N-Methylformanilide Chemical Properties

Melting point:

8-13 °C (lit.)

Boiling point:

243-244 °C (lit.)

Density 

1.095 g/mL at 25 °C (lit.)

vapor pressure 

2.66 Pa (25 °C)

refractive index 

n20/D 1.561(lit.)

Flash point:

260 °F

storage temp. 

Store below +30°C.

solubility 

10.3g/l

form 

Liquid

pka

0.53±0.50(Predicted)

color 

Clear colorless to yellow

PH

3.5-5.5 (H2O, 20℃)(saturated aqueous solution)

Water Solubility 

immiscible

BRN 

636496

Dielectric constant

17.210000000000001

InChI

1S/C8H9NO/c1-9(7-10)8-5-3-2-4-6-8/h2-7H,1H3

InChIKey

JIKUXBYRTXDNIY-UHFFFAOYSA-N

SMILES

CN(C=O)c1ccccc1

LogP

1.41 at 25℃

CAS DataBase Reference

93-61-8(CAS DataBase Reference)

NIST Chemistry Reference

Formamide, N-methyl-N-phenyl-(93-61-8)

EPA Substance Registry System

Formamide, N-methyl-N-phenyl- (93-61-8)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-43-38

Safety Statements 

36/37

WGK Germany 

2

TSCA 

TSCA listed

HS Code 

29242995

Storage Class

10 - Combustible liquids

Hazard Classifications

Acute Tox. 4 Oral
Skin Sens. 1

MSDS

• Language:English Provider:N-Methylformanilide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N-Methylformanilide Usage And Synthesis

Chemical Properties

clear colourless to yellow liquid

Uses

Organic synthesis.

Uses

N-Methylformanilide is used as a formylating reagent for certain organometallics. It is in combination with phosphoryl chloride used for Vilsmeier-Haack reactions and in heterocycle syntheses. Further, it acts as a swelling agent in the dyeing process of meta-aramid fibers.

Flammability and Explosibility

Not classified

Synthesis

21.4 mg (0.2 mmol) of N-methylaniline, 81.2 mg of ethyl bromodifluoroacetate (0.4 mmol), 2.5 mg (0.02 mmol) of cuprous acetate, 19.1 mg (0.04 mmol) of X-phos, and 32.7 mg (0.2 mmol) of cesium carbonate were added to 2 mLDMF solvent. The reaction was carried out at 110 ??C for 12 h. At the end of the reaction, it was cooled, filtered, and the filtrate was rotary evaporated to remove the solvent, and the residue was chromatographed on a silica gel column, drenched with a mixture of petroleum ether and ethyl acetate in a volume ratio of 8:1, the effluent was collected according to the actual gradient, detected by TLC, and the effluents containing the product were combined, and the solvent was removed by distillation in a rotary evaporator, and the solution was dried in vacuum to give the yellow liquid methanoylanilide 22.2 mg The yield was 82%.

N-Methylformanilide(93-61-8)Related Product Information

• N-Formylmorpholine
• N,N-Dimethylformamide
• N,N-Dimethylaniline
• N,N-Dimethyl-1,4-phenylenediamine
• N-Methylaniline
• 3,3',5,5'-Tetramethylbenzidine dihydrochloride
• FORMANILIDE
• o-Toluidine
• Oxanilide
• N-Methylbenzamide
• N-Methylformamide
• N-Methyldioctylamine
• N-Methyldioctadecylamine
• N-METHYLETHYLENEDIAMINE
• N-Methyldiphenylamine
• N-Methylcyclohexylamine
• N-Methyldidecylamine
• N-Methylhomopiperazine