3,7-二甲基辛-7-烯醛 | 141-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3,7-二甲基辛-7-烯醛
• 英文名称: 3,7-dimethyl 7-octenal
• 英文别名: 3,7-dimethyl-7-octenal；α-citronellal；3,7-dimethyl-oct-7-enal；(+/-)-α-citronellal；(+/-)-rhodinal；3,7-Dimethyloct-7-enal
• CAS: 141-26-4
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: KQZAHMIZMBERJX-UHFFFAOYSA-N

物化性质

• 比旋光度：
  D20 +9.75°
• 沸点：
  bp1.4 51°
• 密度：
  0.853 g/cm3
• LogP：
  3.315 (est)
• 保留指数：
  1581

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  3,7-二甲基辛-7-烯醛 在 氧气 、 异丁醛 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以90%的产率得到
  参考文献：
  名称：

  Aerobic oxidations of unsaturated substrates under mukaiyama's conditions: The role of the metal and of the sacrificial aldehyde

  摘要：

  Aerobic epoxidation of unsaturated substrates has been achieved under Mukaiyama's conditions (atmospheric pressure of dioxygen, in the presence of an excess of sacrificial aldehyde) with or without metal catalyst. The influence of light in non-catalysed reactions and the possible role of the aldehyde and of the metal complex in catalysed reactions are discussed. Two mechanistic pathways are proposed for Co(II) and Fe(III) [Ni(II)] catalytic centres.

  DOI：

  10.1016/0040-4020(95)00410-a
• 作为产物：
  描述：

  香茅醇 在 polystyrene-supported 5-hydroxy-2-iodoxybenzoic acid 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以56%的产率得到3,7-二甲基辛-7-烯醛
  参考文献：
  名称：

  Oxidizing Polymers: A Polymer-Supported, Recyclable Hypervalent Iodine(V) Reagent for the Efficient Conversion of Alcohols, Carbonyl Compounds, and Unsaturated Carbamates in Solution J.R. gratefully acknowledges generous support from Prof. M. E. Maier, Tübingen, the Strukturfonds of the University of Tübingen, the Fonds der Chemischen Industrie, and the DFG. We thank Graeme Nicholson, Dietmar Schmid, and Daniel Bischoff for analytical support.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4395::aid-anie4395>3.0.co;2-r

文献信息

• Oxidation of alcohols to aldehydes and ketones via aci-nitroesters of ethyl nitroacetate under neutral conditions
  作者：Oyo Mitsunobu、Naoyuki Yoshida

  DOI：10.1016/s0040-4039(01)92914-4

  日期：——

  The reaction of alcohols with ethyl nitroacetate, diethyl azodicarboxylate, and triphenylphosphine gave the corresponding aldehydes or ketones in 52–85% yields.

  醇与硝基乙酸乙酯，偶氮二羧酸二乙酯和三苯基膦的反应以52-85％的收率得到相应的醛或酮。
• (1S,6R)-2,2,6-Trimethylcyclohexyl methyl ketone and/or (1R,6S)-2,2,6-trimethylcyclohexyl methyl ketone, process for producing the same, and perfume composition containing the same
  申请人：——

  公开号：US20020042356A1

  公开（公告）日：2002-04-11

  Trans-2,2,6-trimethylcyclohexyl methyl ketone, including (1S,6R)-2,2,6-trimethylcyclohexyl methyl ketone represented by the formula (1a): 1 and (1R,6S)-2,2,6-trimethylcyclohexyl methyl ketone represented by the formula (1b): 2 are useful components in a perfume composition. A process for producing the same is also described. A unique eucalyptus, mint-like and white floral perfume material is provided using the ketone compounds disclosed in the present invention. The process of the present invention produces the optically active ketone compounds having optical purity up to at least 98.0% e.e.

