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jasminaldehyde | 78605-96-6

中文名称
——
中文别名
——
英文名称
jasminaldehyde
英文别名
(E)-2-benzylideneheptanal;Amylcinnamaldehyde;(2E)-2-benzylideneheptanal
jasminaldehyde化学式
CAS
78605-96-6;1331-92-6
化学式
C14H18O
mdl
——
分子量
202.296
InChiKey
HMKKIXGYKWDQSV-SDNWHVSQSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    288.5±0.0 °C(Predicted)
  • 密度:
    0.962±0.06 g/cm3(Predicted)
  • LogP:
    2.498-4.7 at 24-25℃ and pH6.2
  • 物理描述:
    Liquid
  • 颜色/状态:
    Clear, yellow, oily liquid
  • 气味:
    Jasmine-like odor
  • 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:
    1627.9

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
  • 致癌物分类
对人类不具有致癌性(未被国际癌症研究机构IARC列名)。
No indication of carcinogenicity to humans (not listed by IARC).
来源:Toxin and Toxin Target Database (T3DB)
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,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。寻求医疗救助。 /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(如有需要,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。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。预测并处理癫痫发作(如果必要)...。监测休克并视需要进行治疗...。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)连续冲洗每只眼睛...。不要使用催吐剂。对于摄入,如果患者能够吞咽、有强烈的呕吐反射且不流口水,则用温水冲洗口腔,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alpha-戊基肉桂醛(alpha-AcAld)的敏感性似乎并不常见,但是,就像对alpha-戊基肉桂醇(alpha-AcAlc)的过敏一样,它常常伴随对Mycolog乳膏中香水的过敏。尽管alpha-AcAlc是一个已知的成分,但alpha-AcAld却不是。然而,气液色谱分析显示alpha-AcAld确实存在。在十四个对这两种化学物质敏感的人中,有十个人对两者都有反应。在这些中,有一名男性和三名女性表现出显著的敏感性,而这三名女性都有慢性顽固的外阴湿疹。这种情况可能是致敏的原因,也可能是致敏的结果,但对疑似产品的再次接触在测试的两名人员中重现了皮疹。其与其他强致敏剂(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)

安全信息

  • WGK Germany:
    3

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    jasminaldehyde双(三苯基膦)硝酸铜(I)氢气1,4-双(二苯基膦)丁烷 、 sodium hydroxide 作用下, 以 乙醇 为溶剂, 50.0 ℃ 、5.0 MPa 条件下, 反应 16.0h, 以98%的产率得到(E)-2-benzylideneheptan-1-ol
    参考文献:
    名称:
    使用铜催化剂对醛进行实用且高度化学选择性的加氢
    摘要:
    报道了一种由廉价且容易获得的贱金属铜介导的醛的实际氢化。与 1,4-双(二苯基膦基)丁烷 (DPPB) 相关的铜络合物以高度化学选择性的方式氢化 α,β-不饱和醛,得到具有更高催化生产率的烯丙醇。该反应体系对于将简单醛转化为相应的醇也很有效。
    DOI:
    10.1055/s-0028-1216726
  • 作为产物:
    描述:
    辛基酰苯 在 sodium tetrahydroborate 、 对甲苯磺酸1-azidononane三氟乙酸2,3-二氯-5,6-二氰基-1,4-苯醌 作用下, 以 甲醇1,2-二氯乙烷甲苯 为溶剂, 反应 4.0h, 生成 jasminaldehyde
    参考文献:
    名称:
    通过选择性烯丙基C-C键裂解的简单烯烃的氧合:肉桂醛的直接方法。
    摘要:
    据报道,一种新颖的不含金属的烯丙基CCσ键裂解简单的烯烃可得到有价值的肉桂醛。1,2-芳基或烷基迁移通过烯丙基C-C键断裂在此转化过程中发生,这需要烷基叠氮化物试剂的协助。这种方法可以使O-atom掺入简单的未官能化烯烃中,以构建肉桂醛。该反应具有简单的烃底物,无金属条件以及高区域选择性和立体选择性。
    DOI:
    10.1002/anie.201705671
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文献信息

  • A simple, tandem approach to the construction of pyridine derivatives under metal-free conditions: a one-step synthesis of the monoterpene natural product, (−)-actinidine
    作者:Dilipkumar Uredi、Damoder Reddy Motati、E. Blake Watkins
    DOI:10.1039/c9cc01097a
    日期:——
    followed by concomitant cyclization through an allenyl intermediate to afford pyridines in excellent yields, with water as the sole by-product. This mild strategy is also suitable for functionalization of natural products or other advanced intermediates having α,β-unsaturated carbonyl functionality. The utility of the present protocol was showcased with the synthesis of the monoterpene alkaloid, (−)-actinidine
    已经开发了一种简单的模块化单步合成法,可从容易获得的α,β-不饱和羰基化合物和炔丙基胺合成各种取代的吡啶。本方案具有广泛的底物范围,并允许在温和且无金属的条件下通过选择性控制取代模式来接近多取代的吡啶。该反应涉及亚胺的形成,随后伴随通过烯基中间体的环化,以优异的收率得到吡啶,其中水是唯一的副产物。这种温和的策略也适用于天然产物或其他具有α,β-不饱和羰基官能团的高级中间体的官能化。本协议的效用通过单蚁生物碱(-)-in啶,一种与蚂蚁相关的虹彩样生物的合成得以展示。
  • 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。
  • A New and Easy Synthesis of Diethyl 2-Formylalkylphosphonates
    作者:Marie-Paule Teulade、Philippe Savignac
    DOI:10.1055/s-1987-28165
    日期:——
    Aldimines obtained from 2-alkenals are condensed with triethyl phosphite in ethanol in the presence of formic acid to give diethyl iminoalkylphosphonates; these are readily converted into diethyl formylalkylphosphonates in acidic medium.
    从2-烯醛中获得的醛亚胺,在乙醇中与亚磷酸三乙酯在甲酸存在下缩合,生成亚胺基烷基膦酸二乙酯;这些产物在中性介质中容易转化为甲酰烷基膦酸二乙酯。
  • 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。
  • Nucleophilic Organic Base DABCO-Mediated Chemospecific Meinwald Rearrangement of Terminal Epoxides into Methyl Ketones
    作者:Siqi Li、Yi Shi、Pingfan Li、Jiaxi Xu
    DOI:10.1021/acs.joc.8b03171
    日期:2019.4.5
    various epoxides was investigated. 2-Aryl-, alkenyl-, and alkynylepoxides generate the corresponding methyl ketones chemospecifically in good to excellent yields. The current DABCO-mediated Meinwald rearrangement of epoxides features readily accessible starting materials, a wide substrate scope, a transition-metal- and acid-free environment, and chemospecificity in the isomerization of epoxides.
    研究了亲核有机碱DABCO(1,4-二氮杂双环[2.2.2]辛烷)介导的各种环氧化物的Meinwald重排。2-芳基-,烯基-和炔基环氧化物以良好或优异的收率化学特异性地产生相应的甲基酮。当前的DABCO介导的环氧化物的Meinwald重排具有易于获得的原料,广泛的底物范围,无过渡金属和酸的环境以及环氧化物异构化的化学特异性。
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