(Z)-α-amylcinnamaldehyde | 101365-33-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: (Z)-α-amylcinnamaldehyde
• 英文别名: alpha-amylcinnamaldehyde；jasminaldehyde；2-n-pentyl-3-phenyl-prop-2-enal；amylcinnamaldehyde；2-n-pentyl-3-phenyl-2-propenal；2-Benzylideneheptanal；(2Z)-2-benzylideneheptanal
• CAS: 101365-33-7
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: HMKKIXGYKWDQSV-KAMYIIQDSA-N

物化性质

• 沸点：
  288.5±0.0 °C(Predicted)
• 密度：
  0.962±0.06 g/cm3(Predicted)
• 物理描述：
  Liquid
• 颜色/状态：
  Clear, yellow, oily liquid
• 气味：
  Jasmine-like odor
• 熔点：
  80°C
• 溶解度：
  Soluble in acetone, carbon tetrachloride
• 蒸汽压力：
  0.00431 mm Hg at 25 °C (est)
• 分解：
  When heated to decomposition it emits acrid smoke and irritating fumes.
• 折光率：
  Index of Refraction: 1.5381 at 20 °C
• 保留指数：
  1615.1;1598;1631

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需阀复苏器、袋阀面罩装置或口袋面罩，按训练操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐，让患者前倾或置于左侧（如果可能的话，头部向下）以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗帮助。 /醛类及其相关化合物/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Aldehydes and Related Compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道（如有必要，使用口咽或鼻咽气道）。如有必要，进行吸痰。密切观察呼吸不足的迹象，如有必要，进行辅助通气。可能需要积极的气道管理。通过非重复呼吸面罩以10至15升/分钟的速度给予氧气。预防癫痫并视需要进行治疗……。监测休克并视情况进行治疗……。监测肺水肿并视情况进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用0.9%的生理盐水（NS）持续冲洗每只眼睛……。不要使用催吐剂。对于误食，如果患者能够吞咽、有强烈的干呕反射且不流口水，则用水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释。给予活性炭……。/醛类及其相关化合物/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Aggressive airway management may be necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Anticipate seizures and treat if necessary ... . Monitor for shock and treat if necessary ... . Monitor for pulmonary edema and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aldehydes and Related Compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：考虑对于失去意识、严重肺水肿或严重呼吸困难的病人进行气管插管或鼻气管插管以控制气道。一旦出现由水肿引起的上呼吸道梗阻的迹象，就应考虑插管。使用气囊面罩装置的正压通气技术可能有益。考虑使用药物治疗肺水肿...。对于严重的支气管痉挛，考虑给予β受体激动剂，如沙丁胺醇...。开始静脉输注5%葡萄糖水（D5W）/SRP: "保持开放"，最低流速/。如果出现低血容量的迹象，使用0.9%生理盐水（NS）或乳酸林格液（LR）。对于伴有低血容量迹象的低血压，谨慎给予液体。如果病人在正常血容量下出现低血压，考虑使用血管加压药。注意观察液体过载的迹象...。使用地西泮或劳拉西泮治疗癫痫...。使用丙美卡因氢氯化物协助眼部冲洗...。/醛类及其相关化合物/

/SRP:/ Advanced treatment: Consider Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Intubation should be considered at the first sign of upper airway obstruction caused by edema. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aldehydes and Related Compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

征兆和症状：对α-戊基肉桂醛（α-AcAld）的敏感性似乎并不常见，但是，就像对α-戊基肉桂醇（α-AcAlc）的过敏一样，它常常伴随对Mycolog乳膏中香水的过敏。尽管α-AcAlc是一个已知的成分，但α-AcAld却不是。然而，气液色谱分析显示α-AcAld是存在的。在14个对这两种化学物质敏感的人中，有10个人对两者都有反应。在这些中，有1名男性和3名女性表现出明显的敏感性，而这3名女性都有慢性难治性外阴湿疹。这种情况可能是敏感化的原因，也可能是敏感化的结果，但是重新接触疑似产品在两个受试者中都复发了皮疹。它与其他强致敏剂（例如，乙二胺）一起使用，以治疗高吸收区域的刺激和慢性湿疹，这可能是对相对较弱的致敏剂产生过敏的部分原因。

/SIGNS AND SYMPTOMS/ Sensitivity to alpha-amylcinnamic aldehyde (alpha-AcAld) is apparently uncommon, but, like allergy to alpha-amylcinnamic alcohol (alpha-AcAlc), it often accompanies allergy to the perfume in Mycolog cream. Although alpha-AcAlc is a known ingredient, alpha-AcAld is not. However, gas-liquid chromatographic analysis shows alpha-AcAld to be present. Of fourteen persons sensitive to either chemical, ten reacted to both. Of these, one man and three women were markedly sensitive, and all three women had chronic recalcitrant vulvar eczema. That condition might have been the cause as well as the result of sensitization, but reexposure to a suspected product reproduced the eruption in both persons tested. Its use with other potent sensitizers, e.g., ethylenediamine, to treat irritations and chronic eczemas in an area of high absorption may partly explain development of allergy to a relatively weak sensitizer.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：亚慢性或亚急性暴露/ 15只雄性和15只雌性FDRL大鼠...被喂食含有2%测试物质稀释在棉籽油中的食物，持续12周。在第90天，进行了尸检。还进行了血液学和血液化学的测定。在测量的参数中没有发现与处理相关的不良效果。这项研究表明，大鼠的NOAEL（无观察到不良效应的剂量）为饲料中的2%。

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ 15 male and 15 female FDRL rats ... were fed diet containing 2% test substance diluted in cotton-seed oil for 12 weeks. At 90 days, autopsy was performed. Hematological and blood chemical determinations were also made. No treatment related adverse effects were noted in the parameters measured. This study demonstrates a NOAEL in rats ...to be 2% in feed.

