(6E)-3,7,11-三甲基十二碳-6,10-二烯醛 | 51513-58-7

• 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
• 中文名称: (6E)-3,7,11-三甲基十二碳-6,10-二烯醛
• 中文别名: 3,7,11-三甲基-6,10-十二烷二烯醛
• 英文名称: (6E)-2,3-dihydrofarnesal
• 英文别名: 6,10-Dodecadienal, 3,7,11-trimethyl-, (6E)-；(6E)-3,7,11-trimethyldodeca-6,10-dienal
• CAS: 51513-58-7
• 化学式: C₁₅H₂₆O
• 分子量: 222.371
• InChiKey: ITBYWGRSPHMAEE-NTEUORMPSA-N

物化性质

• 沸点：
  309.5±21.0 °C(Predicted)
• 密度：
  0.853±0.06 g/cm3(Predicted)
• LogP：
  5.184 (est)
• 保留指数：
  1595;1595

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2912190090

反应信息

• 作为反应物：
  描述：

  (6E)-3,7,11-三甲基十二碳-6,10-二烯醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以83%的产率得到1-hydroxy-3,7,11-trimethyl-6,10-dodecadiene
  参考文献：
  名称：

  Synthesis, characterization and transfection activity of new saturated and unsaturated cationic lipids

  摘要：

  We synthesized new cationic lipids, analogue to N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium chloride (DOTMA) and 1,2-dimyristyloxypropyl-3-dimethyl-hydroxyethylammonium bromide (DMRIE), in order to compare those containing a dodecyl chain with those having a relatively long chain with two or five double bonds, such as squalenyl and dihydrofarnesyl derivatives, or complex saturated structures, such as squalane derivatives. The fusogenic helper lipid dioleoylphosphatidylethanolamine (DOPE) was added to cationic lipids to form a stable complex. Liposomes composed of 50:50 w/w cationic lipid/DOPE were prepared and incubated with plasmidic DNA at various charge ratios and the diameter and zeta potential of the complexes were measured. The surface charge of the DNA/lipid complexes can be controlled by adjusting the cationic lipid/DNA ratio. Finally, we tested the in vitro transfection efficiency of the cationic lipid/DNA complexes using different cell lines. The transfection efficiency was highest for the dodecyloxy derivative containing a single hydroxyethyl group in the head, followed by the dodecyloxy and the farnesyloxy trimethylammonium derivatives. Instead the C27 squalenyl and C27 squalanyl derivatives resulted inactive.

  DOI：

  10.1016/j.farmac.2004.06.007
• 作为产物：
  描述：

  Farnesal 在 氢化铝 、 nickel dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 (6E)-3,7,11-三甲基十二碳-6,10-二烯醛
  参考文献：
  名称：

  Conjugated nitro alkene anticancer agents based on isoprenoid metabolism

  摘要：

  共轭硝基烯烃化合物可以阻碍或预防癌细胞在细胞培养和癌症患者中的增殖，这可能导致肿瘤大小的减小和/或癌症的消失。这些化合物可能通过干扰癌细胞的生物化学作用来发挥作用，其中类似于法尼醇和戊二烯基的异戊二烯基基团与各种致癌蛋白质如Ras、RhoA、RhoB或其他与生长相关的细胞蛋白质结合。

  公开号：

  US20050026812A1

文献信息

• [EN] IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS AND THEIR USE AS FLAGRANCE INGREDIENTS<br/>[FR] AMÉLIORATIONS DE OU LIÉES À DES COMPOSÉS ORGANIQUES ET LEUR UTILISATION COMME INGRÉDIENTS DE PARFUM
  申请人：GIVAUDAN SA

  公开号：WO2016091895A1

  公开（公告）日：2016-06-16

  A compound represented by the formula (I) wherein (A) is indicating a double bond either at C4 or at C5, or single bonds, R1, R2, R3, R4 are independently selected from H or Me, and R5, R6 are independently selected from Me or Et, and wherein the compound is not 9-hydroxy-5,9-dimethyldec-4-enal or 9-hydroxy-5,9-dimethyldecanal. Said compounds are useful as perfume ingredients in personal care and household care products.

  一种由化学式(I)表示的化合物，其中(A)表示在C4或C5处存在双键，或单键，R1、R2、R3、R4独立地选择自H或Me，R5、R6独立地选择自Me或Et，并且该化合物不是9-羟基-5,9-二甲基癸-4-烯醛或9-羟基-5,9-二甲基癸醛。所述化合物在个人护理和家庭护理产品中作为香料成分是有用的。
• [EN] IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS<br/>[FR] AMÉLIORATIONS APPORTÉES OU ASSOCIÉES À DES COMPOSÉS ORGANIQUES
  申请人：GIVAUDAN SA

  公开号：WO2014198709A1

  公开（公告）日：2014-12-18

  5, 9-dimethyl-9-hydroxy-decen-4-al, having the formula (I).

