2,2-二氯环丙基异氰酸酯 | 176041-73-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2,2-二氯环丙基异氰酸酯
• 英文名称: 2,2-dichlorocyclopropyl isocyanate
• 英文别名: 2,2-dihlorocyclopropyl isocyanate；1,1-dichloro-2-isocyanatocyclopropane
• CAS: 176041-73-9
• 化学式: C₄H₃Cl₂NO
• 分子量: 151.98
• InChiKey: NPEUVAMEAPSJEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-二氯环丙基异氰酸酯 在 盐酸 作用下， 生成 2,2-Dichlorocyclopropan-1-amine;hydrochloride
  参考文献：
  名称：

  Mechanism-based inactivation of α-chymotrypsin

  摘要：

  The peptidyl ester derivatives of 2,2-dichlorocyclopropanol and the amide derivative of 2,2-dichlorocyclopropylamine were prepred as novel mechanism-based inactivators of alpha-chymotrypsin. The esters inactivated alpha-chymotrypsin irreversibly but the amide did not show any irreversible inhibitory activity toward alpha-chymotrypsin.

  DOI：

  10.1016/0960-894x(96)00065-0
• 作为产物：
  描述：

  2,2-二氯环丙烷羰基氯化物 在 叠氮基三甲基硅烷 作用下， 以 甲苯 为溶剂， 生成 2,2-二氯环丙基异氰酸酯
  参考文献：
  名称：

  Mechanism-based inactivation of α-chymotrypsin

  摘要：

  The peptidyl ester derivatives of 2,2-dichlorocyclopropanol and the amide derivative of 2,2-dichlorocyclopropylamine were prepred as novel mechanism-based inactivators of alpha-chymotrypsin. The esters inactivated alpha-chymotrypsin irreversibly but the amide did not show any irreversible inhibitory activity toward alpha-chymotrypsin.

  DOI：

  10.1016/0960-894x(96)00065-0

文献信息

• Pathways of decomposition of N-cyclopropyl N nitrosoureas in methanol
  作者：I. P. Klimenko、Yu. V. Tomilov

  DOI：10.1007/s11172-005-0260-1

  日期：2005.2

  Decomposition of a series of N-cyclopropyl-N-nitrosoureas (CNU) in CD3OD was studied. These decompose much more rapidly than N-methyl-N-nitrosourea, one of the decomposition pathways being denitrosation, which is atypical of alkylnitrosoureas under the reaction conditions used. The nature of substituents in the cyclopropane ring has a great effect on the stability of CNU and the product ratio. In the presence of H2 SO4, decomposition occurs much more rapidly. Possible pathways of the formation of the major decomposition products of CNU are proposed based on the experimental data.

  对一系列N-环丙基-N-亚硝基脲（CNU）在CD3OD中的降解进行了研究。它们的降解速度远快于N-甲基-N-亚硝基脲，其中一个降解途径是脱亚硝基化，这在所用反应条件下对烷基亚硝基脲而言是不典型的。环丙烷环中取代基的性质对CNU的稳定性和产物比具有很大影响。在H2SO4存在下，降解速度大大加快。根据实验数据，提出了CNU主要降解产物形成的可能途径。
• Formation and reactions of substituted diazocyclopropanes and cyclopropyldiazonium ions
  作者：I. P. Klimenko、Yu. V. Tomilov、O. M. Nefedov

  DOI：10.1023/b:rucb.0000024855.62916.80

  日期：2004.1

  Decomposition of N-nitroso-N-cyclopropylureas at 5—7 °C on treatment with K2CO3 containing 15—20% H2O allows simultaneous generation of both substituted diazocyclopropanes and cyclopropyldiazonium ions, which can react according to 1,3-dipolar cycloaddition or azo-coupling pattern with appropriate substrates. The nature of substituents in the cyclopropyl ring have a pronounced influence on the product

  N-亚硝基-N-环丙基脲在 5-7 °C 下用含有 15-20% H2O 的 K2CO3 处理分解允许同时生成取代的重氮环丙烷和环丙基重氮离子，它们可以根据 1,3-偶极环加成或偶氮-耦合模式与适当的基板。环丙基环中取代基的性质对产物比率（并且可能对重氮化合物和重氮离子之间的平衡）有显着影响。因此，在等摩尔量的甲基丙烯酸甲酯作为重氮化合物的捕集剂和 2-萘酚作为重氮离子的捕集剂存在下用碱处理时，N-环丙基-和 N-(2,2-二甲基环丙基)- N-亚硝基脲偶氮偶联产物占主导地位。相反，N-(2,2-二氯环丙基)-N-亚硝基脲主要转化为 1, 3-环加成产物。建议对实验数据进行合理化处理。
• Cyclopropylamine
  申请人：BAYER AG

  公开号：EP0300155A2

  公开（公告）日：1989-01-25

  Die Erfindung betrifft Cyclopropylamine, Zwischenprodukte zu deren Herstellung, Verfahren zu deren Herstellung und deren Verwendung zur Herstellung von 1-Cyclopropyl-chino­loncarbonsäuren.

  本发明涉及环丙胺、制备环丙胺的中间体、制备环丙胺的工艺及其在制备 1-环丙基喹啉羧酸中的用途。
• 1,3-Dipolar cycloaddition ofin situ generated 2,2-dimethyl-and 2,2-dichlorodiazocyclopropanes to 3,3-dimethylcyclopropene
  作者：Yu. V. Tomilov、E. V. Shulishov、I. P. Klimenko、O. M. Nefedov

  DOI：10.1007/bf01431115

  日期：1996.11

  2,2-Dimethyl- and 2,2-dichlorocyclopropyl-N-nitrosoureas were synthesized for the first time. Under the action of MeONa/MeOH at -10 degrees C, these compounds generate the corresponding 2,2-dimethyl- and 2,2-dichlorodiazocyclopropanes, which are readily trapped by 3,3-dimethylcyclopropene to give the products of 1,3-dipolar cycloaddition, viz., isomeric substituted spiro 2,3-diazabicyclo[3.1.0]hex-2-ene-4,1'-cyclopropanes}, in yields of about 70%.
• Mechanism-based inactivation of α-chymotrypsin
  作者：Tsuyoshi Ohba、Naoki Tsuchiya、Kuniko Nishimura、Eitatsu Ikeda、Jun Wakayama、Hisashi Takei

  DOI：10.1016/0960-894x(96)00065-0

  日期：1996.3

  The peptidyl ester derivatives of 2,2-dichlorocyclopropanol and the amide derivative of 2,2-dichlorocyclopropylamine were prepred as novel mechanism-based inactivators of alpha-chymotrypsin. The esters inactivated alpha-chymotrypsin irreversibly but the amide did not show any irreversible inhibitory activity toward alpha-chymotrypsin.