• 대한화학회지
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• 제16권5호
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• pp.290-297
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• 1972

메탄올(95%) 용매내 $0{\sim}40^{\circ}C$에서 푸르푸랄, 5-메틸 및 5-브로모푸르푸랄의 알코올성 수산화칼륨에 의한 Cannizzaro 반응은 4차반응이며 푸르푸랄은 5-메틸푸르푸랄보다 3배, 5-브로모푸르푸랄은 푸르푸랄보다 10배 빠르게 진행된다. 그리고 이 반응에서 푸르푸랄, 5-메틸푸르푸랄, 5-브로모푸르푸랄의 활성화에너지는 각각 10.46 Kcal/mole, 16.27 Kcal/mole, 9.62 Kcal/mole이며 ${\Delta}H^{\neq}$ 와 ${\Delta}S^{\neq}$를 계산한 바 5-브로모푸르푸랄, 푸르푸랄, 5-메틸푸르푸랄의 순으로 증가 되었다.

• Bulletin of the Korean Chemical Society
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• 제27권8호
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• pp.1203-1205
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• 2006

During the synthesis of 4-fluorobenzaldehyde via the SNAr reaction of 4-nitrobenzaldehyde with TBAF, it was found that an equivalent amount of TBAF could oxidize benzaldehyde to benzoic acid. The reaction of 4-nitrobenzaldehyde with tetrabutylammonium fluoride (TBAF) gave 4-nitrobenzoic acid in high yield. Depending on the reaction conditions, other aromatic aldehydes produced acids with fewer amounts of alcohols. However, this type of oxidation has limited practical applications. Nevertheless, the mechanism is quite different from the Cannizzaro reaction because the amounts of the acid salt and alcohol formed were different.