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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 21, Number 2
JKCSEZ 21(2)
April 20, 1977 

Synthesis of Furfural Derivatives (Ⅱ). Oxime Formation of 2-Furfural and Some 5-Substituted Furfurals

Furfural 유도체 합성에 관한 연구 (제2보). 2-Furfural 및 5-치환 Furfural의 Oxime 생성반응
Yong In Kim, Joo Hwan Sohn

김용인, 손주환
2-푸르푸랄과 5-알킬-2-푸르푸랄류 가운데 5-메틸-2-푸르푸랄, 5-이소프로필-2-푸르푸랄, 5-삼차부틸-2-푸르푸랄, 5-이소아밀-2-푸르푸랄, 그리고 5-니트로-2-푸르푸랄 등의 옥심 생성반응 속도 정수를 pH 7인 완충용액내 반응온도 15∼45℃에서 구하였다. 이 반응은 2차반응이며 활성화 에너지는 각각 5.50, 7.22, 7.03, 7.49, 7.78 그리고 4.97 kcal/mole이다. 5-알킬-2-푸르푸랄류에 대하여는 Hammett식이 성립되고 반응온도 15, 25, 35, 45℃에서 반응정수는 각각 2.010, 1.756, 1.541, 1.311 등이 계산되었다.

The rate of oxime formation of 2-furfural and 5-substituted-2-furfurals such as 5-methyl-2-furfural, 5-isopropyl-2-furfural, 5-tert-butyl-2-furfural, 5-isoamyl-2-furfural and 5-nitro-2-furfural have been measured at 15∼45℃ in aqueous solution buffered at pH 7. Oxime formation for all the compounds investigated is second-order reaction and their activation energies observed are 5.50, 7.22, 7.03, 7.49, 7.78 and 4.97 kcal/mole, respectively. Hammett equation is obtained for 5-alkyl-2-furfurals and the reaction constants (ρ) calculated at 15, 25, 35 and 45℃ are 2.010, 1.756, 1.541, and 1.311 respectively.

139 - 148
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