  5, 9-二甲基-9-羟基癸烯-4-醛，化学式为（I）。
• [EN] COMPOUNDS CAPABLE OF RELEASING FRAGRANT COMPOUNDS<br/>[FR] COMPOSÉS CAPABLES DE LIBÉRER DES COMPOSÉS ODORIFÉRANTS
  申请人：GIVAUDAN SA

  公开号：WO2012085287A1

  公开（公告）日：2012-06-28

  Provided is class of compounds of formula (I) wherein X, R1, R2 and R3 have the same meaning as given in the specification capable of releasing fragrant compounds in a controlled manner into the surroundings.

  提供的是具有化学式（I）的化合物类，其中X、R1、R2和R3的含义与规范中给出的相同，能够以受控方式释放香气化合物到周围环境中。
• [EN] IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS<br/>[FR] AMÉLIORATIONS APPORTÉES OU LIÉES À DES COMPOSÉS ORGANIQUES
  申请人：GIVAUDAN SA

  公开号：WO2016091894A1

  公开（公告）日：2016-06-16

  A fragrance precursor represented by the formula (1) wherein the wavy bond is indicating an unspecified configuration of the adjacent double bond, X and Y together represent a double bond to a carbon atom which is bearing R1 and R2, with R1 = H, methyl, acetyl or C1-C3 alkoxycarbonyl (e.g. ethoxycarbonyl); and R2 = phenyl optionally substituted with up to 3 (i.e. 0, 1, 2 or 3) groups selected from C1-C4 alkyl (e.g. methyl, ethyl, iso-propyl, tert-butyl), vinyl, hydroxy, C1-C3 alkoxy (e.g. ethoxy), and -O-CH2-O-, e.g. R2 is benzo[d][1,3]dioxol-5-yl, 4-methylphenyl, 4-methoxyphenyl, 4-vinylphenyl or 3-ethoxy-4-hydroxyphenyl or R2 = naphthyl, (naphthyl)methyl, 1,1,2,4,4,8-hexamethyl-1,2,3,4-tetrahydronaphthalen-7-yl, or 1,1,2,4,4,-pentamethyl-1,2,3,4-tetrahydronaphthalen-7-yl or R2 = COR3, wherein R3 is H, C1-C10 alkoxy (e.g. ethoxy, 1-(3,3-dimethylcyclohexyl)ethoxy), C1-C4 alkyl (e.g. methyl, ethyl, propyl, iso-propyl, tert-butyl), e.g. R2 is formyl, acetyl, ethoxycarbonyl, 1-(3,3-dimethylcyclohexyl)ethoxycarbonyl; or wherein X is OR4, with R4 being H, alkyl or alkenyl, and Y is OR5, with R5 being alkyl or alkenyl; the compound being useful as a perfume ingredient.

  一种香精前体，其化学式表示为（1），其中波浪键表示相邻双键的未指定构型，X和Y一起表示一个双键连接到一个碳原子，该碳原子带有R1和R2，其中R1 = H，甲基，乙酰基或C1-C3烷氧羰基（例如乙氧羰基）；R2 = 苯基，可选地取代最多3个（即0, 1, 2或3）个来自C1-C4烷基（例如甲基，乙基，异丙基，叔丁基），乙烯基，羟基，C1-C3烷氧基（例如乙氧基）和-O-CH2-O-的基团，例如R2是苯并[d][1,3]二氧杂环戊-5-基，4-甲基苯基，4-甲氧基苯基，4-乙烯基苯基或3-乙氧基-4-羟基苯基或R2 = 萘基，（萘基）甲基，1,1,2,4,4,8-六甲基-1,2,3,4-四氢萘-7-基，或1,1,2,4,4,-五甲基-1,2,3,4-四氢萘-7-基或R2 = COR3，其中R3为H，C1-C10烷氧基（例如乙氧基，1-(3,3-二甲基环己基)乙氧基），C1-C4烷基（例如甲基，乙基，丙基，异丙基，叔丁基），例如R2是甲酰基，乙酰基，乙氧羰基，1-(3,3-二甲基环己基)乙氧羰基；或其中X为OR4，其中R4为H，烷基或烯基，Y为OR5，其中R5为烷基或烯基；该化合物可用作香精成分。
• Method for Producing Aldehyde and Ketone
  申请人：Yamashita Miyoshi

  公开号：US20110282102A1

  公开（公告）日：2011-11-17

  Provided is a highly efficient method for the production of aldehydes and ketones, which is inexpensive, exhibits high reactivity, and is capable of easy separation of byproduct after the reaction. More particularly, there is provided a method for producing an aldehyde or a ketone, comprising at least an oxidation step of oxidizing a primary alcohol or a secondary alcohol in the presence of a polymeric carbodiimide represented by the following formula (1) and having a weight-average molecular weight of 300 to 5000, and a sulfoxide compound, together with an acid and a base, or together with a salt of the acid and the base.

  提供了一种高效的生产醛和酮的方法，该方法廉价、具有高反应性，并能够在反应后轻松分离副产物。更具体地，提供了一种生产醛或酮的方法，包括至少一个氧化步骤，即在聚合物碳二亚胺（表示为以下式（1）且具有分子量为300至5000的重均分子量）和亚砜化合物的存在下氧化一级醇或二级醇，以及酸和碱，或者酸和碱的盐。