2,4,5-三甲基-3-唑啉 | 22694-96-8

• 物质功能分类: 香精与香料 - 合成香料 - 内酯和含氧杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 2,4,5-三甲基-3-唑啉
• 中文别名: 2,4,5-三甲基-6-3-嗯唑啉；2,4,5-三甲基-3-恶唑啉
• 英文名称: 2,4,5-trimethyl-2,5-dihydro-1,3-oxazole
• 英文别名: 2,4,5-trimethyl-3-oxazoline；2,4,5-trimethyl-2,5-dihydro-oxazole
• CAS: 22694-96-8
• 化学式: C₆H₁₁NO
• 分子量: 113.159
• InChiKey: YFSGRMONVCFYTC-UHFFFAOYSA-N

物化性质

• 沸点：
  45-47°C 12mm
• 密度：
  0,919 g/cm3
• 闪点：
  45-47°C/12mm
• LogP：
  1.72
• 物理描述：
  Yellow orange liquid; Powerful, musty, slight green, wood, nut aroma
• 溶解度：
  Soluble in water, propylene glycol; insoluble in most fixed oils
• 折光率：
  1.413-1.421
• 保留指数：
  819
• 稳定性/保质期：
  如果按照规格正确使用和储存，则不会分解。避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  3
• 危险品标志：
  Xi
• 安全说明：
  S16,S26,S29,S3/7,S33,S37/60,S9
• 危险类别码：
  R11
• 危险品运输编号：
  1993
• 海关编码：
  2934999090
• 包装等级：
  III
• 危险类别：
  3
• 储存条件：
  保持贮藏器密封，并将其放入一个紧密封装的容器中。存放在阴凉、干燥处。

制备方法与用途

含量分析

按GT-10-4中规定，使用极性柱进行气相色谱法分析。

毒性

GRAS（FEMA）。

使用限量

限量FEMA(mg/kg)：
焙烤食品 - 10
肉、肉类沙司、肉汤 - 10

化学性质

这是一种橘黄色液体，具有强烈的葡萄汁、青草、蔬菜、霉香、烤香、焦糖、木材和坚果香味。它溶于乙醇、丙二醇和水，而不溶于非挥发性油。

用途

根据GB 2760--1996规定，可以用于食品香料。主要用以制备坚果、可可、咖啡、肉、面包、焦糖和浆果类香精。

生产方法

通过醋锚和乙醛在氢氧化铵的存在下反应而获得。

反应信息

• 作为产物：
  描述：

  3-羟基-2-丁酮 在 乙酸铵 作用下， 以 水 为溶剂， 生成 2,4,5-三甲基恶唑 、 2,4,5-三甲基-3-唑啉 、 川芎嗪 、 2-(1-hydroxyethyl)-2,4,5-trimethyl-3-oxazoline 、 (E)-5-Hydroxy-3,4-dimethyl-hex-3-en-2-one 、 3-[2-Hydroxy-1-methyl-prop-(E)-ylideneamino]-butan-2-one
  参考文献：
  名称：

  Mechanistic Studies of 2-(1-Hydroxyethyl)-2,4,5-trimethyl-3- oxazoline Formation under Low Temperature in 3-Hydroxy-2-butanone/Ammonium Acetate Model Systems

  摘要：

  Volatile compounds formed from the reaction of 3-hydroxy-2-butanone/ammonium acetate at 25, 55 and 85 degrees C were investigated. Six compounds were characterized by gas chromatography-mass spectrometry (EI and CI). Among the volatile compounds identified, an interesting intermediate compound, 2-(1-hydroxyethyl)-2,4,5-trimethyl-3-oxazoline, was found. N-15-Labeled ammonium acetate was used to confirm the structure of 2-(P-hydroxyethyl)-2,4,5-trimethyl-3-oxazoline. The formation pathway of these volatile compounds was proposed. In these model systems, 2-(1-hydroxyethyl)-2,4,5-trimethyl-3-oxazoline was formed at the reaction temperature below 25 degrees C. On the other hand, tetramethylpyrazine was the major component when the reaction temperature was higher than 85 degrees C. The amounts of 2-(1-hydroxyethyl)-2,4,5-trimethyl-3-oxazoline and tetramethylpyrazine increased linearly with the increasing heating time at 55 degrees C. Protic solvents did not promote 2-(1-hydroxyethyl)-2,4,5-trimethyl-3-oxazoline formation but did favor the formation of tetramethylpyrazine. A kinetic study of 2-(1-hydroxyethyl)-2,4,5-trimethyl-3-oxazoline formation was also performed, and the activation energy was found to be 16.5 kcal/mol.

  DOI：

  10.1021/jf960734o

文献信息

• 1H-pyrrole-2,4-dicarbonyl-derivatives and their use as flavoring agents
  申请人：IMAX Discovery GmbH

  公开号：EP2832233A1

  公开（公告）日：2015-02-04

  The present invention primarily relates to 1H-pyrrole-2,4-dicarbonyl-derivatives of Formula (I) wherein R1, R2, R3, Z. Z' and J are as defined in the description, to mixtures thereof and to the use thereof as flavoring agents. The compounds in accordance with the present invention are suitable for producing, imparting, or intensifying an umami flavor. The invention further relates to flavoring mixtures, compositions for oral consumption as well as ready-to-eat, ready-to-use and semifinished products, comprising an effective amount of the compound of Formula (I) or of a mixture of compounds of Formula (I) and to specific methods for producing, imparting, modifying and/or intensifying specific flavor impressions.

  本发明主要涉及式(I)的1H-吡咯-2,4-二羰基衍生物，其中R1、R2、R3、Z、Z'和J按描述定义，及其混合物，以及用作调味剂的使用。根据本发明的化合物适用于生产、赋予或增强鲜味。本发明进一步涉及包含式(I)化合物或式(I)化合物混合物的有效量的调味混合物、口腔消费的组成物以及即食、即用和半成品，以及用于生产、赋予、改变和/或增强特定风味印象的特定方法。
• Imidazo[1,2-a]pyridine-ylmethyl-derivatives and their use as flavoring agents
  申请人：IMAX Discovery GmbH

  公开号：EP2832234A1

  公开（公告）日：2015-02-04

  The present invention primarily relates to imidazo[1,2-a]pyridine-ylmethyl-derivatives of Formula (I) wherein R1, R2, X, W e J are as defined in the description, to mixtures thereof and to the use thereof as flavoring agents. The compounds in accordance with the present invention are suitable for producing, imparting, or intensifying an umami flavor. The invention further relates to flavoring mixtures, compositions for oral consumption as well as ready-to-eat, ready-to-use and semifinished products, comprising an effective amount of the compound of Formula (I) and to specific methods for producing, imparting, modifying and/or intensifying specific flavor impressions.

  本发明主要涉及式(I)的咪唑[1,2-a]吡啶基甲基衍生物，其中R1、R2、X、W和J如描述中定义，以及涉及它们的混合物和使用它们作为调味剂。根据本发明的化合物适合于产生、赋予或增强鲜味。本发明进一步涉及调味混合物、口腔摄入的配方以及包含有效量的式(I)化合物的即食、即用和半成品，以及用于生产、赋予、改变和/或增强特定风味印象的特定方法。
• 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。
• [EN] USE OF OXAZOLINES AS AROMA/FLAVOUR PRECURSORS<br/>[FR] UTILISATION D'OXAZOLINES COMME PRÉCURSEURS D'ARÔME/DE SAVEUR
  申请人：NESTEC SA

  公开号：WO2013143904A1

  公开（公告）日：2013-10-03

  The present invention relates to compounds based on an oxazoline moiety which liberate Strecker aldehydes under mild and controllable conditions. In addition the invention relates to food products comprising such compounds, and uses of such compounds.

  本发明涉及基于噁唑啉基团的化合物，该化合物在温和和可控条件下释放 Strecker 醛。此外，该发明涉及包含这种化合物的食品产品，以及这种化合物的用途。
• 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。