3-甲基-2,4-壬烷二酮 | 113486-29-6

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-甲基-2,4-壬烷二酮
• 中文别名: 3-甲基-2,4-壬二酮；3-甲基-壬烷-2,4-二酮
• 英文名称: 3-methylnonane-2,4-dione
• 英文别名: 3-methyl-2,4-nonanedione；3-methylnonan-2,4-dione
• CAS: 113486-29-6
• 化学式: C₁₀H₁₈O₂
• mdl: MFCD08741451
• 分子量: 170.252
• InChiKey: BGVBGAIWXAXBLP-UHFFFAOYSA-N

物化性质

• 沸点：
  238℃
• 密度：
  0.904
• 闪点：
  87℃
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• LogP：
  2.81
• 物理描述：
  Colourless to yellowish liquid; Fruity aroma with vanilla top notes
• 折光率：
  1.448-1.454
• 保留指数：
  1292;1292

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• WGK Germany：
  3
• 储存条件：
  存放于惰性气体中，避免与空气接触。

反应信息

• 作为反应物：
  描述：

  3-甲基-2,4-壬烷二酮 、 copper(II) acetate monohydrate 以 甲醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  New Oxidation of β-Hydroxy α-Methyl Ketones:  A Convenient Synthesis of 3-Methylalkane-2,4-diones

  摘要：

  The synthesis of 3-methylalkane-2,4-diones, which are intense strawlike and fruit-flavored compounds, has been performed by the aldol condensation of n-alkanal (C2-C7) and methyl ethyl ketone to give 4-hydroxy-3-methyl-2-alkanones in 31-72% yield, followed by oxidation using sodium hypochlorite in the presence of 4-benzoyloxy-2,2,6,6-tetramethyl-piperidine-N-oxide in 60-86% yield.

  DOI：

  10.1021/op020029i
• 作为产物：
  描述：

  在 硫酸 作用下， 以 甲苯 为溶剂， 以4.3 g的产率得到3-甲基-2,4-壬烷二酮
  参考文献：
  名称：

  New Oxidation of β-Hydroxy α-Methyl Ketones:  A Convenient Synthesis of 3-Methylalkane-2,4-diones

  摘要：

  The synthesis of 3-methylalkane-2,4-diones, which are intense strawlike and fruit-flavored compounds, has been performed by the aldol condensation of n-alkanal (C2-C7) and methyl ethyl ketone to give 4-hydroxy-3-methyl-2-alkanones in 31-72% yield, followed by oxidation using sodium hypochlorite in the presence of 4-benzoyloxy-2,2,6,6-tetramethyl-piperidine-N-oxide in 60-86% yield.

  DOI：

  10.1021/op020029i

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。
• New Constituents Related to 3-Methyl-2,4-nonanedione Identified in Green Tea
  作者：Regula Naef、Alaini Jaquier、Alain Velluz、Bruno Maurer

  DOI：10.1021/jf061738o

  日期：2006.11.1

  The volatile constituents of two exquisite green tea varieties, Kiyosawa tea from Japan and Long Jing tea from China, were investigated in order to identify new compounds responsible for the characteristic flavor of a green tea brew. The extracts were prepared by solid-phase extraction using Oasis-HLB-cartridges. Besides the common compounds of green tea chemistry, the already described compounds 3-methyl-2

  研究了两种精美的绿茶品种（日本的清泽茶和中国的龙井茶）的挥发性成分，以鉴定出引起绿茶冲泡特有风味的新化合物。提取物是使用Oasis-HLB-弹药筒通过固相提取制备的。除了常见的绿茶化学化合物外，已经描述的化合物3-甲基-2,4-壬二酮（1）和3-羟基-3-甲基-2,4-壬二酮（2）是呋喃脂肪酸降解的产物。 ，以及与化合物1有关的三个新化合物。它们是1-甲基-2-氧代丙基己酸酯（3），1-甲基-2-氧代庚基乙酸酯（4）和2-丁基-4,5-二甲基-3（2H）-呋喃酮（5）。报告了它们的合成和光谱数据。化合物2增加了甜味，
• Cassis and Green Tea: Spontaneous Release of Natural Aroma Compounds from β‐Alkylthioalkanones
  作者：Sarah Bättig、Timothy Egger、Olga Gey、Christian G. Bochet、Felix Flachsmann

  DOI：10.1002/hlca.202100135

  日期：2021.11

  are released. Since β-mercaptoketones are potent natural aroma compounds occurring in many fruits, herbs and flowers, the discovery of an enzyme-independent molecular precursor for this class of high-impact molecules is of practical importance. Moreover, the formation of β-diketones and aldehydes by concomitant oxidation at the α-sulfur-position enhances the versatility of this class of aroma precursors

  β-烷基硫代烷酮在环境空气中缓慢降解的深度顶空分析导致发现了一种新的 δ-裂解途径，通过该途径释放 β-巯基酮。由于 β-巯基酮是存在于许多水果、草药和花卉中的强效天然香气化合物，因此发现此类高影响分子的不依赖酶的分子前体具有实际意义。此外，通过在 α-硫位处伴随氧化形成 β-二酮和醛增强了此类香气前体的多功能性。提出了一种机制模型，该模型表明氧化降解是通过最初形成的过亚砜的新型普默雷型重排发生的。
• 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。
• [EN] A PRODRUG COMPRISING BETA-KETO CARBOXYLIC ACID, BETA-KETO CARBOXYLIC ACID SALT OR BETA-KETO CARBOXYLIC ACID ESTER FOR DRUG DELIVERY<br/>[FR] PROMÉDICAMENT COMPRENANT UN ACIDE BÊTA-CÉTO CARBOXYLIQUE, UN SEL D'ACIDE BÊTA-CÉTO CARBOXYLIQUE OU UN ESTER D'ACIDE BÊTA-CÉTO CARBOXYLIQUE POUR L'ADMINISTRATION DE MÉDICAMENT
  申请人：YKI YTKEMISKA INST AB

  公开号：WO2010120232A1

  公开（公告）日：2010-10-21

  There is provided a prodrug of a pharmaceutically active agent, said prodrug comprising a beta-keto carboxylic acid, a beta-keto carboxylic acid salt or a beta-keto carboxylic acid ester functional group, to a pharmaceutical composition comprising the prodrug, and to the use of the prodrug or composition for treatment of a mammalian subject suffering from a condition which can be cured or alleviated by administration of said pharmaceutically active agent. There is further provided a method of inhibiting decarboxylation of a compound comprising a beta-keto carboxylic acid or a salt thereof with a monovalent cation, characterized in that a dry salt of said beta-keto carboxylic acid with a divalent or polyvalent cation is prepared.

  提供了一种药用活性剂的前药，该前药包括β-酮羧酸、β-酮羧酸盐或β-酮羧酸酯官能团，以及包括该前药的药物组合物，以及将该前药或组合物用于治疗患有可以通过给药该药用活性剂来治愈或缓解的病症的哺乳动物主体的用途。还提供了一种抑制具有β-酮羧酸或其盐的化合物的脱羧作用的方法，其特征在于制备带有二价或多价阳离子的该β-酮羧酸的干盐。

表征谱图