CAS 4209-24-9 2-Chloro-1-(4-methylphenyl)ethan-1-one (HCID 237805)

Names & identifiers

Preferred name: 2-Chloro-1-(4-methylphenyl)ethan-1-one
IUPAC: 2-chloro-1-(4-methylphenyl)ethanone
English name: 2-Chloro-1-p-tolyl-ethanone
Molecular formula: C9H9ClO
Molecular weight: 168.62

Names & synonyms

4209-24-92-chloro-1-(4-methylphenyl)ethanone2-chloro-1-(4-methylphenyl)ethan-1-oneDTXSID10285402ethanone, 2-chloro-1-(4-methylphenyl)-RefChem:468425DTXCID90236553840-211-2InChI=1/C9H9ClO/c1-7-2-4-8(5-3-7)9(11)6-10/h2-5H,6H2,1H2-chloro-1-p-tolyl-ethanone2-Chloro-1-(p-tolyl)ethanoneChloromethyl p-tolyl ketone

Show more names

Chloro-1-p-tolyl-ethanone4'-Methyl-2-chloroacetophenoneA-CHLORO-4-METHYL ACETOPHENONEα-Chloro-4'-methylacetophenone

4-(2-Chloroacetyl)tolueneMFCD009720942-chloro-1-(p-tolyl)ethan-1-onep-methylphenacyl chloridep-Methyl-2-chloroacetophenone2-Chloro-4'-MethylacetophenoneNSC416674-methylphenacylchloride

Database identifiers

CAS: 4209-24-9
PubChem CID: 237805
DTXSID: DTXSID10285402
EC Number: 840-211-2
Nikkaji: J135.059E

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 136

Physicochemical properties

Melting point: 57.5 °C · 57.5°C
Boiling point: 238.18 °C · 238.18°C (rough estimate)
Density: 1.1115 · 1.1115 (rough estimate)
refractive index: 1.562 · 1.5620 (estimate)
InChI: InChI=1S/C9H9ClO/c1-7-2-4-8(5-3-7)9(11)6-10/h2-5H,6H2,1H3
InChIKey: HGLJRZYKFVJSEE-UHFFFAOYSA-N
SMILES: C(=O)(C1=CC=C(C)C=C1)CCl
CAS DataBase Reference: 4209 · 4209-24-9(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 303 · H303-H313
Precautionary statements: 312 · P312
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H290 (33.3%): May be corrosive to metals [Warning Corrosive to Metals]

P233, P234, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P342+P316, P362+P364, P363, P390, P403, P403+P233, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 20-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32448

Hazard Classes and CategoriesMet. Corr. 1 (33.3%)

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H303-H313
REACH Registrations: Active
Precautionary statements: P312

Chemistry & industry

Applications · 1 item

Uses2-chloro-1-(4-methylphenyl)ethanone (cas# 4209-24-9) can be used for preparation of acetophenone derivatives, which are known to be fungicides that control phytopathogenic fungi. In addition, this compound can be used for synthesis of clinafloxacin triazole hybrids, which are also known for the their antifungal and antibacterial activity. Moreover, this compound was found to inhibit (uncompetitively to ATP) pyruvate dehydrogenase (PDH), meaning it inhibits further glucose oxidation. That is why this compound can potentially be used to treat such conditions as diabetes and/or ischemia.

Preparation methods · 1 item

PreparationTo a suspension of anhydrous aluminum chloride (5.60 g, 40 mmol) in anhydrous toluene (40 mL), chloroacetyl chloride (4.52 g, 40 mmol) was slowly added dropwise. After the aluminum chloride had dissolved, the mixture was heated slowly to 80 °C and held at that temperature for 2 h, then cooled and poured into crushed ice (100 g)containing concentrated hydrochloric acid (10 mL). The reaction liquid is extracted by toluene, concentrated, and dried to obtain 2-Chloro-1-p-tolyl-ethanone.