(E)-2-methyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-al | 65114-01-4

• 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: (E)-2-methyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-al
• 英文别名: nor-radjaldehyde；2-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-but-2-en-al；2-methyl-4-(2,2,3-trimethylcyclopent-3-enyl)but-2-enal；2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-al；2-Methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-butenal；(E)-2-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enal
• CAS: 65114-01-4
• 化学式: C₁₃H₂₀O
• 分子量: 192.301
• InChiKey: AAPLYDDEQVREDC-BJMVGYQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-methyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-al 在 三异丁基铝 、 二异丁基氢化铝 作用下， 生成 (E)-2-methyl-4-((1S,3S,5R)-1,2,2-trimethylbicyclo[3.1.0]hexan-3-yl)but-2-en-1-ol
  参考文献：
  名称：

  三异丁基铝在二溴甲烷中非活化烯烃的过渡金属催化环丙烷化反应

  摘要：

  非活化烯烃与廉价三异丁基铝 (TIBA) 的环丙烷化反应，在二溴甲烷作为溶剂和试剂中，在环境温度下由 FeCl3 有效催化。CuI盐、CpTiCl3和[CpFe(CO)2]2的催化量同样有效。可捕集过量TIBA骤冷后产生的2-甲基丙烷，回收过量二溴甲烷，具有工业应用价值。不饱和羰基化合物的无溶剂 DIBAH 或 TIBA 还原，然后不饱和铝醇化物在二溴甲烷中的原位 TIBA 环丙烷化得到环丙基链烷醇。二烯醇，例如香叶醇、芳樟醇或正菘醇在其远端位置被选择性地环丙烷化，这允许合成风味和香味化合物，例如 Δ-柠檬醛、顺式-javanol 和 7-甲基-乔木。

  DOI：

  10.1002/ejoc.201100528

文献信息

• SELECTIVE HYDROGENATION OF ALDEHYDE WITH RU/BIDENTATE LIGANDS COMPLEXES
  申请人：FIRMENICH SA

  公开号：US20140243526A1

  公开（公告）日：2014-08-28

  The present invention relates to processes for the reduction by hydrogenation, using molecular H 2 , of a C 5 -C 20 substrate containing one or two aldehydes functional groups into the corresponding alcohol or diol, characterized in that said process is carried out in the presence of —at least one catalyst or pre-catalyst in the form of a ruthenium complex having a coordination sphere of the N 2 P 2 O 2 , wherein the coordinating atoms N 2 are provided by a first bidentate ligand, the coordinating atoms P 2 are provided by a second bidentate ligand and the coordinating atoms O 2 are provided by two non-linear carboxylate ligands; and —optionally of an acidic additive.

  本发明涉及利用分子H2对含有一个或两个醛基官能团的C5-C20底物进行加氢还原的过程，将其转化为相应的醇或二醇，其特征在于所述过程在以下条件下进行：—至少一种催化剂或前驱体存在，其形式为具有N2P2O2配位球的钌配合物，其中配位原子N2由第一双齿配体提供，配位原子P2由第二双齿配体提供，配位原子O2由两个非线性羧酸盐配体提供；和—可选地加入酸性添加剂。
• Odorants
  申请人：Givaudan Roure (International) SA

  公开号：US05929291A1

  公开（公告）日：1999-07-27

  The invention relates to compounds of the general formula ##STR1## in which R.sup.1 to R.sup.7 are, independently, H, methyl or ethyl, R.sup.8 +R.sup.9 together form methylene (--CH.sub.2 --) or a single bond, or R.sup.1 +R.sup.2 together form --(CH.sub.2).sub.n --, with n being 3 or 4, or R.sup.3 +R.sup.5 or R.sup.5 +R.sup.7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position .alpha.,.beta. or .beta., .gamma. a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.

  该发明涉及一般式##STR1##的化合物，其中R.sup.1至R.sup.7分别为H、甲基或乙基，R.sup.8 +R.sup.9共同形成亚甲基（--CH.sub.2 --）或单键，或R.sup.1 +R.sup.2共同形成--(CH.sub.2).sub.n --，其中n为3或4，或R.sup.3 +R.sup.5或R.sup.5 +R.sup.7代表亚甲基或单键；分子中至少存在一个环丙烷环是强制的，侧链可以饱和或在位置α、β或β、γ含有一个双键，以及制造这些化合物的方法，用于执行该方法的化合物以及将这些化合物用作香料或香料组合物成分的用途。
• [EN] CYCLOPROPANATION PROCESS<br/>[FR] PROCÉDÉ DE CYCLOPROPANATION
  申请人：GIVAUDAN SA

  公开号：WO2009023980A1

  公开（公告）日：2009-02-26

  A method for the preparation of cyclopropyl carbinols by cyclopropanation of unsaturated alcoholates, utilising a reagent system selected from (A) magnesium metal and dibromomethane, and (B) dibromomethane and a tertiary Grignard reagent, the reaction being carried out in the presence of an ether solvent. The process is useful, for example, for the preparation of ingredients for the flavour and fragrance industry.

