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 4

The oxidation of alcohols and oximes with TMGCC 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	70 (4.5)	74 (11)
2			75 (4)	75 (15)
3			75 (3.5)	73 (14)
4			72 (5)	73 (10)
5			85 (1)	87 (8)
6			85 (1)	90 (7)
7			91 (1)	89 (8)
8			80 (2)	85 (11)
9			85 (1.5)	84 (10)
10			86 (1.5)	85 (11)
11			40 (6); (70°C)	50 (10)
12			82 (1)	86 (10)
13	Benzoin oxime	Benzoin	50 (9)	54 (10)
14	Cyclohexanone oxime	Cyclohexanone	71 (4.5)	74 (22)
15	Cyclopentanone oxime	Cyclopentanone	72 (8.5)	72 (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).