ChemicalBook CAS DataBase List 4-(Difluoromethyl)benzonitrile

4-(Difluoromethyl)benzonitrile synthesis

8synthesis methods

Product Name:4-(Difluoromethyl)benzonitrile
CAS Number:55805-10-2
Molecular formula:C8H5F2N
Molecular Weight:153.13

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104-85-8 Synthesis

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Yield: 0.70 g (45%)

Reaction Conditions:

with hydrogen fluoride

Steps:

15 4-(Difluoromethyl)benzonitrile from 4Methylbenzonitrile STR16
EXAMPLE 15 4-(Difluoromethyl)benzonitrile from 4Methylbenzonitrile STR16 The procedure of Example 12 was followed using 1.17 g (0.01 mole) of 4-methylbenzonitrile, 7.2 g (0.03 mole) of lead dioxide, and 30 ml of hydrogen fluoride, to give 0.93 g of faintly yellow oil. Glpc analysis (as in Example 1), showed a single peak with retention time of 6 min. The crude product was short-path distilled to give 0.70 g (45%) of 4-(difluoromethyl)benzonitrile, bp 63°-65° (0.7 mm); ¹ H nmr, δ 6.75 (t J = 57 Hz) CHF₂ and 7.75 ppm (d) C₆ H₄; ¹⁹ F nmr, -113.64 ppm (d) CHF₂; ir, ν_max (neat) 2250 cm^-1 (CN).

References:

E. I. Du Pont de Nemours and Company US4051168, 1977, A