5,5-diethoxy-valeronitrile | 1468-47-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-diethoxy-valeronitrile
• 英文别名: 5,5-Diaethoxy-valeronitril；γ-Cyan-butyraldehyd-diaethylacetal；γ-Cyanobutyraldehyd-diethylacetal；4-Cyan-1,1-diaethoxy-butan；5,5-Diethoxypentanenitrile
• CAS: 1468-47-9
• 化学式: C₉H₁₇NO₂
• mdl: MFCD22054604
• 分子量: 171.239
• InChiKey: GKYHWVZHPBKFPA-UHFFFAOYSA-N

物化性质

• 沸点：
  120-122 °C(Press: 14 Torr)
• 密度：
  0.932±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5-diethoxy-valeronitrile 在 lithium aluminium tetrahydride 、 对甲苯磺酸 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 2-Ethoxy-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Solid-Phase Synthesis of Piperidines by N-Acyliminium Ion Chemistry

  摘要：

  An efficient solid-phase procedure for the synthesis of a number of 2-substituted piperidines is reported. Starting from solid-supported carbamate-tethered delta-amino acetals, 2-benzotriazolyl-substituted (Bt-substituted) piperidines were obtained by acid-induced ring-closure followed by trapping of the transient N-acyliminium ions with benzotriazole. These 2-Bt-substituted piperidines were then used as precursors for the successful introduction of several C-nucleophiles by N-acyliminium. ion chemistry. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

  DOI：

  10.1002/1099-0690(200209)2002:18<3133::aid-ejoc3133>3.0.co;2-h
• 作为产物：
  描述：

  4-氯丁醛缩二乙醇 、 氰化钾 在 乙二醇 、 potassium iodide 作用下， 生成 5,5-diethoxy-valeronitrile
  参考文献：
  名称：

  Anet et al., Australian Journal of Scientific Research, Series A: Physical Sciences, 1950, vol. 3, p. 336,339

  摘要：

  DOI：

文献信息

• Polymers of self- and hydroxyl reactive formaldehyde-free cyclic hemiamidal and hemiamide ketal crosslinking monomers
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP0211432A2

  公开（公告）日：1987-02-25

  A compound represented by the following formula: wherein R is a C3-C21 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable, R' is hydrogen or a C1-C4 alkyl radical, or R and R' together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable, R2 and R3 are hydrogen, a C1-C4 alkyl or acyl radical, or R2 and R3 together are a C2-C4 alkylene group, R4 is hydrogen or a C1-C4 alkyl, acyl, ester, amide or acid group, and n is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R2 and R3 are methyl and R' and R4 are hydrogen. Under acidic conditions the above compounds in which R' is hydrogen afford cyclic hemiamidals and hemiamide ketals of the following formula: The dialkyl acetal and ketal compounds and the cyclic hemiamidal and hemiamide ketal compounds can be homopolymerized or polymerized with other copolymerizable monomers.

  下式所代表的化合物： 其中 R 是 C3-C21 烯烃不饱和有机基，具有使氮原子缺电子的官能度，烯烃不饱和官能度可聚合、 R' 是氢或 C1-C4 烷基，或 R 和 R'与氮原子一起可形成烯烃不饱和 5 至 7 元环，该环具有使氮原子缺电子的官能度，且烯烃不饱和官能度可聚合、 R2 和 R3 是氢、C1-C4 烷基或酰基，或 R2 和 R3 合在一起是一个 C2-C4 烯基、 R4 是氢或 C1-C4 烷基、酰基、酯基、酰胺基或酸基，以及 n 是 1 到 10 的整数，但当 R 是（甲基）丙烯酰基、R2 和 R3 是甲基、R'和 R4 是氢时，n 不是 1。 在酸性条件下，R'为氢的上述化合物可生成下式的环半酰胺和半酰胺酮： 二烷基缩醛和缩酮化合物以及环半酰胺和半酰胺缩酮化合物可以均聚或与其他可共聚单体聚合。
• Self- and hydroxyl reactive formaldehyde-free cyclic hemiamidal and hemiamide ketal crosslinking monomers and their derived polymers
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP0215245A1

