397237

Acetanilide

zone-refined, purified by sublimation, ≥99.95%

• Synonym(s): N-Phenylacetamide
• Linear Formula: CH₃CONHC₆H₅
• CAS Number: 103-84-4
• Molecular Weight: 135.16
• Beilstein/REAXYS Number: 606468
• EC Number: 203-150-7
• MDL number: MFCD00008674
• UNSPSC Code: 12352100
• eCl@ss: 39031308
• PubChem Substance ID: 24864695
• NACRES: NA.22

Properties

• vapor density: 4.65 (vs air)
• Quality Level: 100
• vapor pressure: 1 mmHg ( 114 °C)
• assay: ≥99.95%
• form: solid
• autoignition temp.: 1004 °F
• purified by: sublimation
• bp: 304 °C (lit.)
• mp: 113-115 °C (lit.)
• functional group: amide
• SMILES string: CC(=O)Nc1ccccc1
• InChI: 1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)
• InChI key: FZERHIULMFGESH-UHFFFAOYSA-N

Description

General description

Acetanilide is an aniline derivative. Crystal structure of acetanillide has been studied by X-ray diffraction. It crystallizes in orthorhombic system having space group of Pbca. Its photolysis has been studied in the presence of β-cyclodextrin (cycloheptaamylose). Aminoacetophenone derivatives are obtained by the Fries rearrangement of acetanilide in the presence zeolites Y and β.

Application

Acetanilide may be used in the synthesis of ortho-haloacetanilides via regioselective C-H functionalization/halogenation reaction in the presence of Pd(OAc)₂ and Cu(OAc)₂ catalyst. It may be used in the preparation of chlorosubstituted acetanilides.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: 321.8 °F - closed cup
• flash_point_c: 161 °C - closed cup
• ppe: dust mask type N95 (US), Eyeshields, Gloves