2-丁基-2-辛烯醛 | 99915-14-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-丁基-2-辛烯醛
• 英文名称: (Z)-2-butyloct-2-enal
• 英文别名: (Z)-2-butyl-2-octenal；2-Butyl-2-octenal
• CAS: 99915-14-7
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: LYGMPIZYNJGJKP-BENRWUELSA-N

物化性质

• LogP：
  4.785 (est)
• 保留指数：
  1369;1359;1363;1363;1361

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  2-丁基-2-辛烯醛 在 哌啶 、 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 18.0h， 生成 2-Butyl-3-mercapto-octan-1-ol
  参考文献：
  名称：

  2-烷基烷基-2-烯醛和3-（乙酰硫基）-2-烷基烷烃的合成和感官性质。

  摘要：

  通过在碱性条件下将硫代乙酸迈克尔加成到α，β-不饱和2-烷基取代的醛上，采用平行合成的方法制备一系列3-（乙酰硫基）-2-烷基链烷醛，这些醛是通过相应的醛醇缩合反应制得的伯醛为原料。根据GC，MS和NMR数据对目标化合物进行了表征。由训练有素的小组来确定气味的感官特性，例如气味质量和气味检测阈值。讨论了结构-活性关系，表明热带/植物味的“嗅觉基团”所需的1,3-氧-硫官能度可进一步扩展至乙酰硫基衍生物。

  DOI：

  10.1021/jf0498968
• 作为产物：
  描述：

  反式-2,4-癸二烯醛 在 L-赖氨酸 、 聚甘氨酸 作用下， 反应 0.66h， 生成 2-丁基-2-辛烯醛
  参考文献：
  名称：

  Model Studies on the Pattern of Volatiles Generated in Mixtures of Amino Acids, Lipid-Oxidation-Derived Aldehydes, and Glucose

  摘要：

  The development of flavor and browning in thermally treated foods results mainly from the Maillard reaction and lipid degradation but also from the interactions between both reaction pathways. To study these interactions, we analyzed the volatile compounds resulting from model reactions of lysine or glycine with aldehydes originating from lipid oxidation [hexanal, (E)-2-hexenal, or (2E,4E)-decadienal] in the presence and absence of glucose. The main reaction products identified in these model mixtures were carbonyl compounds, resulting essentially from amino-acid-catalyzed aldol condensation reactions. Several 2-alkylfurans were detected as well. Only a few azaheterocyclic compounds were identified, in particular 5-butyl-2-propylpyridine from (E)-2-hexenal model systems and 2-pentylpyridine from (2E,4E)-decadienal model reactions. Although few reaction products were found resulting from the condensation of an amino acid With a lipid-derived aldehyde, the amino acid plays an important role in catalyzing the degradation and further reaction of these carbonyl compounds. These results suggest that amino-acid-induced degradations and further reactions of lipid oxidation products may be of considerable importance in thermally processed foods.

  DOI：

  10.1021/jf104091p

文献信息

• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• Protection-, Salt-, and Metal-Free Syntheses of [n]-Shogaols by Use of Dimethylammonium Dimethyl Carbamate (DIMCARB) without Protecting Groups
  作者：Nobuyuki Mase、Kunihiko Takabe、Norihiko Kitagawa

  DOI：10.1055/s-0029-1218389

  日期：2010.1

  Shogaols, the pungent principle of ginger, exhibit inter- esting bioactivities. Practical preparation of shogaols is highly de- sired. Here we report the protection/deprotection-, salt-, and metal- free synthesis of shogaol in three steps by use of dimethylammoni- um dimethyl carbamate (DIMCARB), in which DIMCARB smoothly promoted Mannich-type condensation of the ketone do- nor with the aldehyde acceptor

  Shogaols，姜的辛辣原理，表现出有趣的生物活性。非常需要实际制备 shogaols。在这里，我们报告了使用二甲基氨基甲酸二甲铵 (DIMCARB) 分三步进行保护/脱保护、无盐和无金属合成姜酚，其中 DIMCARB 顺利促进了酮供体与醛受体通过亚胺阳离子中间体。
• [EN] CONVERSION OF ALCOHOLS TO LINEAR AND BRANCHED FUNCTIONALIZED ALKANES<br/>[FR] CONVERSION D'ALCOOLS EN ALCANES FONCTIONNALISÉS LINÉAIRES ET RAMIFIÉS
  申请人：ORGANOFUEL SWEDEN AB

  公开号：WO2018034609A1

  公开（公告）日：2018-02-22

  Embodiments herein concerns the eco-friendly conversion of simple alcohols to linear or branched functionalized alkanes, by integrated catalysis. The alcohols are firstlyoxidized either chemically or enzymatically to the corresponding aldehydes or ketones, followed by aldol condensations using a catalyst to give the corresponding enals or enones. The enals or enones are subsequently and selectively hydrogenated using a recyclable heterogeneous metal catalyst, organocatalyst or an enzyme to provide linear or branched functionalized alkanes with an aldehyde, keto- or alcohol functionality. The process is also iterative and can be further extended by repeating the above integrated catalysis for producing long-chain functionalized alkanes from simple alcohols.

  本文涉及的实施例涉及将简单醇经过集成催化转化为直链或支链官能化烷烃的环保方法。首先将醇化学或酶催化氧化为相应的醛或酮，然后使用催化剂进行醛缩合反应，得到相应的烯醛或烯酮。接着，使用可回收的杂质金属催化剂、有机催化剂或酶对烯醛或烯酮进行选择性加氢，得到带有醛、酮或醇官能团的直链或支链官能化烷烃。该过程还是可迭代的，可以通过重复上述集成催化来从简单醇中生产长链官能化烷烃。
• Chloride ion pairs as catalysts for the alkylation of aldehydes and ketones with C–H acidic compounds
  作者：Camille Carrignon、Philippe Makowski、Markus Antonietti、Frédéric Goettmann

  DOI：10.1016/j.tetlet.2009.06.013

  日期：2009.8

  Chloride anions associated with various soft cations (like tetraalkyl ammoniums, alkyl imidazoliums or pyridiniums) were shown to be able to promote the alkylation of carbonyl derivatives with acidic compounds, as exemplified on Knoevenagel and aldol condensations under relatively mild conditions. This activity was attributed to an enhanced nucleophilicity of the chlorine anion, originating from a

  与各种软阳离子（如四烷基铵，烷基咪唑鎓或吡啶鎓）相关的氯阴离子显示出能够促进羰基衍生物与酸性化合物的烷基化作用，例如在相对温和的条件下进行的Knoevenagel和Aldol缩合反应。该活性归因于氯阴离子的亲核性增强，这源于阴离子与阳离子之间的软度/硬度失配。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20170096418A1

  公开（公告）日：2017-04-06

  The present disclosure relates to compounds which are useful as cooling sensation compounds.

  本公开涉及作为冷感化合物有用的化合物。

表征谱图