  公开（公告）日：1987-03-25

  A compound represented by the following formula: wherein R is a C3-C24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable, R1 is hydrogen or a C1-C4 alkyl radical, or R and R1 together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable, R2 and R3 are hydrogen, a C1-C4 alkyl or acyl radical, or R2 and R3 together are a C2-C4 alkylene group, R4 is hydrogen or a C1-C4 alkyl, acyl, ester, amide or acid group, and n is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R2 and R3 are methyl and R1 and R4 are hydrogen. Under acidic conditions the above compounds having R1 = hydrogen afford cyclic hemiamidals and hemiamide ketals of the following formula

  下式所代表的化合物： 其中 R 是 C3-C24 烯烃不饱和有机基，具有使氮原子缺电子的官能团，烯烃不饱和官能团可聚合、 R1 是氢或 C1-C4 烷基，或 R 和 R1 与氮原子一起可形成烯烃不饱和的 5 至 7 元环，该环具有使氮原子缺电子的官能度，且烯烃不饱和官能度可聚合、 R2 和 R3 是氢、C1-C4 烷基或酰基，或 R2 和 R3 合在一起是一个 C2-C4 烯基、 R4 是氢或 C1-C4 烷基、酰基、酯基、酰胺基或酸基，以及 n 是 1-10 之间的整数，条件是当 R 是（甲基）丙烯酰基、R2 和 R3 是甲基、R1 和 R4 是氢时，n 不是 1。 在酸性条件下，R1=氢的上述化合物可生成下式的环半酰胺和半酰胺酮
• Polymers of self- and diol reactive formaldehyde-free crosslinking monomers
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP0218827A2

  公开（公告）日：1987-04-22

  A compound represented by the following formula: wherein R is a C3-C24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable. R' is hydrogen or a C,-C4 alkyl radical, or R and R' together with the nitrogen atom can form an olefinically unsaturated 5 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable, R2 and R3 are hydrogen, a C1-C4 alkyl or acyl radical, or R2 and R3 together are a C2-C4 alkylene group, R4 is hydrogen or a C,-C4 alkyl, acyl, ester, amide or acid group. and n is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R2 and R3 are methyl and R' and R4 are hydrogen. Under acidic conditions the above compounds in which R' is hydrogen afford cyclic hemiamidals and hemiamide ketals of the following formula: The dialkyl acetal and ketal compounds and the cyclic hemiamidal and hemiamide ketal compounds can be homopolymerized or polymerized with other copolymerizable monomers.

  下式所代表的化合物： 其中 R 是 C3-C24 烯烃不饱和有机基，具有使氮原子缺电子的官能团，烯烃不饱和官能团可聚合。 R' 是氢或 C，-C4 烷基，或 R 和 R'与氮原子一起可形成一个烯烃不饱和 5-7 元环，该环具有使氮原子缺电子的官能度，且烯烃不饱和官能度可聚合、 R2 和 R3 是氢、C1-C4 烷基或酰基，或 R2 和 R3 合在一起是 C2-C4 烯基、 R4 是氢或 C,-C4烷基、酰基、酯基、酰胺基或酸基。 n 是 1 到 10 的整数，但当 R 是（甲基）丙烯酰基，R2 和 R3 是甲基，R'和 R4 是氢时，n 不是 1。 在酸性条件下，R'为氢的上述化合物可生成下式的环半酰胺和半酰胺酮： 二烷基缩醛和缩酮化合物以及环半酰胺和半酰胺缩酮化合物可以均聚或与其他可共聚单体聚合。
• Self- and diol reactive formaldehyde-free crosslinking monomers and their derived polymers
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP0201693B1

  公开（公告）日：1991-11-27
• US4663410A
  申请人：——

  公开号：US4663410A

  公开（公告）日：1987-05-05