Two New 1,1,3,3-Tetramethylguanidinium Halochromates (C₅H₁₄N₃CrO₃X) (X: Cl, F): Efficient Reagents for Oxidation of Organic Substrates under Solvent-Free Conditions and Microwave Irradiation

Table 3

The oxidation of alcohols and oximes with TMGFC under solvent-free conditions at room temperature and under microwave irradiation.

Entry	Substrate	Product	Yield% (time)
			Solvent-free (hour)	Microwave (second)
1	CH3(CH2)6CH2OH	CH3(CH2)6CHO	76 (4)	77 (10)
2			70 (4)	75 (13)
3			75 (3.5)	76 (13)
4			70 (4)	75 (10)
5			85 (0.5)	90 (5)
6			90 (0.5)	92 (4)
7			90 (1)	93 (7)
8			85 (1)	89 (8)
9			86 (1)	92 (9)
10			87 (1.25)	88 (10)
11			42 (4.5); (70°C)	60 (10)
12			85 (1)	85 (8)
13	Benzoin oxime	Benzoin	55 (8)	58 (10)
14	Cyclohexanone oxime	Cyclohexanone	70 (4)	75 (20)
15	Cyclopentanone oxime	Cyclopentanone	70 (7)	78 (10)

Yield was based on 2,4-dinitrophenylhydrazone derivative identified by melting point [29] (except for the 4-nitrobenzaldehyde and benzil whose melting points were taken directly).