1-(4-(Methylthio)phenyl)ethan-1-one (HCID 74501)

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 Å²
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
CAS DataBase Reference: 1778 · 1778-09-2(CAS DataBase Reference)
FDA UNII: 9 JM37X2P · FN9JM37X2P
NIST Chemistry Reference: 4 · 4-CH3S-C6H4-COCH3(1778-09-2)
EPA Substance Registry System: 4 · 4'-(Methylmercapto)acetophenone (1778-09-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29309099 · 29309099
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

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: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

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.