00401

Acetanilide

puriss. p.a., ≥99.5% (CHN)

• Synonym(s): N-Phenylacetamide
• Linear Formula: CH₃CONHC₆H₅
• CAS Number: 103-84-4
• Molecular Weight: 135.16
• Beilstein: 606468
• EC Number: 203-150-7
• MDL number: MFCD00008674
• UNSPSC Code: 12352100
• eCl@ss: 39031308
• PubChem Substance ID: 329747063
• NACRES: NA.22

Properties

• vapor density: 4.65 (vs air)
• Quality Level: 100
• vapor pressure: 1 mmHg ( 114 °C)
• grade: puriss. p.a.
• Assay: ≥99.5% (CHN)
• form: solid
• autoignition temp.: 1004 °F
• bp: 304 °C (lit.)
• mp: 113-115 °C (lit.); 113-115 °C
• 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 a member of acetamides. It is used as a precursor compound in the synthesis of dyes, varnishes, and rubber accelerators. It is also used as a key intermediate for many pharmaceutical compounds.

Application

Acetanilide can be used as a reactant to synthesize:      

• Oxindole derivatives via Ir-catalyzed intermolecular C-H functionalization with diazotized Meldrum′s acid.     
• Ortho-Haloacetanilides via regioselective C-H functionalization/halogenation reaction in the presence of Pd(OAc)₂ and Cu(OAc)₂ catalyst.      
• Chlorosubstituted acetanilides via oxidative chlorination with HCI and m-chloroperbenzoic acid in DMF.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): 321.8 °F - closed cup
• Flash Point(C): 161 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves