1-chloro-2-cyanobutane | 22819-90-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-chloro-2-cyanobutane
• 英文别名: 2-chloro-valeronitrile；2-Chlor-valeronitril；α-chlorovaleronitrile；2-Chlor-valeriansaeure-nitril；α-Chlor-valeronitril；Chlorovaleronitrile；2-chloropentanenitrile
• CAS: 22819-90-5
• 化学式: C₅H₈ClN
• 分子量: 117.578
• InChiKey: MHMIICKCHQITOX-UHFFFAOYSA-N

物化性质

• 沸点：
  160 °C
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-chloro-2-cyanobutane 在 盐酸 作用下， 生成 α-Chloro-N-propylacetamide
  参考文献：
  名称：

  Vandewijer, Bulletin des Societes Chimiques Belges, 1936, vol. 45, p. 253,255

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基戊腈 在 Cyanex 923 光气 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以85.3%的产率得到1-chloro-2-cyanobutane
  参考文献：
  名称：

  &agr;-chloronitriles production method

  摘要：

  这项发明涉及一种通过使用氧化膦作为催化剂，将醛或酮的氰醇与光气反应制备α-氯代腈的方法。

  公开号：

  US06353127B1

文献信息

• &agr;-chloronitriles production method
  申请人：BASF Aktiengesellschaft

  公开号：US06353127B1

  公开（公告）日：2002-03-05

  The invention relates to a process for the preparation of &agr;-chloronitriles by reaction of cyanohydrins of aldehydes or ketones with phosgene using a phosphine oxide as catalyst.

  这项发明涉及一种通过使用氧化膦作为催化剂，将醛或酮的氰醇与光气反应制备α-氯代腈的方法。
• PROCESS FOR THE PREPARATION OF TERTIARY AMINES FROM PRIMARY AMINES AND NITRILES
  申请人：——

  公开号：US20030135052A1

  公开（公告）日：2003-07-17

  Disclosed is a method for preparing tertiary amine compounds from primary amines and nitrites in the presence of hydrogen gas and a metal catalyst, or metal-containing catalyst composition, at a temperature from about 50° C. to about 200° C. and at a pressure from about 100 psig to 1500 psig. The primary amines and the nitrites used in the process may be diamines and/or dinitriles, or may be combinations of primary amines and/or nitrites. Also disclosed are novel tertiary amine compounds made by the described method.

  揭示了一种方法，用于在氢气和金属催化剂或含金属催化剂组合物的存在下，从一次胺和亚硝酸盐制备三级胺化合物，温度在约50°C至约200°C，压力在约100 psig至1500 psig。在该过程中使用的一次胺和亚硝酸盐可以是二胺和/或二腈，也可以是一次胺和/或亚硝酸盐的组合。还公开了通过所述方法制备的新型三级胺化合物。
• Preparation of nitroaralkyl cyanides and derivatives thereof
  申请人：ETHYL CORPORATION

  公开号：EP0078709A2

  公开（公告）日：1983-05-11

  Nitroarylalkyl cyanides may be prepared in a convenient manner by reacting a nitroaromatic compound with an alpha, alpha-disubstituted alkyl cyanide, e.g. an alpha, alpha-disubstituted acetonitrile, in a substantially anhydrous aprotic solvent and in the presence of a base so that the nitrile undergoes a nucleophilic substitution on an unsubstituted ring carbon of the nitroaromatic compound during which an alpha-subsituent functions as a leaving group. The nitroaralkyl cyanides formed by the process can be readily converted into derivatives, such as pharmaceuticals.

  硝基芳烷基氰化物的制备方法简便易行，硝基芳香族化合物与α、α-二取代烷基氰化物（如α、α-二取代乙腈）在基本无水的无丙烷溶剂中并在碱存在下发生反应，使腈在硝基芳香族化合物的未取代环碳上发生亲核取代反应，其间α-取代基作为离去基团起作用。 通过该工艺形成的硝基芳烷基氰化物可以很容易地转化为衍生物，如药物。
• Method for the synthesis of desferrioxamine B and analogs thereof, and intermediates
  申请人：THE UNIVERSITY OF FLORIDA

  公开号：EP0347163A2

  公开（公告）日：1989-12-20

  Disclosed is a synthesis of desferrioxamine B and analogs and homologs thereof beginning with the generation of the O-protected N-(4-cyanobutyl)hydroxylamine which is acylated at the O-benzylhydroxylamine nitrogen with either succinic or acetic anhydride. The resulting half-acid amide or amide respectively, is subjected to a series of high yield condensations and reductions which provide desferrioxamine B in 45% overall yield. Finally, a desamino analog of desferrioxamine is prepared in order to demonstrate the synthetic utility of the scheme as applied to desferrioxamine derivatives.

  本发明公开了一种去铁胺 B 及其类似物和同系物的合成方法，首先生成 O 保护的 N-(4-氰基丁基)羟胺，然后用丁二酸酐或乙酸酐在 O-苄基羟胺氮上酰化。生成的半酸酰胺或酰胺分别经过一系列高产率的缩合和还原反应，最终得到总产率为 45% 的去铁胺 B。最后，还制备了去铁胺的去氨基类似物，以证明该方案在去铁胺衍生物合成方面的实用性。
• Process for the preparation of tertiary amines from primary amines and nitriles
  申请人：Invista Technologies S.a.r.l.

  公开号：EP1900724A2

  公开（公告）日：2008-03-19

  Disclosed are novel tertiary amine compounds made by a method for preparing tertiary amine compounds from primary amines and nitriles in the presence of hydrogen gas and a metal catalyst, or metal-containing catalyst composition, at a temperature from about 50°C to about 200°C and at a pressure from about 100 psig to 1500 psig. The primary amines and the nitriles used in the process may be diamines and/or dinitriles, or may be combinations of primary amines and/or nitriles.

  本发明公开了一种新型叔胺化合物的制备方法，该方法是在氢气和金属催化剂或含金属催化剂组合物存在下，在温度约50℃至约200℃，压力约100psig至1500psig的条件下，由伯胺和腈制备叔胺化合物。工艺中使用的伯胺和腈可以是二胺和/或二腈纶，也可以是伯胺和/或腈纶的组合。