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Acid Isomer Separation of Resin Acids in Rosin and Abietic Acid Molecular Structure

松脂中树脂酸的酸异构分离与枞酸分子结构


松脂中枞酸型树脂酸在酸的作用下经过异构反应、结晶分离得到99.15%高纯度(-)-(4R,10R,9S,5R)-7,13-二烯-18-枞酸,得率74.2%。通过MS,1HNMR,13CNMR,IR光谱分析和单晶X-光衍射研究确证其化合物分子结构,其单晶X-光衍射测试数据与湿地松松香和马尾松松香直接经过重结晶分离得到枞酸样品的结果一致,都为单斜晶系,P21空间群,分子绝对构型和天然枞酸构型一样。在枞酸晶体结构中2个枞酸分子的羧基生成氢键连接是得到高纯度结晶的主要原因。

The (-)-(4R,10R,9S,5R)-7,13-abietadien-18-oic acid with 99.15% high purity was prepared in 74.2% yield by a isomerization, crystallization separation method with the acid as catalyst. Its structure was determined by MS, 1HNMR, 13CNMR, IR spectral methods and single-crystal X-ray diffraction analysis. The data of abietic acid by single-crystal X-ray diffraction analysis was in accordance with that having obtained from Pinus elliottii rosin and Pinus massoniana rosin directly. Crystals are monoclinic, space group P21 and their absolute configuation from rearrangement are the same as natural abietic acid. In the crystal structure of abietic acid, the carboxyls of two abietic acid molecules generated hydrogen bonds, which is the main reason for high purity crystal.


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松脂中树脂酸的酸异构分离与枞酸分子结构
刘红军&6张6猛&!$6周永红&!$
"&2中国林业科学研究院林产化学工业研究所6国家林业局林产化学工程重点开放性实验室6南京 $&%%!$#
$2江苏强林生物能源有限公司6溧阳 $&77"!$
摘6要!6松脂中枞酸型树脂酸在酸的作用下经过异构反应%结晶分离得到 AA2&9o高纯度" C$ C"!>!&%>!A’!
9>$ C8!&7 C二烯 C&# C枞酸!得率 8!2$o& 通过 <’!&@+<>!&7 (+<>!)>光谱分析和单晶 nC光衍射研究确证
其化合物分子结构!其单晶 nC光衍射测试数据与湿地松松香和马尾松松香直接经过重结晶分离得到枞酸样品的
结果一致!都为单斜晶系!M$&空间群!分子绝对构型和天然枞酸构型一样& 在枞酸晶体结构中 $ 个枞酸分子的羧基
生成氢键连接是得到高纯度结晶的主要原因&
关键词’6枞酸# 异构化反应# 单晶 nC光衍射# 结构# 松脂
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