1-bromomethyl-4-isopropenylcyclohexene | 66432-69-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-bromomethyl-4-isopropenylcyclohexene
• 英文别名: perillyl bromide；4-(1-methylethenyl)cyclohex-1-enyl-methyl-bromide；Perillylbromid；7-Bromlimonen；1-(Bromomethyl)-4-prop-1-en-2-ylcyclohexene
• CAS: 66432-69-7
• 化学式: C₁₀H₁₅Br
• 分子量: 215.133
• InChiKey: ZIGJSHDTEJPOPR-UHFFFAOYSA-N

物化性质

• 沸点：
  225.8±29.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-bromomethyl-4-isopropenylcyclohexene 在 sodium azide 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 65.5h， 生成 2-(1-morpholin-4-yl-propylideneamino)-1-(4-isopropenyl-cyclohex-1-enylmethyl)-1H-indole-3-carbaldehyde
  参考文献：
  名称：

  2-Amidinylindole-3-carbaldehydes: Versatile Synthons for the Preparation of α-Carboline Derivatives

  摘要：

  The 2-amidinylindole-3-carbaldehydes 1 are the key starting materials for the preparation of three classes of carbolines 2, 6 and 7 in which the pyridine ring is characterised by a different substitution patterns. The carbolines 2 which are functionalized with an amino group in position 2, were obtained directly by heating 1 in presence of SiO2. The condensation of amidines 1 with arylmethylketones afforded unsaturated ketones 5 which on heating were transformed into 2, 9-dialkyl-3-aroyl-9H-pyrido[2,3-b]indoles 7. Instead, prolonged reaction of amidines 1 with arylmethylketones in t-BuOH/t-BuOK gave 2-aryl-9H-pyrido[2,3-b]indoles 6. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00950-9
• 作为产物：
  描述：

  月桂烯 在 四溴环己二烯-1-酮 作用下， 以 硝基甲烷 为溶剂， 生成 1-bromomethyl-4-isopropenylcyclohexene
  参考文献：
  名称：

  The Derivation of a Brominated Algal Component from Myrcene

  摘要：

  通过一步反应，从苎麻烯中得到了一种来自 Desmia (Chondrococuus) hornemanni 的溴化单萜烯的假定结构--5-溴-4,4-二甲基-2-乙烯基-1-环己烯，并确认了该结构。

  DOI：

  10.1246/bcsj.51.653

文献信息

• Platinum(IV)-Catalyzed Synthesis of Unsymmetrical Polysubstituted Benzenes<i>via</i>Intramolecular Cycloaromatization Reaction
  作者：Shuyan Zheng、Jinghua Zhang、Zhengwu Shen

  DOI：10.1002/adsc.201500573

  日期：2015.9.14

  A one‐pot synthesis of polysubstituted benzene derivatives was achieved via a platinum(IV)‐catalyzed intramolecular cycloaromatization reaction. The reaction proceeds via a tandem skeletal rearrangment, dehydration and double bond isomerization, which proved to be very useful for the syntheses of a range of interesting polyalkyl‐substituted benzenes.

  通过铂（IV）催化的分子内环芳烃化反应可实现多取代苯衍生物的一锅法合成。该反应通过串联的骨架重排，脱水和双键异构化而进行，事实证明这对于合成一系列有趣的聚烷基取代的苯非常有用。
• Pyridazinones endowed with acaricide and insecticide action
  申请人：Ministero dell'Universita' e della Ricerca Scientifica e Technologica

  公开号：US05286725A1

  公开（公告）日：1994-02-15

  There are described new pyridazinones endowed with acaricide and insecticide action, having general formula (I): ##STR1## wherein X is halo or alkyl, Z is alkylene and R is substituted cyclohexyl or cyclohexenyl.

  描述了具有杀螨和杀虫作用的新吡啶并酮，其通式为(I)：##STR1## 其中X为卤素或烷基，Z为烷基，R为取代环己基或环己烯基。
• Stereochemical Control of N,N-Disubstitution in Alkynylaminocarbene Complexes of Chromium(0) and Tungsten(0)
  作者：Ramon Sabaté,、Ute Schick、Josep M. Moretó、Susagna Ricart

  DOI：10.1021/om960159d

  日期：1996.8.6

  Stereocontrol in the introduction of substituents on the nitrogen of alkynylaminocarbene complexes can be achieved by a proper sequential aminolysis of the starting alkoxy carbene analogs followed by treatment of the resulting (E-alkylamino)carbene complex with Cs2CO3 in the presence of the desired electrophile. The use of Cs2CO3 as a base affords good yields of N,N-disubstituted alkynylcarbene complexes

  可以通过适当顺序地对起始烷氧基卡宾类似物进行氨解，然后在所需的存在下用Cs 2 CO 3处理所得的（E-烷基氨基）卡宾配合物，来实现在炔基氨基卡宾配合物的氮上引入取代基的立体控制。亲电的。使用Cs 2 CO 3作为碱可提供良好产率的N，N-二取代的炔基卡宾配合物。在这种情况下，避免了针对其他系统描述的异构化。该反应也适用于大体积的亲电试剂，如（-）-甲基吡啶基或（-）-紫苏烷基溴化物，也适用于芳基卡宾络合物。
• Isothiazole dioxides: synthesis and inhibition of Trypanosoma brucei protein farnesyltransferase
  作者：Francesca Clerici、Maria Luisa Gelmi、Kohei Yokoyama、Donato Pocar、Wesley C. Van Voorhis、Frederick S. Buckner、Michael H. Gelb

  DOI：10.1016/s0960-894x(02)00338-4

  日期：2002.8

  A series of isothiazole dioxides was synthesized and evaluated as inhibitors of protein farnesyltransferase from the parasite that causes African sleeping sickness (Trypanosoma brucei). The most potent compound in the series inhibited the parasite enzyme with an IC50 of 2 muM and blocked the growth of the bloodstream parasite in vitro with an ED50 of 10 muM. The same compound inhibited rat protein farnesyltransferase and protein geranylgeranyltransferase type I only at much higher concentration. (C) 2002 Elsevier Science Ltd. All rights reserved.
• 2-tButyl-4-chloro-5-(4-ibutylmethylcyclohexyl)-methylthio-3(H)-pyridazinone having acaricidal and insecticidal activity
  申请人：MINISTERO DELL' UNIVERSITA' E DELLA RICERCA SCIENTIFICA E TECNOLOGICA

  公开号：EP0476573B1

  公开（公告）日：1996-04-24