Basic information
- Standard SMILES
CSc1ccccc1- InChIKey
HNKJADCVZUBCPG-UHFFFAOYSA-N- Molecular formula
- C7H8S
- Average molar mass
- 124.21 g/mol
- Monoisotopic mass
- 124.03467126
Overview
Thioanisole is an aryl sulfide that is thiophenol in which the hydrogen of the thiol group has been replaced by a methyl group. It is a member of benzenes and an aryl sulfide. It is functionally related to a thiophenol.
Names & identifiers
- Preferred name
- Thioanisole
- IUPAC
- methylsulfanylbenzene
- English name
- Thioanisole
- Molecular formula
- C7H8S
- Molecular weight
- 124.2
Names & synonyms
Thioanisole100-68-5Methyl phenyl sulfideThioanisol(Methylthio)benzeneBenzene, (methylthio)-(Methylsulfanyl)benzeneMETHYLPHENYLSULFIDEPhenylthiomethanePhenyl methyl sulfide(1-Thiaethyl)benzeneMethyl phenyl sulphide
Show more names
MPSMethyl(phenyl)sulfanePHSMEThioanisole (L)Thioanisole Vetec(TM) reagent grade, 98%FEMA 3873
MethylthiobenzeneMethyl phenylsulfideBB4K737YF4Sulfide, methyl phenyl (6CI,8CI)NSC-57916DTXSID8059217FEMA NO. 3873CHEBI:134281
Database identifiers
- CAS
100-68-5- PubChem CID
- 7520
- DTXSID
DTXSID8059217- ChEMBL
CHEMBL192899- ChEBI
CHEBI:134281- UNII
- BB4K737YF4
- EC Number
- 202-878-2
- Nikkaji
- J3.592K
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 25.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 55.4
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Sulfur Compounds
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP
2.74
2.6
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.958-0.968
Flavoring AgentsEU Flavoring substances
Solubility
0.506 mg/mL at 25 °C
insoluble in water; soluble in alcohol and oil
(in ethanol)
Boiling Point
188.00 to 193.00 °C. @ 760.00 mm Hg
188-193 °C
Melting Point-15 °C
Refractive Index1.532-1.551
Physical Description
Colorless liquid with a stench; [Alfa Aesar MSDS]
Liquid
colourless or slightly yellow liquid with unpleasant odour
Physicochemical properties
- Melting point
- 15 °C · −15 °C(lit.)
- Boiling point
- 188 °C · 188 °C(lit.)
- Density
- 1.057 g/mL · 1.057 g/mL at 20 °C(lit.)
- vapor pressure
- 38.5 Pa · 38.5 Pa (20 °C)
- refractive index
- 20 · n20/D 1.587(lit.)
- FEMA
- 3873 · 3873 | METHYL PHENYL SULFIDE
- FLAVIS Number
- 12.162 · 12.162 | Methyl phenyl sulfide
- Flash point
- 135 °F · 135 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 1 mg/l · <1mg/l
- form
- Liquid
- Specific Gravity
- 1.058 · 1.058
- color
- Clear light yellow to brown-yellow
- Odor
- 0.1 % · at 0.10 % in propylene glycol. toluene solvent spicy woody sawdust
- Odor Type
- solvent
- biological source
- synthetic
- Water Solubility
- INSOLUBLE
- Sensitive
- Stench
- JECFA Number
- 459 · 459
- BRN
- 1904179 · 1904179
- Henry's Law Constant
- 4 · 4.0×10-2 mol/(m3Pa) at 25℃, Hine and Mookerjee (1975)
- Dielectric constant
- 4.76 · 4.7599999999999998
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents.
- Major Application
- 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
- 2.9 at · 2.9 at 25℃
- CAS DataBase Reference
- 100 · 100-68-5(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- METHYL PHENYL SULFIDE
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 4 K737YF4 · BB4K737YF4
- NIST Chemistry Reference
- Benzene, (methylthio)-(100-68-5)
- EPA Substance Registry System
- Benzene, (methylthio)- (100-68-5)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07,GHS09
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H317-H411
- Precautionary statements
- 261 · P261-P264-P273-P280-P301+P312-P302+P352
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 26 · 26-36/39-36/37
- RIDADR
- 1993 · UN 1993 3/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 6200000 · DA6200000
- F
- 13 · 13
- Hazard Note
- Harmful/Stench
- TSCA
- TSCA listed
- HazardClass
- 9 · 9
- PackingGroup
- III
- HS Code
- 29309070 · 29309070
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 2 Eye · Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1B
- Toxicity
- 50 orally · LD50 orally in Rabbit: 891 mg/kg
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (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.
Warning
H226: Flammable liquid and vapor [Warning Flammable liquids]
Hazard information
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/12381
Methyl phenyl sulphide: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] An irritant; Harmful by ingestion; [Alfa Aesar MSDS] See Benzyl methyl sulfide.
Hazard Classes and Categories
Acute Tox. 4 (98.8%)
Flammable liquids - Category 3
Safety data
- F
- 13
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DA6200000
- ridadr
- UN 1993 3/PG 3
- hs_code
- 29309070
- Toxicity
- LD50 orally in Rabbit: 891 mg/kg
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- hazard_code
- Xn
- hazard_note
- Harmful/Stench
- safety_code
- 26-36/39-36/37
- hazard_class
- 9
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- 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
- Hazard Classifications
- Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1B
- Precautionary statements
- P261-P264-P273-P280-P301+P312-P302+P352
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Uses & manufacturing
UsesUsed as flavoring agent or adjuvant; [FDA]
Use Classification
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationBenzene, (methylthio)-: ACTIVE
Applications
UsesThioanisole 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.
DescriptionThioanisole 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.
OccurrenceReported found in coffee.
UsesThioanisole is used in oxidative biotransformations.
UsesIntermediate, solvent for polymeric systems.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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Syntechem Co.,Ltd[email protected]
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玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
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南京维奥化工有限公司Please Send Email 18652950785 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
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上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
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上海凯赛化工有限公司021-33516722 13701817765 · [email protected]
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无锡亚肽生物科技有限公司0510-83583050 13771062561 · [email protected]
上海容立化学科技有限公司021-69992220 13701886816 · [email protected]
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湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
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九鼎化学（上海）科技有限公司4009209199 · [email protected]
Henan Alfa Chemical Co., Ltd+8618339805032 · [email protected]
Additional notes
DefinitionChEBI: Thioanisole is an aryl sulfide that is thiophenol in which the hydrogen of the thiol group has been replaced by a methyl group. It is an aryl sulfide and a member of benzenes. It is functionally related to a thiophenol.
Related reactions
507 records
Linked notes
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