methyl phenyl sulfide
methylsulfanylbenzene
Identification
| Name | methyl phenyl sulfide |
| IUPAC | methylsulfanylbenzene |
| CAS Number | 100-68-5 |
| EINECS | 202-878-2 |
| FDA UNII | BB4K737YF4 |
| Molecular Formula | C7 H8 S |
| Molecular Weight | 124.20576000 |
| MDL Number | MFCD00008559 |
| Nikkaji Number | J3.592K |
| Beilstein | 1904179 |
| CoE Number | 11533 |
| XlogP3 | 2.70 (est) |
Regulatory
| JECFA Food Flavoring | 459 methyl phenyl sulfide |
| DG SANTE Food Flavourings | 12.162 methyl phenyl sulfide |
| FEMA Number | 3873 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 100-68-5 ; METHYL PHENYL SULFIDE |
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.95800 to 0.96800 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.972 to 8.055 |
| Refractive Index | 1.53200 to 1.55100 @ 20.00 °C. |
| Melting Point | -15.00 °C. @ 760.00 mm Hg |
| Boiling Point | 188.00 to 193.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.662000 mmHg @ 25.00 °C. (est) |
| Flash Point | 135.00 °F. TCC ( 57.22 °C. ) |
| logP (o/w) | 2.740 |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Description |
at 0.10 % in propylene glycol. at 0.10 % in ethyl alcohol.
|
| Taste Description | at 0.02 - 0.50 ppm. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | intravenous-mouse LD50 56 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', 'U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00184']
Safety in Use
| Category | flavoring agents |
| Recommendation for methyl phenyl sulfide usage levels up to | not for fragrance use. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.012 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA) | 0.40 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | ND (μg/person/day) |
| Threshold of Concern | 540 (μg/person/day) |
| Structure Class | II |
| baked goods | 0.06000 |
| beverages(nonalcoholic) | 0.20000 |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | 0.01000 |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | 0.10000 |
| granulated sugar | - |
| gravies | 0.10000 |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | 0.40000 |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | 0.50000 |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
Beijing Lys Chemicals Co, LTD.
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Penta International Corporation
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Potential Uses
Natural Occurrence
Synonyms
benzene, (methylthio)-
methyl phenyl sulphide
methyl phenyl thioether
methyl phenylsulfide
methyl thio) benzene
methyl-phenyl sulfide
methylphenylsulfide
methylsulfanyl)benzene
methylsulfanylbenzene
methylthio)benzene
phenyl methyl sulfide
phenyl thiomethane
1-
phenyl-1-thiaethane
1-
phenyl-1-thioethane
phenylthiomethane
sulfide, methyl phenyl
(1-
thiaethyl) benzene
(1-
thiaethyl)benzene
thioanisol
thioanisole
US Patents:
3,952,024 - Furfurylthioacetone
PubMed:
Synthesis of isotopically labeled 1,3-dithiane.
US Patents:
Certain 2,5-dimethyl-3-thiopyrazines
PubMed:
Hypochlorous acid turn-on boron dipyrromethene probe based on oxidation of methyl phenyl sulfide.
US Patents:
Flavoring agent
PubMed:
Highly enantioselective oxidation of phenyl methyl sulfide and its derivatives into optically pure (S)-sulfoxides with Rhodococcus sp. CCZU10-1 in an n-octane-water biphasic system.
PubMed:
Heterometallic cerium(IV) perrhenate, permanganate, and molybdate complexes supported by the imidodiphosphinate ligand [N(i-Pr2PO)2]-.
PubMed:
High cell density cultivation of Pseudomonas putida strain HKT554 and its application for optically active sulfoxide production.
PubMed:
The oxidative properties of a manganese(IV) hydroperoxide moiety and its relationships with the corresponding manganese(IV) oxo and hydroxo moieties.
PubMed:
The use of stable isotope labelling for the analytical chemistry of drugs.
PubMed:
Diruthenium(II,III) tetramidates as a new class of oxygenation catalysts.
PubMed:
The effect of solvent on the catalytic properties of microperoxidase-11.
PubMed:
Resolution of racemic sulfoxides with high productivity and enantioselectivity by a Rhodococcus sp. strain as an alternative to biooxidation of prochiral sulfides for efficient production of enantiopure sulfoxides.
PubMed:
Synthesis and properties of chiral pyrazolidines derived from (+)-pulegone.
PubMed:
Synthesis, characterization, and application of vanadium-salan complexes in oxygen transfer reactions.
PubMed:
Polystyrene bound oxidovanadium(IV) and dioxidovanadium(V) complexes of histamine derived ligand for the oxidation of methyl phenyl sulfide, diphenyl sulfide and benzoin.
PubMed:
Cyclodextrin inclusion compounds of vanadium complexes: structural characterization and catalytic sulfoxidation.
PubMed:
Protein engineering of toluene monooxygenases for synthesis of chiral sulfoxides.
PubMed:
catena-Poly[[chlorido(methyl phenyl sulfide-κS)mercury(II)]-μ-chlorido].
PubMed:
Removal of malodorous organic sulfides with molecular oxygen and visible light over metal phthalocyanine.
PubMed:
Synthesis, characterization, and structures of oxovanadium(V) complexes of Schiff bases of beta-amino alcohols as tunable catalysts for the asymmetric oxidation of organic sulfides and asymmetric alkynylation of aldehydes.
PubMed:
Synthesis, characterization, reactivity, and catalytic potential of model vanadium(IV, V) complexes with benzimidazole-derived ONN donor ligands.
PubMed:
Selective synthesis of sulfoxides from sulfides using ultrasound.
PubMed:
Selective catalytic oxidation of organosulfur compounds with tert-butyl hydroperoxide.
PubMed:
Effects of the environment on microperoxidase-11 and on its catalytic activity in oxidation of organic sulfides to sulfoxides.
PubMed:
Fe2+-catalyzed heterolytic RO-OH bond cleavage and substrate oxidation: a functional synthetic non-heme iron monooxygenase system.
PubMed:
Oxidation of organic sulfides by vanadium haloperoxidase model complexes.
PubMed:
Enantioselective Sulfoxidation Catalyzed by Vanadium Haloperoxidases.
PubMed:
Sulfoxidation mechanism of vanadium bromoperoxidase from Ascophyllum nodosum. Evidence for direct oxygen transfer catalysis.
PubMed:
Reactions of sulfides with S-330, a potential decontaminant of sulfur mustard in formulations.
PubMed:
Chloroperoxidase-catalyzed enantioselective oxidation of methyl phenyl sulfide with dihydroxyfumaric acid/oxygen or ascorbic acid/oxygen as oxidants.
PubMed:
Oxidation reactions by prostaglandin cyclooxygenase-hydroperoxidase.
PubMed:
Deuterium isotope effects during formation of phenols by hepatic monoxygenases. Evidence for an alternative to arene oxide pathway.