3,5-二甲基-1,2-环戊二酮 | 13494-07-0

• 物质功能分类: 香精与香料 - 合成香料 - 酮类香料
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3,5-二甲基-1,2-环戊二酮
• 中文别名: 3,5-二甲基环戊烯醇酮
• 英文名称: 3,5-Dimethyl-cyclopentan-1,2-dion
• 英文别名: 3,5-Dimethyl-1,2-cyclopentanedione；3,5-dimethylcyclopentane-1,2-dione
• CAS: 13494-07-0
• 化学式: C₇H₁₀O₂
• mdl: MFCD00143076
• 分子量: 126.155
• InChiKey: MIDXCONKKJTLDX-UHFFFAOYSA-N

物化性质

• 熔点：
  87-95 °C(lit.)
• 沸点：
  187.4±9.0 °C(Predicted)
• 密度：
  1.036±0.06 g/cm3(Predicted)
• LogP：
  0.53
• 物理描述：
  Solid
• 颜色/状态：
  AMORPHOUS; DARK BROWN
• 气味：
  ODOR OF BURNT SUGAR
• 味道：
  PLEASANT, BITTER TASTE
• 溶解度：
  MISCIBLE WITH WATER IN ALL PROPORTIONS; MISCIBLE WITH DILUTE ALCOHOL UP TO 55% BY VOLUME; IMMISCIBLE WITH SOLVENT HEXANE
• 稳定性/保质期：
  - 存在于主流烟气中。 - 天然存在于煮过的猪肉和咖啡中。
• 保留指数：
  1044

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 非人类毒性摘录

13种商业焦糖在带有或不带有S-9混合物的伤寒沙门氏菌（TA100，TA98）菌株中进行了致突变性测试，并在野生型POL A-和野生型REC A-的大肠杆菌中测试了DNA损伤效果。没有发现对伤寒沙门氏菌和大肠杆菌有遗传活性的化合物。

13 COMMERCIAL CARAMELS WERE EXAMINED FOR MUTAGENICITY IN STRAINS OF SALMONELLA TYPHIMURIUM (TA100, TA98) WITH OR WITHOUT S-9 MIX & FOR DNA DAMAGING EFFECT IN ESCHERICHIA COLI (WILD/POL A-, WILD/REC A-). NO COMPD WAS GENETICALLY ACTIVE AGAINST S TYPHIMURIUM & E COLI.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

对怀孕小鼠和大鼠进行长达10天的口腔插管，剂量高达1600毫克/千克（体重），对植入或母体及胎儿的存活没有影响。

ORAL INTUBATION OF UP TO 1600 MG/KG (BODY WT) TO PREGNANT MICE & RATS FOR 10 DAYS HAD NO EFFECT ON NIDATION OR ON MATERNAL OR FETAL SURVIVAL.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

在将怀孕小鼠和大鼠插管后给予最高1600毫克/千克（体重）的剂量，持续10天，胎儿异常数量与对照组没有差异。

AFTER INTUBATION OF UP TO 1600 MG/KG (BODY WT) TO PREGNANT MICE & RATS FOR 10 DAYS, NUMBER OF FETAL ABNORMALITIES DID NOT DIFFER FROM CONTROLS.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

对怀孕兔子进行长达13天的口腔插管，剂量高达1600毫克/千克（体重），对着床或母体及胎儿的存活没有影响。

ORAL INTUBATION OF UP TO 1600 MG/KG (BODY WT) TO PREGNANT RABBITS FOR 13 DAYS HAD NO EFFECT ON NIDATION OR ON MATERNAL OR FETAL SURVIVAL.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

在给怀孕兔子插管并给予最高1600毫克/千克（体重）的剂量13天后，胎儿异常的数量与对照组没有差异。

AFTER INTUBATION OF UP TO 1600 MG/KG (BODY WT) TO PREGNANT RABBITS FOR 13 DAYS, THE NUMBER OF FETAL ABNORMALITIES DID NOT DIFFER FROM CONTROLS.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在大鼠中，对产生颜色的焦糖成分的吸收是通过粪便提取来确定的，尽管回收率差异很大，但大约三分之一的颜色产生成分似乎被吸收了，但对于无色成分的可能吸收无法得出任何结论。

IN RATS, ABSORPTION OF THE COLOR-PRODUCING COMPONENTS OF CARAMEL WAS DETERMINED BY FECAL EXTRACTION, & ALTHOUGH THE RECOVERIES VARIED WIDELY ABOUT ONE-THIRD OF COLOR-PRODUCING COMPONENTS APPEARED TO BE ABSORBED, BUT NO CONCLUSIONS COULD BE REACHED ABOUT THE POSSIBLE ABSORPTION OF THE COLORLESS COMPONENTS.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• WGK Germany：
  3
• 海关编码：
  2914299000
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

毒性：GRAS（FEMA）。

使用限量：

• 软饮料：2.4 mg/kg
• 冷饮：6.0 mg/kg
• 糖果：5.0 mg/kg

食品添加剂最大允许使用量及最大允许残留量标准： 3,5-二甲基-1,2-环戊二酮在配制香精时，各香料成分不得超过GB 2760中的最大允许使用量和最大允许残留量。

化学性质：淡黄色至黄棕色粉末。呈槭树和焦糖香味，不溶于水。天然存在于煮过的猪肉、咖啡等食品中。

用途：根据GB 2760—96规定，为允许使用的食用香料。

反应信息

• 作为反应物：
  描述：

  3,5-二甲基-1,2-环戊二酮 在 lithium hydroxide 、 溶剂黄146 、 lithium chloride 作用下， 以 氯仿 为溶剂， 反应 4.5h， 生成 2,4-dimethyl-4-<(dimethylcarbamoyl)thio>-2-cyclopenten-1-one
  参考文献：
  名称：

  Synthetic elaboration of diosphenols. 2. Manifold pathways in the reaction of cyclotene dimethylthiocarbamate with halide ion

  摘要：

  DOI：

  10.1021/jo00234a025
• 作为产物：
  描述：

  3,5-二甲基-环戊-3-烯-1,2-二酮 在 Lindlar's catalyst 、 乙醚 作用下， 生成 3,5-二甲基-1,2-环戊二酮
  参考文献：
  名称：

  Nasarow; Torgow, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1951, p. 417,422

  摘要：

  DOI：

文献信息

• METAL-LIGAND COMPLEXES AND CATALYSTS
  申请人：Figueroa Ruth

  公开号：US20100048842A1

  公开（公告）日：2010-02-25

  The present invention generally relates to metal-ligand complexes, catalysts comprising or prepared from the metal-ligand complexes, processes of catalyzing olefin polymerization reactions with the catalysts to prepare polyolefins, polyolefins prepared thereby, processes of making the metal-ligand complexes and catalysts, and intermediate compounds useful therefor.

  本发明通常涉及金属配体络合物，包括或由金属配体络合物制备的催化剂，使用这些催化剂催化烯烃聚合反应制备聚烯烃的过程，由此制备的聚烯烃，制备金属配体络合物和催化剂的过程，以及有用的中间化合物。
• 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] METAL-LIGAND COMPLEXES AND CATALYSTS<br/>[FR] COMPLEXES MÉTAL-LIGAND ET CATALYSEURS
  申请人：DOW GLOBAL TECHNOLOGIES LLC

  公开号：WO2011102989A1

  公开（公告）日：2011-08-25

  The present invention generally relates to metal-ligand complexes, catalysts comprising or prepared from the metal-ligand complexes, processes of catalyzing olefin polymerization reactions with the catalysts to prepare polyolefins, polyolefins prepared thereby, processes of making the metal-ligand complexes and catalysts, and intermediate compounds useful therefor.

  本发明通常涉及金属配体络合物，包含或由金属配体络合物制备的催化剂，使用这些催化剂催化烯烃聚合反应以制备聚烯烃的过程，由此制备的聚烯烃，制备金属配体络合物和催化剂的过程，以及有用的中间化合物。

表征谱图