LiBr와 CaBr2가 흡착된 알루미나상에서 일어나는 염화 알킬의 브롬화반응

박영훈; 신영문; 조범준; 김창배

Journal of the Korean Industrial and Engineering Chemistry, Vol.7, No.5, 1015-1019, October, 1996

Export Citation

LiBr와 CaBr2가 흡착된 알루미나상에서 일어나는 염화 알킬의 브롬화반응

Bromination of Alkyl Chlorides by LiBr and CaBr₂ Adsorbed on Alumina

박영훈, 신영문, 조범준, 김창배

초록

알루미나에 LiBr와 CaBr₂를 각각 흡착시켜 용매가 없는 상태에서 여러 가지 염화 알킬과 반응시켜 좋은 수득률로 해당하는 브롬화 생성물을 얻을 수 있었다.이러한 높은 반응성은 알루미나에 흡착되어 있는 극소량의 물과 브롬화 금속간의 상호작용이 알루미나 상에서 일어날 수 있기 때문이라는 것을 Differential scanning calorimetry (DSC) 열분석 실험과 문헌을 통하여 고찰하였다.

Several alkyl chlorides were brominated using LiBr and CaBr₂ adsorbed on alumina in the absence of solvent. The yields of alkyl bromides were fairly high. Such a high reactivity by these bromide salts might be due to the interaction of minute amount of water and the salt on alumina. Differential scanning calorimetry (DSC) thermogram was provided and discussed.

[References]

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[1] March J, "Advanced Organic Chemistry," 3rd Ed., 381, Wiley-Interscience, New York (1985)

[2] March J, "Advanced Organic Chemistry," 4rd Ed., 430, Wiley-Interscience, New York (1992)

[3] Babler JH, Spina KP, Synth. Commun., 14, 1313 (1984)

[4] Starks CM, Liotta C, "Phase Transfer Catalysis," 91, Academic Press, New York (1978)

[5] Dehmlow EV, Dehmlow SS, "Phase Transfer Catalysis," Chap. 3, VCH Publishers, Inc., New York (1993)

[6] Yonovich-Weiss M, Sasson Y, Synthesis, 34 (1984)

[7] Sasson Y, Weiss M, Loupy A, Bram G, Pardo C, J. Chem. Soc.-Chem. Commun., 1250 (1986)

[8] Loupy A, Pardo C, Synth. Commun., 18, 1275 (1988)

[9] Park YH, Kim CB, J. Korean Chem. Soc., 35, 765 (1991)

[10] Park YH, Kim CB, J. Korean Chem. Soc., 39, 585 (1995)

[11] Quici S, Regen SL, J. Org. Chem., 44, 3436 (1979)

[12] Park YH, Cho CB, Kim CB, J. Korean Chem. Soc., 39, 955 (1995)

[13] Onaka M, Sugita K, Izumi Y, J. Org. Chem., 54, 1116 (1989)

[14] March J, "Advanced Organic Chemistry," 3rd ed., p. 148 and 258, Wiley-Interscience, New York (1985)

[15] March J, "Advanced Organic Chemistry," 4rd Ed., p. 340 and 360, Wiley-Interscience, New York (1992)

[16] Kawate AT, Yamawaki J, Hanafusa T, Chem. Lett., 935 (1982)

[17] Sukata K, J. Org. Chem., 50, 4388 (1985)

[18] Clark JH, "Catalysis of Organic Reactions by Supported Inorganic Reagents," Chap. 1 and 2, VCH Publishers, Inc., New York (1994)

[19] Ando T, Brown SJ, Clark JH, Cork DG, Hanafusa T, Ichihara J, Miller JM, Robertson MS, J. Chem. Soc.-Perkin Trans. 2, 1113 (1986)