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Conversion of 2, 4-dihydroxybenzaldehyde to 2-benzoyloxy-4-hydroxybenzaldehyde and structural characterization of both precursor and product

机译:2,4-二羟基苯甲醛向2-苯甲酰氧基-4-羟基苯甲醛的转化以及前体和产物的结构表征

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摘要

2, 4-Dihydroxybenzaldehyde can be acylated at the 2 position if the more reactive 4 position is first protected as the methylmethoxy ether. Deprotection permits isolation of 2-benzoyloxy-4-hydroxybenzaldehyde. 2, 4-Dihydroxybenzaldehyde, C_7H_6O_3, crystallizes in P2_1/c, with a = 7.3762(6), b = 11.7455(9), c = 7.3149(6) A, #beta# = 90.533(2) deg, Z = 4, and D_x = 1.448 g cm~(-3). The individual molecules are characterized by an intramolecular hydrogen bond. The molecules form sheets with additional intermolecular hydrogen bonds. 2-Benzoyloxy-4-hydroxybenzaldehyde, C_(14)H_(10)O_2, crystallizes in Pca2_1, with a = 24.2629(14), b = 3.8445(2), c = 12.3727(8) A, Z = 4, and D_X = 1.394 g cm~(-3). The molecules consist of two planar halves twisted by 51.63(5) deg about the ester linkage. Intermolecular hydrogen bonding joins the molecules into ribbons approximately parallel to c.
机译:如果首先将更具反应性的4位保护为甲基甲氧基醚,则可以在2位将2,4-二羟基苯甲醛酰化。脱保护使得可以分离2-苯甲酰氧基-4-羟基苯甲醛。 2,4-二羟基苯甲醛C_7H_6O_3在P2_1 / c中结晶,a = 7.3762(6),b = 11.7455(9),c = 7.3149(6)A,#beta#= 90.533(2)度,Z = 4且D_x = 1.448 g cm〜(-3)。单个分子的特征在于分子内的氢键。分子形成具有附加的分子间氢键的片。 2-苯甲酰氧基-4-羟基苯甲醛C_(14)H_(10)O_2在Pca2_1中结晶,a = 24.2629(14),b = 3.8445(2),c = 12.3727(8)A,Z = 4,和D_X = 1.394 g cm〜(-3)。分子由围绕酯键扭曲51.63(5)度的两个平面半部分组成。分子间氢键将分子连接成大致平行于c的带。

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