidase-like antioxidant activity of diaryl diselenides: a mechanistic study. PubMed: Screening of organosulfur compounds as inhibitors of human CYP2A6. PubMed: Comparative Behavior of Aromatic Disulfide and Diselenide Monolayers on Polycrystalline Gold Films Using Cyclic Voltammetry, STM, and Quartz Crystal Microbalance. PubMed: The fate of diphenyl sulphide, diphenyl sulphoxide and diphenyl sulphone in the rat. PubMed: Effect of Co-Adsorbed Surfactant on the Structure of Self-Assembled Monolayer of Thiol on Polycrystalline Gold. PubMed: Suppressing effects of S-methyl methanethiosulfonate and diphenyl disulfide on mitomycin C-induced somatic mutation and recombination in Drosophila melanogaster and micronuclei in mice. PubMed: Suppression of aflatoxin B1- or methyl methanesulfonate-induced chromosome aberrations in rat bone marrow cells after treatment with S-methyl methanethiosulfonate. PubMed: Thiol oxidation by 1,2,3-oxadiazolinium ions, presumed carcinogens. PubMed: Catalytic effects of glutathione peroxidase mimetics on the thiol reduction of cytochrome c. PubMed: Phenylselenenyl- and phenylthio-substituted pyrimidines as inhibitors of dihydrouracil dehydrogenase and uridine phosphorylase. PubMed: Degradation of organic sulfur compounds by a coal-solubilizing fungus. PubMed: Synthesis of L-gulose, L-galactose, and their acetylated aldehydo forms from 6-S-phenyl-6-thio-D-hexoses. PubMed: Diphenyldisulfide inhibits indomethacin-induced ulcerogenesis in rats. PubMed: Molecular modeling and enzyme kinetics indicate a novel mechanism for mammalian 5-lipoxygenase. PubMed: Inhibition of mammalian 5-lipoxygenase by aromatic disulfides. PubMed: Pyrrolopyrimidine nucleosides. 18. Synthesis and chemotherapeutic activity of 4-amino-7-(3-deoxy-beta-D-ribofuranosyl)pyrrolo[2,3-d] pyrimidine-5-carboxamide (3'-deoxysangivamycin) and 4-amino-7-(2-deoxy-beta-D-ribofuranosyl)pyrrolo[2,3-d] pyrimidine-5-carboxamide (2'-deoxysangivamycin). PubMed: Movement and metabolism of S-benzyl O,O-diisopropyl phosphorothiolate (Kitazin P) and O-ethyl S,S-diphenyl phosphorodithiolate (edifenphos) in various types of soils. PubMed: Letter: Silyl phosphites. I. The reaction of silyl phosphites with diphenyl disulfide. Synthesis of S-phenyl nucleoside phosphorothioates. PubMed: [The diamides of phenyl-dithiobenzene-2,2', -3,3'- and 4,4'-disulfonic acids].