  一种通过使用选自(A)镁金属和二溴甲烷，以及(B)二溴甲烷和三级格氏试剂的试剂体系，通过环丙烷化不饱和醇酸盐来制备环丙基醇的方法，该反应在醚溶剂存在下进行。该过程可用于为香料和香精行业的成分制备。
• Use of campholenic derivatives as fragrant ingredients in perfumery and flavouring
  申请人：V. Mane Fils

  公开号：EP1930317A1

  公开（公告）日：2008-06-11

  This invention relates to campholenic derivatives of general formula (I) Wherein R1, R2, R3, R4 and R5 represent, each independently, a hydrogen atom or a linear or branched C1-C5 alkyl or C1-C5 alkenyl group, Y represents a CN, a C(O)R6 or a CR6 (ORα) (ORβ) group, wherein R6 represents a hydrogen atom or a linear or branched C1-C5 alkyl or C1-C5 alkenyl group, and Rα and Rβ represent simultaneously a linear or branched C1, C2, C3, C4 or C5 alkyl or alkenyl group and can form together a cycle, the 5-membered ring is saturated or has a double bond between C3' and C4' in formula (I), and the side chain, optionally, has a double bond between C1 and C2 and/or between C3 and C4, provided that the derivative is not 3-methyl-6-(2,2,3-trimethyl-cyclopent-3-enyl)-hex-4-enal; and their use as fragrant or flavouring agent.

  本发明涉及一般式（I）的萜烯衍生物，其中R1、R2、R3、R4和R5分别表示氢原子或线性或支链C1-C5烷基或C1-C5烯基基团，Y表示CN、C（O）R6或CR6（ORα）（ORβ）基团，其中R6表示氢原子或线性或支链C1-C5烷基或C1-C5烯基基团，而Rα和Rβ同时表示线性或支链C1、C2、C3、C4或C5烷基或烯基基团，并可形成一个环，5-成员环在公式（I）中是饱和的或在C3'和C4'之间具有双键，侧链可选地在C1和C2之间和/或在C3和C4之间具有双键，前提是该衍生物不是3-甲基-6-（2,2,3-三甲基环戊-3-烯基）-己-4-烯醛；以及它们作为香料或调味剂的用途。
• USE OF NEW CAMPHOLENIC DERIVATIVES AS FRAGRANT INGREDIENTS IN PERFUMERY AND FLAVOURING
  申请人：Mane Jean

  公开号：US20080138482A1

  公开（公告）日：2008-06-12

  This invention relates to campholenic derivatives of general formula (I) Wherein R1, R2, R3, R4 and R5 represent, each independently, a hydrogen atom or a linear or branched C 1 -C 5 alkyl or C 2 -C 5 alkenyl group, Y represents a CN, a C(O)R 6 or a CR 6 (OR α ) (OR β ) group, wherein R 6 represents a hydrogen atom or a linear or branched C 1 -C 5 alkyl or C 2 -C 5 alkenyl group, and R α and R β represent simultaneously a linear or branched C 1 , C 2 , C 3 , C 4 or C 5 alkyl or C 2 , C 3 , C 4 or C 5 alkenyl group and can form together a cycle, the 5-membered ring is saturated or has a double bond between C3′ and C4′ in formula (I), and the side chain, optionally, has a double bond between C1 and C2 and/or between C3 and C4, provided that the derivative is not 3-methyl-6-(2,2,3-trimethyl-cyclopent-3-enyl)-hex-4-enal; and their use as fragrant or flavouring agent.

  本发明涉及通式（I）的香松烯衍生物，其中R1、R2、R3、R4和R5分别表示氢原子或线性或支链C1-C5烷基或C2-C5烯基基团，Y表示CN、C（O）R6或CR6（ORα）（ORβ）基团，其中R6表示氢原子或线性或支链C1-C5烷基或C2-C5烯基基团，而Rα和Rβ同时表示线性或支链C1、C2、C3、C4或C5烷基或C2、C3、C4或C5烯基基团，并且可以一起形成一个环，式（I）中的5-成员环是饱和的或在C3'和C4'之间具有双键，而侧链可选择在C1和C2之间和/或在C3和C4之间具有双键，前提是该衍生物不是3-甲基-6-（2,2,3-三甲基-环戊-3-烯基）-己-4-烯醛；以及它们作为香料或调味剂的用途。