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397237 Sigma-Aldrich

Acetanilide

zone-refined, purified by sublimation, ≥99.95%

Synonym: N-Phenylacetamide

  • CAS Number 103-84-4

  • Linear Formula CH3CONHC6H5

  • Molecular Weight 135.16

  •  Beilstein/REAXYS Number 606468

  •  EC Number 203-150-7

  •  MDL number MFCD00008674

  •  eCl@ss 39031308

  •  PubChem Substance ID 24864695

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Nitrogen Compounds - Organic Building Blocks, Organic Building Blocks, Protected Amines More...
Quality Level   100
grade   zone-refined
vapor density   4.65 (vs air)
vapor pressure   1 mmHg ( 114 °C)
assay   ≥99.95%
autoignition temp.   1004 °F
purified by   sublimation
bp   304 °C (lit.)
mp   113-115 °C (lit.)
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.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
AD7350000
Flash Point(F) 
321.8 °F - closed cup
Flash Point(C) 
161 °C - closed cup

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Protocols & Articles
Peer-Reviewed Papers
15

References

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