HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thioanisole
MPS · Methyl(phenyl)sulfane · PHSME · METHYL PHENYL SULFIDE · THIOANISOL · Thioanisole (L) · Benzene, (methylthio)- · (Methylsulfanyl)benzene
Identifiers & Physical Properties
| CAS No. | 100-68-5 |
|---|---|
| Molecular formula | C7H8S |
| Average molar mass | 124.21 g/mol |
| Monoisotopic mass | 124.03467126 g/mol |
| SMILES | CSc1ccccc1 |
| InChIKey | HNKJADCVZUBCPG-UHFFFAOYSA-N |
| PubChem CID | 7520 |
| ChEMBL | CHEMBL192899 |
| ChEBI | CHEBI:134281 |
| EC No. | 202-878-2 |
| DTXSID | DTXSID8059217 |
Chemical & Physical Properties
| XLogP | 2.7 |
|---|---|
| Topological polar surface area | 25.3 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 1 |
| Heavy atoms | 8 |
| Formal charge | 0 |
| Complexity | 55.4 |
| Chemical classes | Other Classes -> Sulfur Compounds |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP (partition coefficient) | 2.742.6 |
| Food additives | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Density | 0.958-0.9681.057 g/mL at 20 °C(lit.) |
| Flavoring agents | EU Flavoring substances |
| Solubility | 0.506 mg/mL at 25 °Cinsoluble in watersoluble in alcohol and oil(in ethanol)<1mg/l |
| Boiling point | 188.00 to 193.00 °C. @ 760.00 mm Hg188-193 °C188 °C(lit.) |
| Melting point | -15 °C−15 °C(lit.) |
| Refractive index | 1.532-1.551n20/D 1.587(lit.) |
| Physical Description | Colorless liquid with a stench[Alfa Aesar MSDS]colourless or slightly yellow liquid with unpleasant odour |
| Vapor pressure | 38.5 Pa (20 °C) |
| FEMA | 3873 | METHYL PHENYL SULFIDE |
| FLAVIS Number | 12.162 | Methyl phenyl sulfide |
| Flash point | 135 °F |
| Storage conditions | Store below +30°C. |
| Physical state | Liquid |
| Specific gravity | 1.058 |
| Color | Clear light yellow to brown-yellow |
| Odor | at 0.10 % in propylene glycol. toluene solvent spicy woody sawdust |
| Odor type | solvent |
| Biological source | synthetic |
| Sensitivity | Stench |
| JECFA Number | 459 |
| BRN | 1904179 |
| Henry's law constant | 4.0×10-2 mol/(m3Pa) at 25℃, Hine and Mookerjee (1975) |
| Dielectric constant | 4.7599999999999998 |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Major applications | cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care |
| InChI | 1S/C7H8S/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 |
| InChIKey | HNKJADCVZUBCPG-UHFFFAOYSA-N |
| SMILES | CSc1ccccc1 |
| LogP (partition coefficient) | 2.9 at 25℃ |
| CAS DataBase Reference | 100-68-5(CAS DataBase Reference) |
| Substances Added to Food (formerly EAFUS) | METHYL PHENYL SULFIDE |
| EWG's Food Scores | 1 |
| FDA UNII | BB4K737YF4 |
| NIST Chemistry Reference | Benzene, (methylthio)-(100-68-5) |
| EPA Substance Registry System | Benzene, (methylthio)- (100-68-5) |
| UNSPSC Code | 85151701 |
| NACRES | NA.24 |
| GHS pictogram | GHS07,GHS09 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H317-H411 |
| GHS precautionary statements | P261-P264-P273-P280-P301+P312-P302+P352 |
| Hazard symbols | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-36/39-36/37 |
| UN transport number | UN 1993 3/PG 3 |
| Water hazard class (WGK) | 3 |
| RTECS number | DA6200000 |
| F | 13 |
| Hazard Note | Harmful/Stench |
| TSCA inventory status | TSCA listed |
| Hazard class | 9Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1B |
| Packing group | III |
| Customs code | 29309070 |
| Storage class | 10 - Combustible liquids |
| Toxicity | LD50 orally in Rabbit: 891 mg/kg |
| REACH registrations | Active |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| GHS classification | WarningH302 (98.8%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 171 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H226: Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| Regulatory information | Chemical: Benzene, (methylthio)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 30-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12381Methyl phenyl sulphide: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | Safe when used as a flavoring agent in food[JECFA] An irritantHarmful by ingestion[Alfa Aesar MSDS] See Benzyl methyl sulfide. |
| Hazard Classes and Categories | Acute Tox. 4 (98.8%)Flammable liquids - Category 3 |
| F | 13 |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | DA6200000 |
| UN transport number | UN 1993 3/PG 3 |
| Customs code | 29309070 |
| Toxicity | LD50 orally in Rabbit: 891 mg/kg |
| Risk statements (R) | 22-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07,GHS09 |
| Hazard symbols | Xn |
| hazard_note | Harmful/Stench |
| Safety statements (S) | 26-36/39-36/37 |
| Hazard class | 9Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1B |
| Storage class | 10 - Combustible liquids |
| Packing group | III |
| GHS hazard statements | H302-H315-H317-H411 |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
| REACH registrations | Active |
| GHS precautionary statements | P261-P264-P273-P280-P301+P312-P302+P352 |
Applications & Uses
Uses
Thioanisole is an important raw material of light curing initiator UV-907. High efficiency startup agent, used for acid catalytic cracking of N-Z and protective groups of O-benzyl and O-methyl. Thioanisole is used as pesticide, medicine, dye intermediate.
Description
Thioanisole is a chiral organosulfide with a wide range of uses in the chemical, pharmaceutical, flavour and fragrance and food industries. Its use in combination with biocatalysts in immobilised cells eliminates the 2-day preparation phase and results in complete bioconversion of thioanisole within 24 hours. Degradative halogenation of thioanisoles by iodine at temperatures between 100 and 150°C produces diphenyl sulfide, diphenyl disulfide, thianthrene and trimethylsulfonium iodide, as well as small amounts of hydrogen sulfide, hydrogen iodide, iodomethane and dimethyl sulfide.
Occurrence
Reported found in coffee.
Uses
Thioanisole is used in oxidative biotransformations.
Uses
Intermediate, solvent for polymeric systems.