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N-Methylformanilide

Catalog No. A11829 Name Alfa Aesar
CAS Number 93-61-8 Website
M. F. C8H9NO Telephone
M. W. 135.16316 Fax
Purity 99% Email
Storage Chembase ID: 148783

SYNONYMS

Title
N-甲基甲酰苯胺
IUPAC name
N-methyl-N-phenylformamide
IUPAC Traditional name
N-methylformanilide

DATABASE IDS

CAS Number 93-61-8
MDL Number MFCD00003283
EC Number 202-262-3
Beilstein Number 636496

PROPERTIES

Purity 99%
Boiling Point 242-244°C
Density 1.095
Flash Point 126°C(258°F)
Melting Point 9-13°C
Refractive Index 1.5610
GHS Pictograms GHS07
GHS Hazard statements H315-H319-H335
European Hazard Symbols Irritant Irritant (Xi)
GHS Precautionary statements P261-P305+P351+P338-P302+P352-P321-P405-P501A
Risk Statements 36/37/38
Safety Statements 26-37
TSCA Listed

DETAILS

REFERENCES

  • Has also been used for the conversion of aryllithiums to aldehydes: J. Chem. Soc. (C), 1700 (1969).
  • Component of Vilsmeier's original reagent for the formylation of reactive aromatics via the iminium salts: Ber., 60, 119 (1927); much used in earlier work, where N,N-Dimethylformamide, A13547, is often now preferred due to lower cost, greater thermal stability of the iminium salt and easier separation of the by-products (water-soluble in the case of DMF). The N-methylformanilide reagent is still occasionally preferred because of its higher electrophilic potential, although this may be partially offset by its greater steric demand. For examples of its use, see: Org. Synth. Coll., 3, 96 (1955); 4, 915 (1963). Review: Adv. Org. Chem., 9, 225 (1976). Monograph: Synthesis Using Vilsmeier Reagents, C. M. Marson, P. R. Giles, CRC Press, Boca Raton, FL (1994).