diphenyl disulfide
phenyl disulfide
Identification
| Name | diphenyl disulfide |
| IUPAC | phenyldisulfanylbenzene |
| CAS Number | 882-33-7 |
| EINECS | 212-926-4 |
| FDA UNII | 7P54H519IJ |
| Molecular Formula | C12 H10 S2 |
| Molecular Weight | 218.34170000 |
| MDL Number | MFCD00003065 |
| Nikkaji Number | J2.117B |
| Beilstein | 639794 |
| CoE Number | 11757 |
| XlogP3 | 4.40 (est) |
Regulatory
| JECFA Food Flavoring | 578 phenyl disulfide |
| DG SANTE Food Flavourings | 12.043 diphenyl disulfide |
| FEMA Number | 3225 |
| FDA | No 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 SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 100 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavoring agents |
| Recommendation for diphenyl disulfide usage levels up to | not for fragrance use. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | ND (μg/capita/day) |
| Structure Class | III |
| 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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Synerzine, Inc.
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Potential Uses
Natural Occurrence
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].