丁酸茴香酯 | 6963-56-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 丁酸茴香酯
• 中文别名: 丁酸大茴香酯
• 英文名称: p-methoxybenzyl butyrate
• 英文别名: anisyl butyrate；1-butyryloxymethyl-4-methoxy-benzene；1-Butyryloxymethyl-4-methoxy-benzol；4-Methoxy-α-butyryloxy-toluol；Buttersaeure-(4-methoxy-benzylester)；(4-Methoxy-benzyl)-butyrat；(4-methoxyphenyl)methyl butanoate
• CAS: 6963-56-0
• 化学式: C₁₂H₁₆O₃
• mdl: MFCD00027905
• 分子量: 208.257
• InChiKey: MEPOOZLETHNMSR-UHFFFAOYSA-N

物化性质

• 沸点：
  287℃
• 密度：
  1.045
• 闪点：
  116℃
• LogP：
  2.91
• 物理描述：
  colourless liquid with a weak, floral, very sweet, plum-like odour
• 溶解度：
  insoluble in water; soluble in organic solvents, oils
• 折光率：
  1.500-1.505
• 保留指数：
  1569

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• WGK Germany：
  2

制备方法与用途

毒性

rats的急性口服LD₅₀值报告为3.4 g/kg（范围：3.02-3.78 g/kg），而兔子的急性经皮LD₅₀值超过5 g/kg。

使用限量

• 饮料：FEMA允许量为3.1 mg/kg
• 冷饮：FEMA允许量为5.7 mg/kg
• 糖果：FEMA允许量为10 mg/kg
• 焙烤制品：FEMA允许量为13 mg/kg

适量使用（根据FDA §172.515，2001年）。

反应信息

• 作为产物：
  描述：

  丁酸甲酯 、 4-甲氧基苄醇 在 basic alumina 作用下， 反应 2.0h， 以81%的产率得到丁酸茴香酯
  参考文献：
  名称：

  Solvent-free transesterification in a ball-mill over alumina surface

  摘要：

  An efficient procedure for transesterification has been developed in a ball-mill in the absence of any solvent, acid/base or metal catalyst. A variety of methyl, ethyl, allyl esters have been transesterified to higher benzyl and other esters in high yields by this procedure. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.127

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 oxidative esterification of alcohols with aldehydes by the Br2-HMPT-NaHCO3.
  作者：Al Neirabeyeh Mamdouh、M.Dolors Pujol

  DOI：10.1016/0040-4039(90)80204-y

  日期：1990.1

  A new aldehyde-mediated oxidative esterification using a bromine/HMPT complex in the presence of sodium hydrogen carbonate is described.

  描述了在碳酸氢钠存在下使用溴/ HMPT络合物进行的新的醛介导的氧化酯化反应。
• Acceptorless Dehydrogenative Cross-Coupling of Primary Alcohols Catalyzed by an N-Heterocyclic Carbene–Nitrogen–Phosphine Chelated Ruthenium(II) Complex
  作者：Ling Zhao、Xiaochun He、Tianhua Cui、Xufeng Nie、Jiaqi Xu、Xueli Zheng、Weidong Jiang、Maolin Yuan、Hua Chen、Haiyan Fu、Ruixiang Li

  DOI：10.1021/acs.joc.1c02828

  日期：2022.4.1

  The acceptorless dehydrogenative cross-coupling of primary alcohols to form cross-esters with the liberation of H2 gas was enabled using a [RuCl(η6-C6H6)(κ2-CNP)][PF6]Cl complex as the catalyst. This sustainable protocol is applicable to a broad range of primary alcohols, particularly for the sterically demanding ones, featuring good functional group tolerance and high selectivity. The good catalytic

  使用 [RuCl(η 6 -C 6 H 6 )(κ 2 -CNP)][PF 6 ]Cl 络合物，可以实现伯醇的无受体脱氢交叉偶联以形成交叉酯并释放 H 2气体催化剂。这种可持续的协议适用于广泛的伯醇，特别是对于空间要求高的伯醇，具有良好的官能团耐受性和高选择性。良好的催化性能可归因于氮-膦功能化的N-杂环卡宾（CNP）配体，它采用面配位模式以及配位苯的容易解离。
• The photochemistry of α-aryl carboxylic anhydrides—II
  作者：A.A.M. Roof、H.F. van Woerden、H. Cerfontain

  DOI：10.1016/0040-4020(76)80154-8

  日期：——

  phenylacetic acids and anhydrides with λ 254 nm was studied. The main product is bibenzyl, but with o- and p-methoxyphenylacetic anhydride, in addition substantial amounts of methoxybenzyl methoxyphenylacetates are formed. The photoreactivity of phenylacetic acid strongly reduces upon substitution of the phenyl ring, this in contrast to the behaviour of the corresponding anhydrides. The quantum yields

  研究了波长为254 nm的苯乙酸和酸酐的光解。主要产物是联苄，但与邻和对-甲氧基苯基乙酸酐一起，另外形成了大量的甲氧基苄基甲氧基苯基乙酸酯。与相应的酸酐的行为相反，苯乙酸的光反应性在取代苯环后大大降低。报告了用于底物转化和产物形成的量子产率。讨论了产品光形成的机理。提出了实验证据以支持通过偶极中间体发生酯形成的主张。
• 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