α-methyl-m-isopropylhydroxycinnamaldehyde | 56643-99-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: α-methyl-m-isopropylhydroxycinnamaldehyde
• 英文别名: 2-Methyl-3-(3-propan-2-ylphenyl)propanal
• CAS: 56643-99-3
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: IHRNEJOESKPBPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  261.7±9.0 °C(Predicted)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基丙烯醛 、 异丙苯 在 palladium diacetate 、 palladium on activated charcoal 氧气 、 sodium acetate 、 乙酰丙酮 、 氢气 作用下， 以 丙酸 为溶剂， 90.0 ℃ 、101.33 kPa 条件下， 反应 1.5h， 生成 α-methyl-m-isopropylhydroxycinnamaldehyde 、 兔耳草醛 、 3-邻枯烯基-2-甲基丙醛
  参考文献：
  名称：

  Oxidative Coupling of Benzenes with α,β-Unsaturated Aldehydes by the Pd(OAc)₂/Molybdovanadophosphoric Acid/O₂ System

  摘要：

  The oxidative coupling reaction of benzene with an (x,P-unsaturated aldehyde was examined by the combined catalytic system of Pd(OAc)(2) with molybdovanadophosphoric acid (HPMoV) under atmospheric dioxygen. Thus, the reaction of benzene with acrolein under dioxygen (1 atm) by the use of catalytic amounts of Pd(OAc)(2) and H4PMo11VO40 (.) 26H(2)O in the presence of dibenzoylmethane as, a ligand in propionic acid at 90 degrees C for 1.5 h afforded cinnamaldehyde in 59% yield and beta-phenyleinnamaldehyde in 5% yield. This catalytic system was extended to the direct oxidative coupling through the C-H bond activation of various arenes with acrolein and methacrolein.

  DOI：

  10.1021/jo050534o

文献信息

• FRAGRANCES WITH NOTE OF LILY OF THE VALLEY
  申请人：Singer Emilie

  公开号：US20130090390A1

  公开（公告）日：2013-04-11

  A compound of formula (I) is described and use thereof as fragrance, especially as lily-of-the-valley fragrance and/or as an agent for increasing the substantivity and/or the retention of a fragrance preparation and/or as a fixative.

  描述了化学式（I）的化合物及其用途，特别是作为百合花香气，和/或作为增加香气制剂的持久性和/或保留性的剂，和/或作为固定剂。
• METHOD FOR PRODUCING M-SUBSTITUTED PHENYLALKANOLS BY MEANS OF ISOMERIZATION
  申请人：Lanver Andreas

  公开号：US20120209031A1

  公开（公告）日：2012-08-16

  The invention relates to a process for the preparation of m-substituted phenylalkanols of the formula (I) in which R 1 is C 1 -C 5 -alkyl and R 2 , R 3 , R 4 and R 5 , independently of one another, are hydrogen or methyl, wherein a p-substituted phenylalkanol of the formula (II) in which R 1 , R 2 , R 3 , R 4 and R 5 having the meanings given under formula (I), is isomerized in the presence of a Friedel-Crafts catalyst to give an m-substituted phenylalkanol of the formula (I). From the m-substituted phenylalkanols of the formula (I) it is possible to form, by oxidation or dehydrogenation, as products of value, the corresponding aldehydes, which are known as fragrances and aroma chemicals.

  该发明涉及一种制备式(I)的m-取代苯基烷醇的方法，其中R1为C1-C5-烷基，R2、R3、R4和R5分别独立地为氢或甲基，其中在Friedel-Crafts催化剂存在下，式(I)给定的R1、R2、R3、R4和R5的含义的p-取代苯基烷醇(II)异构化为m-取代苯基烷醇(I)。通过氧化或脱氢，可以从式(I)的m-取代苯基烷醇中形成具有价值的产品，即对应的醛，这些醛被称为香料和香精化学品。
• LILIAN SURROGATE
  申请人：Huchel Ursula

  公开号：US20120004328A1

  公开（公告）日：2012-01-05

  Due to toxicological concerns, it may be desirable to replace the fragrance compound lilial with less problematic compounds without losing the creative power and quality regarding perfumes. The present invention addresses this need by using selected oxazolidines described herein.

  由于毒理学方面的担忧，可能希望用更少问题的化合物替代香料化合物lilial，而不会失去有关香水的创造力和质量。本发明通过使用此处所述的选择性噁唑烷来解决这个需求。
• IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS
  申请人：GIVAUDAN SA

  公开号：US20170297992A1

  公开（公告）日：2017-10-19

  A fragrance precursor of 3-(4-isobutyl-2-methyl phenyl)propanal, comprising at least an enamine and/or an aminal as reaction product of 3-(4-isobutyl-2-methylphenyl)propanal (compound according to formula (I)) and a primary and/or secondary amine useful as a perfume ingredient.

  一种3-(4-异丁基-2-甲基苯基)丙醛的香气前体，包括至少一种烯胺和/或氨缩醛，作为3-(4-异丁基-2-甲基苯基)丙醛（化合物式（I）所示的化合物）和初级和/或二级胺的反应产物，可作为香料成分。
• [EN] IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS<br/>[FR] PERFECTIONNEMENTS APPORTÉS À DES COMPOSÉS ORGANIQUES OU EN RELATION AVEC CES DERNIERS
  申请人：GIVAUDAN SA

  公开号：WO2016074698A1

  公开（公告）日：2016-05-19

  A compound represented by the formula (I), R1 is -(CHR4)m-(CHR5)n-(CHR6)o-CHO, with F4, R5, R6 being independently selected from H or Me, and with m, n, o being independently selected from 0 and 1; R2 is H or Me; and R3 is a C3-C6 branched, linear or cyclic alkenyl residue. Said compounds are useful as perfume ingredients in personal care and household care products.

  化合物的化学式为（I），其中R1为-(CHR4)m-(CHR5)n-(CHR6)o-CHO，其中F4，R5，R6独立选择自H或Me，而m，n，o独立选择自0和1；R2为H或Me；而R3为C3-C6支链、线性或环烯烃残基。该化合物可用作个人护理和家庭护理产品中的香料成分。