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Mechanism of 1-Acetyl-2-methoxynaphthalene Isomerisation over a HBEA Zeolite
Journal of Catalysis ( IF 6.5 ) Pub Date : 10 March 2000 , DOI: 10.1006/jcat.1999.2762
E. Fromentin , J.-M. Coustard , M. Guisnet

Over HBEA, liquid phase acetylation of 2-methoxynaphthalene (2-MN) by acetic anhydride leads directly to 1-acetyl-2-methoxy-naphthalene (I), to 2-acetyl-6-methoxynaphthalene (II), and to a small amount of 1-acetyl-7-methoxynaphthalene (III). At a long contact time, isomer I undergoes deacylation into 2-MN and isomerisation into II and III. Isomerisation of I is much faster in the presence of 2-MN than in its absence, which suggests that this reaction occurs through an intermolecular transacylation mechanism. The transformation of isomer I with a deuterated methoxy group (OCD3) in the presence of 2-MN shows that isomer II results only from this mechanism whereas an intramolecular mechanism participates also in the formation of isomer III.

中文翻译:

HBEA沸石上1-乙酰基-2-甲氧基萘的异构化机理

在HBEA上,通过乙酸酐对2-甲氧基萘(2-MN)进行液相乙酰化可直接导致1-乙酰基-2-甲氧基萘(I),2-乙酰基-6-甲氧基萘(II)和少量量的1-乙酰基-7-甲氧基萘(III)。在长时间的接触中,异构体I会发生脱酰作用,形成2-MN,然后异构化成II和III。存在2-MN时,I的异构化要比不存在2-I时的I异构化快得多,这表明该反应是通过分子间的酰化反应机理发生的。在2-MN存在下,具有氘代甲氧基(OCD 3)的异构体I的转化表明,异构体II仅由该机理引起,而分子内机理也参与了异构体III的形成。
更新日期:2017-01-31
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