  2,2,6-三甲基环己基甲基酮，包括由化学式表示的(1S,6R)-2,2,6-三甲基环己基甲基酮（1a）和由化学式表示的(1R,6S)-2,2,6-三甲基环己基甲基酮（1b）是香水配方中有用的成分。本文还描述了一种生产这些成分的方法。使用本发明中披露的酮化合物提供了一种独特的桉树、薄荷和白色花香调的香料原料。本发明的方法产生光学活性的酮化合物，其光学纯度至少可达98.0% e.e.
• Process for producing optically active 3, 7-dimethyl-6-octenol and process for producing intermediate therefor
  申请人：——

  公开号：US20020004620A1

  公开（公告）日：2002-01-10

  Provided is citronellol, which has an elegant rosy fragrance and is extremely useful for fragrance impartation to aromatic articles. A mixture of an alkylamine and isoprene in a molar ratio of from 1:4 to 1:4.5 is subjected to telomerization at 80 to 100° C. for 2.5 to 3.5 hours in the presence of an alkyllithium catalyst and/or phenyllithium catalyst to obtain a nerylamine compound containing 2 to 10 wt % &agr;-nerylamine compound represented by general formula (4). 1 From this nerylamine compound, citronellol containing 2 to 10 wt % optically active 3,7-dimethyl-7-octenol is produced through the reaction steps of asymmetric isomerization, hydrolysis, and hydrogenation.

  提供的是香叶醇，它具有优雅的玫瑰花香气味，极其适用于赋香给香氛制品。将一种烷基胺和异戊二烯以1:4至1:4.5的摩尔比在80至100℃下，在烷基锂催化剂和/或苯基锂催化剂的存在下进行缩聚反应，以得到一种含有2至10重量%α-香叶烯胺化合物的香叶烯胺化合物，该化合物可由通用式（4）表示。从这种香叶烯胺化合物中，通过不对称异构化、水解和加氢反应步骤，制得含有2至10重量%光学活性3,7-二甲基-7-辛烯醇的香叶醇。
• Fragmentation of isopulegol by a radical process
  作者：Michel Bulliard、Geneviève Balme、Jacques Gore

  DOI：10.1016/s0040-4039(00)99651-5

  日期：1989.1

  The reaction of isopulegol with sulfuryl chloride leads in certain conditions to a mixture of 8-chloro citronellal and 6-chloro isocitronellal. The radical character of this fragmentation is supported by the result of two reactions known to proceed via an alkoxy radical.

  异胡薄荷醇与硫酰氯的反应在某些条件下导致生成8-氯香茅醛和6-氯异香茅醛的混合物。该断裂的自由基特征由已知通过烷氧基进行的两个反应的结果来支持。
• ODORANT COMPOSITION CONTAINING ALLYL ETHERS AS ODORANT PRECURSORS
  申请人：Henkel AG & Co. KGaA

  公开号：US20140030397A1

  公开（公告）日：2014-01-30

  The deliberate release of odorants or aroma substances is desirable in many fields of application, and in particular in the field of washing and cleaning agents. Said deliberate release is achieved by using an odorant composition that comprises an odorant precursor, which is an allyl ether of the formula (I), R 1 R 2 C═CR 3 —CR 4 R 5 —O—CHR 6 R 7 , in which the residues R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 mutually independently denote H or a hydrocarbon residue that can be acyclic or cyclic, substituted or unsubstituted, branched or unbranched, as well as saturated or unsaturated. Thus, in particular odorants in the form of an alkene having an allylic hydrogen atom, such as α-pinene, can be released in a deliberate manner.

  有意识地释放气味物质或香气物质在许多应用领域中是可取的，特别是在洗涤和清洁剂领域中。通过使用包含气味前体的气味组成物，实现了上述有意识的释放，其中所述气味前体是公式（I）的丙烯醚，R1R2C═CR3—CR4R5—O—CHR6R7，其中残基R1，R2，R3，R4，R5，R6和R7相互独立地表示H或可以是无支链或支链的饱和或不饱和的脂肪烃残基，以及替代或未替代的环烷基。因此，特别是可以有意识地释放具有烯丙基氢原子的烯烃形式的气味物质，例如α-蒎烯。

表征谱图