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为反应物：
  描述：

  (Z)-α-amylcinnamaldehyde 在 titanium(IV) tetraethanolate 、 四丁基二氟三苯硅酸铵 作用下， 以 四氢呋喃 为溶剂， 生成 (Rs,S)-(-)-N-(2-pentyl-3-phenyl-1-trifluoromethyl-allyl)-2-methylpropanesulfinamide
  参考文献：
  名称：

  Asymmetric Synthesis of Trifluoromethylated Allylic Amines Using α,β-Unsaturated N-tert-Butanesulfinimines

  摘要：

  [GRAPHICS]The trifluoromethide ion generated in situ from TMSCF3 and TBAT (tetrabutylammonium triphenyldifluorosilicate), as well as TMAF (tetramethylammonium fluoride), adds to the alpha,beta -unsaturated hkert-butanesulfinimines exclusively in a 1,2 fashion with high diastereoselectivities, affording the first examples of chiral trifluoromethylated allylic amines.

  DOI：

  10.1021/ol010134x
• 作为产物：
  描述：

  tert-butyl-heptylidene-amine 在 zinc dibromide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 39.0h， 生成 (Z)-α-amylcinnamaldehyde
  参考文献：
  名称：

  制备α-烷基（E）-α，β-不饱和醛的一般路线

  摘要：

  在室温下，在溴化锌存在下，双（三甲基甲硅烷基）-叔丁基亚胺3与醛反应，水解后以高收率和非常高的E立体选择性得到所需的α-烷基α，β-乙烯醛。据信该反应通过α-甲硅烷基β-甲硅烷氧基亚胺4进行。

  DOI：

  10.1016/j.jorganchem.2006.03.015

文献信息

• NOVEL METHODS FOR PREPARATION OF SUBSTITUTED PYRIDINES AND RELATED NOVEL COMPOUNDS
  申请人：Watkins Edmond Blake

  公开号：US20200095245A1

  公开（公告）日：2020-03-26

  The present invention relates to novel methods of preparation of substituted pyridines and the compounds produced therefrom. In particular, the present invention provides efficient methods for the construction of diversely substituted pyridines, with varying substitution patterns under simple and metal-free conditions with high atom- and pot-economy and excellent functional group tolerance, and which are useful for the synthesis of natural products.

  本发明涉及取代吡啶的新的制备方法及其由此产生的化合物。特别是，本发明提供了一种高效的方法，用于构建不同取代的吡啶，具有不同的取代模式，在简单和无金属条件下具有高原子经济和锅经济以及优良的功能团耐受性，并且适用于天然产物的合成。
• Fragrance
  申请人：KRAFT Philip

  公开号：US20110039755A1

  公开（公告）日：2011-02-17

  A method of providing to a fragrance application a musky odour, comprising the addition thereto of at least one compound according to the formula I in which R 1 is selected from H and CH 3 ; R 2 , R 3 are selected from the possibilities that (a) both are CH 3 ; and (b) R 2 and R 3 together form a single bond (as indicated by the broken line); and n is an integer selected from 1, 2, 3, and 4. The compounds are useful in the complete range of fine and functional fragrance applications.

  提供给香水应用程序一种提供麝香气味的方法，包括向其中添加至少一种符合以下式I的化合物 其中 R 1 从H和CH 3 中选择； R 2 ，R 3 从以下可能性中选择：(a) 两者都是CH 3 ；和 (b) R 2 和R 3 一起形成一个单键(如虚线所示)；以及 n是从1、2、3和4中选择的整数。 这些化合物在各种精致和功能性香水应用中都很有用。
• Cosmetic compositions
  申请人：Symrise AG

  公开号：EP2745878A1

  公开（公告）日：2014-06-25

  Suggested is a cosmetic compositions comprising (a) a crosspolymer obtained from copolymerisation of at least two different polyols and at least one dicarboxylic acid and (b) at least one fragrance.

  建议的是一种化妆品组合物，包括 (a) 由至少两种不同的多元醇和至少一种二羧酸共聚得到的交联聚合物，以及 (b) 至少一种香料。
• [EN] ANTIMICROBIAL ORGANOSILANES<br/>[FR] ORGANOSILANES ANTIMICROBIENS
  申请人：TOPIKOS PHARMACEUTICALS INC

  公开号：WO2021077119A1

  公开（公告）日：2021-04-22

  Organosilicon quaternary ammonium compounds, their formulations, including powdered and solid formulations, and methods of use to treat infections in humans and animals.

  有机硅季铵化合物，它们的配方，包括粉末和固体配方，以及用于治疗人类和动物感染的方法。
• [EN] SYNTHESIS OF DEUTERATED ALDEHYDES<br/>[FR] SYNTHÈSE D'ALDÉHYDES DEUTÉRÉS
  申请人：UNIV ARIZONA

  公开号：WO2021045879A1

  公开（公告）日：2021-03-11

  Described are methods for preparing a deuterated aldehyde using N-heterocyclic carbene catalysts in a solvent comprising D2O. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions without functionality manipulation.

  描述了使用包含重水(D2O)的溶剂中的N-杂环卡宾催化剂来制备氘代乙醛的方法。这些方法可以在温和的反应条件下，不改变功能团的情况下，将各种乙醛（例如，芳香醛、脂肪醛或不饱和脂肪醛）转化为C-1位置氘代的乙醛。

表征谱图