carbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester | 956484-57-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: carbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester
• 英文别名: (5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-Heptadecafluoro-2-methyldodecan-2-yl) carbamate
• CAS: 956484-57-4
• 化学式: C₁₄H₁₂F₁₇NO₂
• 分子量: 549.228
• InChiKey: GLPWXMDHROSEOI-UHFFFAOYSA-N

物化性质

• 熔点：
  110 °C
• 沸点：
  312.5±42.0 °C(Predicted)
• 密度：
  1.526±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  carbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester 在 palladium diacetate caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 生成 (5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluoro-2-methyldodecan-2-yl) N,N-diphenylcarbamate
  参考文献：
  名称：

  Fluorous-Tagged Carbamates for the Pd-Catalyzed Amination of Aryl Halides

  摘要：

  [GRAPHICS]A novel fluorous-tagged ammonia surrogate has been synthesized and its application to the synthesis of anilines by Buchwald-Hartwig palladium-catalyzed amidation-hydrolysis protocol is described. Primary anilines were obtained in moderate to good yields after a sequence of two reaction steps involving fluorous separation techniques for their purification. Preliminary results indicate that N-substituted anilines can also be obtained using just N-substituted-(F)Boc carbamates as the nitrogen source.

  DOI：

  10.1021/jo701573w
• 作为产物：
  描述：

  2-[2-(1H,1H,2H,2H-perfluorodecyl)isopropoxycarbonyloxyimino]-2-phenylacetonitrile 在 氨 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 以96%的产率得到carbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester
  参考文献：
  名称：

  Fluorous-Tagged Carbamates for the Pd-Catalyzed Amination of Aryl Halides

  摘要：

  [GRAPHICS]A novel fluorous-tagged ammonia surrogate has been synthesized and its application to the synthesis of anilines by Buchwald-Hartwig palladium-catalyzed amidation-hydrolysis protocol is described. Primary anilines were obtained in moderate to good yields after a sequence of two reaction steps involving fluorous separation techniques for their purification. Preliminary results indicate that N-substituted anilines can also be obtained using just N-substituted-(F)Boc carbamates as the nitrogen source.

  DOI：

  10.1021/jo701573w

文献信息

• Fluorous tagging compounds and methods of increasing the fluorous nature of compounds
  申请人：Curran P. Dennis

  公开号：US20050096478A1

  公开（公告）日：2005-05-05

  A method of increasing the fluorous nature of a compound includes the step of reacting the compound with at least one second compound having the formula: wherein Rf is a fluorous group, Rs is a spacer group, d is 1 or 0, m is 1, 2 or 3, Ra is an alkyl group and X is a suitable leaving group. A compound has the formula: wherein Rf is a fluorous group, n is an integer between 0 and 6, m is 1, 2 or 3, Ra is an alkyl group and X is a leaving group.

  一种增加化合物氟性的方法包括以下步骤：将化合物与至少一个具有以下公式的第二化合物反应：其中Rf是氟性基团，Rs是间隔基团，d为1或0，m为1、2或3，Ra是烷基基团，X是合适的离去基团。化合物的公式为：其中Rf是氟性基团，n是介于0和6之间的整数，m为1、2或3，Ra是烷基基团，X是离去基团。
• US6825043B1
  申请人：——

  公开号：US6825043B1

  公开（公告）日：2004-11-30
• Fluorous-Tagged Carbamates for the Pd-Catalyzed Amination of Aryl Halides
  作者：Andrés A. Trabanco、Juan A. Vega、M. Alejandro Fernández

  DOI：10.1021/jo701573w

  日期：2007.10.1

  [GRAPHICS]A novel fluorous-tagged ammonia surrogate has been synthesized and its application to the synthesis of anilines by Buchwald-Hartwig palladium-catalyzed amidation-hydrolysis protocol is described. Primary anilines were obtained in moderate to good yields after a sequence of two reaction steps involving fluorous separation techniques for their purification. Preliminary results indicate that N-substituted anilines can also be obtained using just N-substituted-(F)Boc carbamates as the nitrogen source.