(1RS,2SR)-2-methyl-2-(4'-methylpent-3'-enyl)cyclopropanecarbaldehyde | 130932-16-0

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: (1RS,2SR)-2-methyl-2-(4'-methylpent-3'-enyl)cyclopropanecarbaldehyde
• 英文别名: 2-Methyl-2-(4-methyl-3-pentenyl)cyclopropanecarbaldehyde, cis-；(1S,2R)-2-methyl-2-(4-methylpent-3-enyl)cyclopropane-1-carbaldehyde
• CAS: 130932-16-0
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: HVRSGXFUZOKZNT-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  (tert-Butyl-dimethyl-silanyl)-[(1S,2R)-2-methyl-2-(4-methyl-pent-3-enyl)-cyclopropyl]-methanone 以 水 、 乙腈 为溶剂， 生成 (1RS,2SR)-2-methyl-2-(4'-methylpent-3'-enyl)cyclopropanecarbaldehyde
  参考文献：
  名称：

  光化学反应。第152次通信。酰基硅烷的光化学；环丙基甲硅烷基酮的光解和热解† ‡

  摘要：

  描述了环丙基甲硅烷基酮3、4和5的光解和热解。在n，π*激发下，甲硅烷基酮3和4经历Norrish -II型反应，该反应涉及γ-H的提取，环丙基环的裂解，然后分别逆向烯化为酰基硅烷6和（E / Z）-12。作为3和4的共同产物，二氢呋喃7是通过环丙基部分的C（α）-C（β）交替裂解形成的。化合物6，7，和（E / Z）-12是新型的酰基硅烷光产品。酰基硅烷5的辐射产生了类似的二氢呋喃15作为唯一产物。在3和4的光解中，还发现了衍生自甲硅烷氧基卡宾中间体的产物8A + B和13A + B。在3和4的热分解下，酰基硅烷6（80％）和（E）-12（33％）和（Z）-12（34％）分别是唯一的产品。它们的形成可能通过[1，5]σH位移发生。5的热解产生了二烯16，其形成可以通过将甲硅烷氧基卡宾插入相邻的环丙烷中而导致作为热不稳定中间体的环丁烯28来解释。

  DOI：

  10.1002/hlca.19900730420

文献信息

• Aromachemicals
  申请人：Turin Luca

  公开号：US20070276152A1

  公开（公告）日：2007-11-29

  A compound or mixture of compounds of formulae: wherein R 1 and R 2 are each independently H or CH 3 .

  一个化学式为的化合物或混合物：其中R1和R2分别独立地为H或CH3。
• CITRAL DERIVATIVES
  申请人：Turin Luca

  公开号：US20080015136A1

  公开（公告）日：2008-01-17

  Improved citral derivatives, and fragrances and flavorings including the derivatives, that have a longer useful shelf life than citral and/or fragrances and flavorings including citral, are disclosed. In particular, the derivatives maintain the fragrance characteristics of citral, while lowering the allergic properties, and lemony flavors and fragrances with a longer shelf-life than citral, are disclosed. Also disclosed are methods of making the derivatives, and articles of manufacture including the derivatives. In one embodiment, the derivatives are prepared by replacing one or more double bonds in citral with a cyclopropyl group, which can be unsubstituted, or substituted with one or two lower alkyl, preferably methyl groups. The alkyl groups can optionally be substituted, for example, with electron donating groups, electron with drawing groups, groups which increase the hydrophilicity or hydrophobicity, and the like. In another embodiment, the derivatives are prepared by replacing the aldehyde group in citral with a nitrile, methyl ether or acetal group. The acetal groups can provide the compounds with a long lasting flavor or fragrance, where the acetals slowly hydrolyze to provide the aldehyde group in citral. In some embodiments, both the aldehyde and at least one of the double bond functional groups are both derivatized as described herein. Examples of suitable articles of manufacture include candles, air fresheners, perfumes, disinfectant compositions, hypochlorite (bleach) compositions, beverages such as beer and soda, denture cleanser tablets and flavored orally-delivered products such as lozenges, candies, and the like.
• US7309795B2
  申请人：——

  公开号：US7309795B2

  公开（公告）日：2007-12-18
• US7704941B2
  申请人：——

  公开号：US7704941B2

  公开（公告）日：2010-04-27