3,6-Dimethyl-hept-5-enal | 5077-56-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-Dimethyl-hept-5-enal
• 英文别名: 3,6-Dimethylhept-5-enal
• CAS: 5077-56-5
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: BLDWROQUYLSYEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  4
• 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

反应信息

• 作为反应物：
  描述：

  3,6-Dimethyl-hept-5-enal 在 4-甲氧基吡啶-N-氧化物 、 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 反应 42.0h， 以72%的产率得到citral
  参考文献：
  名称：

  Modulation of the Reactivity Profile of IBX by Ligand Complexation: Ambient Temperature Dehydrogenation of Aldehydes and Ketones to α,β-Unsaturated Carbonyl Compounds

  摘要：

  DOI：

  10.1002/1521-3773(20020315)41:6<993::aid-anie993>3.0.co;2-u
• 作为产物：
  描述：

  3,6-dimethyl-3,5-heptadien-1-ol 在 bichromate of bis(triphenylphosphino)methane 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以6%的产率得到3,6-Dimethyl-hept-5-enal
  参考文献：
  名称：

  Bichromates de phosphonium: Reactifs d'oxydation

  摘要：

  DOI：

  10.1016/s0040-4039(00)84371-3

文献信息

• Reaction of Diphenylsulfonium Methylide with Carbonyl Compounds in Non-Basic Media
  作者：Kazuhito Hioki、Shohei Tani、Yoshiro Sato

  DOI：10.1055/s-1995-3970

  日期：1995.6

  Diphenylsulfonium methylide was formed by fluoride-induced desilylation of diphenyl[(trimethylsilyl)methyl]sulfonium triflate with cesium fluoride in dimethyl sulfoxide and allowed to react with carbonyl compounds in situ to give oxiranes.

  二苯硫翁亚甲基是通过氟化铯在二甲基亚砜中引发的二苯[(三甲基硅基)甲基]硫翁三氟甲磺酸盐的去硅化反应形成的，并允许其原位与羰基化合物反应生成环氧乙烷。
• Stereoselective Dehydroxyboration of Allylic Alcohols to Access (<i>E</i>)-Allylboronates by a Combination of C–OH Cleavage and Boron Transfer under Iron Catalysis
  作者：Wei Su、Ting-Ting Wang、Xia Tian、Jian-Rong Han、Xiao-Li Zhen、Shi-Ming Fan、Ya-Xin You、Yu-Kun Zhang、Rui-Xiao Qiao、Qiushi Cheng、Shouxin Liu

  DOI：10.1021/acs.orglett.1c03359

  日期：2021.12.3

  Iron-catalyzed direct SN2′ dehydroxyboration of allylic alcohols has been developed to access (E)-stereoselective allylboronates. Allylic alcohols with diverse structures and functional groups, especially derived from natural products, underwent smooth transformation. The six-membered ring transition state formed by allylic alcohols and iron–boron intermediate was indicated to be the key component

  铁催化的烯丙醇直接 S N 2' 脱羟基硼酸已被开发用于获得 ( E )-立体选择性烯丙基硼酸酯。具有多种结构和官能团的烯丙醇，特别是来自天然产物的烯丙醇，经历了平稳的转变。由烯丙醇和铁-硼中间体形成的六元环过渡态被证明是参与硼基团转移、C-OH键活化和立体选择性控制的关键成分。
• Aldehyde Enol Esters as Novel Chain Terminators in Cationic Olefin Cyclizations
  作者：Dana P. Simmons、Daniel Reichlin、David Skuy

  DOI：10.1002/hlca.19880710509

  日期：1988.8.10

  Citronella (1) has been transformed into enol acetates 2 which have been cyclized with various Lewis and Brönsted acids to dihydrocyclocitral (4). Application of this methodology to the synthesis of mono- and bicyclic ring systems has been examined.

  香茅油（1）已转化为烯醇乙酸酯2，已用各种路易斯酸和布朗斯台德酸环化成二氢环柠檬酸（4）。已经研究了该方法在单环和双环系统合成中的应用。
• Mechanistic and Synthetic Studies of the Addition of Alkyl Aldehydes to Vinylsilanes Catalyzed by Co(I) Complexes
  作者：Christian P. Lenges、Peter S. White、Maurice Brookhart

  DOI：10.1021/ja980610n

  日期：1998.7.1

  The mechanistic details of the cobalt-catalyzed intermolecular hydroacylation reaction have been investigated using kinetic, spectroscopic, and crystallographic methods. The Co(I) bisolefin complex 1, [C5Me5Co(C2H3SiMe3)2], was shown to catalyze the addition of a series of alkyl aldehydes (2a−l) to vinylsilanes to give the corresponding ketones with exclusive anti-Markovnikov selectivity under mild

  已经使用动力学、光谱和晶体学方法研究了钴催化的分子间加氢酰化反应的机理细节。Co(I) 双烯烃配合物 1，[C5Me5Co(C2H3SiMe3)2]，在温和条件下催化一系列烷基醛 (2a-l) 加成到乙烯基硅烷中，得到相应的酮，具有独特的抗马尔可夫尼科夫选择性. 催化循环表现出两种静止状态，复合物 1 和双烷基羰基复合物 [C5Me5Co(CO)(R)(R')], 4a-1 处于平衡状态。动力学研究与低温 NMR 光谱一起建立了催化过程中静止状态之间的敏感平衡，这强烈依赖于底物结构。转换限制步骤被建立为从中间体 4 中还原消除酮。
• Stable composition for hair dye comprising a fragrance
  申请人：Takasago International Corporation

  公开号：EP1714637A2

  公开（公告）日：2006-10-25

  The present invention relates to a stable composition for hair dye, which comprises at least one compound selected from dihydrocitronellyl nitrite, 2,2,6-trimethylcyclohexane carboxylic acid ethyl ester, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2,2,6-trimethylcyclohexyl-3-hexanol, 1-(2-methyl-2-propenyloxy)-2,2,4-trimethylpentan-3-ol, thioglycerin, dibutyl sulfide, thiogeraniol, thiocineol, 2-methyl-4-propyl-1,3-oxathian, 4-methoxy-2-methyl-2-butanethiol and the like. The stable composition for hair dye has a superior effect in masking a malodor originated from components such as ammonia formulated in hair dye composition such as composition for hair dye, and is also stable in an alkaline product and an acidic solution product.

  本发明涉及一种稳定的染发剂组合物，它包含至少一种选自亚硝酸二氢硝基烯丙基酯、2,2,6-三甲基环己烷羧酸乙酯、2-乙基-4-(2,2,3-三甲基-3-环戊烯-1-基)-2-丁烯-1-醇的化合物、2,2,6-三甲基环己基-3-己醇、1-(2-甲基-2-丙烯氧基)-2,2,4-三甲基戊-3-醇、巯基甘油、二丁基硫醚、巯基乙醇、硫代乙醇、2-甲基-4-丙基-1,3-氧硫杂环丁烷、4-甲氧基-2-甲基-2-丁硫醇等。这种稳定的染发剂组合物在掩盖染发剂组合物（如染发剂组合物）中配制的氨等成分所产生的恶臭方面具有卓越的效果，而且在碱性产品和酸性溶液产品中也很稳定。