1-(4-(Methylthio)phenyl)ethan-1-one
Basic information
- CAS
1778-09-2- Standard SMILES
CSc1ccc(C(C)=O)cc1- InChIKey
JECUZQLBQKNEMW-UHFFFAOYSA-N- Molecular formula
- C9H10OS
- Average molar mass
- 166.24 g/mol
- Monoisotopic mass
- 166.04523594
Names & identifiers
- Preferred name
- 1-(4-(Methylthio)phenyl)ethan-1-one
- IUPAC
- 1-(4-methylsulfanylphenyl)ethanone
- English name
- 4'-Methylthioacetophenone
- Molecular formula
- C9H10OS
- Molecular weight
- 166.24
Names & synonyms
1-(4-(Methylthio)phenyl)ethan-1-oneEthanone, 1-[4-(methylthio)phenyl]-1-[4-(Methylthio)phenyl]ethan-1-oneEINECS 217-213-1Ethanone, 1-(4-(methylthio)phenyl)-NSC 403927RefChem:424467217-213-11778-09-24'-(Methylthio)acetophenone1-(4-(Methylthio)phenyl)ethanone1-(4-methylsulfanylphenyl)ethanone
Show more names
4-METHYLMERCAPTOACETOPHENONE4-(METHYLTHIO)ACETOPHENONE 99%4-(Methyl thio)p-Acetylthioanisole4'-MethylthioacetophGlycerol Impurity 244-(ACETYL)THIOANISOLE
4-(Methylthio)acetophenone1-[4-(methylsulfanyl)phenyl]ethan-1-one1-[4-(Methylsulfanyl)phenyl]ethanone4'-(Methylmercapto)acetophenone1-[4-(methylthio)phenyl]ethanonep-(methylthio)acetophenoneMFCD000398351-Acetyl-4-(methylthio)benzene
Database identifiers
- CAS
1778-09-2- PubChem CID
- 74501
- DTXSID
DTXSID3075129- UNII
- FN9JM37X2P
- EC Number
- 217-213-1
- Nikkaji
- J203.176K
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 42.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 136
Experimental & physicochemical properties
SpringerMaterials PropertiesDielectric constant
Physicochemical properties
- Melting point
- 80 · 80-82 °C(lit.)
- Boiling point
- 135 °C · 135 °C
- Density
- 1.1369 · 1.1369 (rough estimate)
- refractive index
- 1.56 · 1.5600 (estimate)
- Flash point
- 135 °C/1mm · 135°C/1mm
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, Methanol
- form
- Solid
- color
- White to Off-White
- BRN
- 1860517 · 1860517
- InChI
- InChI=1S/C9H10OS/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3
- InChIKey
- JECUZQLBQKNEMW-UHFFFAOYSA-N
- SMILES
- C(=O)(C1=CC=C(SC)C=C1)C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 21-11-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21181
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29309099
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- REACH Registrations
Chemistry & industry
Applications
Uses4′-(Methylthio)acetophenone may be used for the synthesis of Vioxx (Rofecoxib), an non-steroidal anti-inflammatory drug (NSAID). It may be used in the synthesis of (E)-1-[4-(methylsulfanyl)phenyl]-3-phenylprop-2-en-1-one.
General Description4′-(Methylthio)acetophenone (4-(Methylthio)acetophenone, p-(methylthio) acetophenone, 4-MTAP) is a sulphur containing organic building block. It is a key intermediate in drug synthesis. Its industrial preparation, via Friedel-Crafts acylation reaction in the presence of aluminium chloride as catalyst and acetyl chloride as acylating agent has been reported. It has been prepared by the acetylation reaction of thioanisole with acetic anhydride in the presence of solid acid catalyst.
Upstream & downstream products
Downstream products
Related reactions
33 records
Compound notes
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