2-(3'-methyl-4'-hydroxyphenyl)-2-hydroxyethanoic acid | 33330-85-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(3'-methyl-4'-hydroxyphenyl)-2-hydroxyethanoic acid
• 英文别名: 4-hydroxy 3-methyl mandelic acid；4-Hydroxy-3-methylmandelic acid；2-hydroxy-2-(4-hydroxy-3-methylphenyl)acetic acid
• CAS: 33330-85-7
• 化学式: C₉H₁₀O₄
• 分子量: 182.176
• InChiKey: RBQYTVXHDIGUCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-羟乙基酞酰亚胺 、 2-(3'-methyl-4'-hydroxyphenyl)-2-hydroxyethanoic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以58%的产率得到2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl 2-hydroxy-2-(4-hydroxy-3-methylphenyl)acetate
  参考文献：
  名称：

  Varala, Ravi; Kotra, Vijay; Alam, M. Mujahid, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 8, p. 1243 - 1248

  摘要：

  DOI：
• 作为产物：
  描述：

  邻甲酚 、 乙醛酸 在 sodium hydroxide 、 十六烷基三甲基溴化铵 作用下， 以 水 为溶剂， 以75%的产率得到2-(3'-methyl-4'-hydroxyphenyl)-2-hydroxyethanoic acid
  参考文献：
  名称：

  Varala, Ravi; Kotra, Vijay; Alam, M. Mujahid, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 8, p. 1243 - 1248

  摘要：

  DOI：

文献信息

• 3-(2-acyloxyethoxyphenyl)benzofuran-2-ones for use as stabilizers
  申请人：Ciba-Geigy Corporation

  公开号：US05428162A1

  公开（公告）日：1995-06-27

  Novel compounds of the formula (1), ##STR1## in which R.sub.1 is hydrogen or acyl, R.sub.2 to R.sub.5 are independently hydrogen, chloro, alkyl phenylalkyl, aryl, cycloalkyl, alkoxy, alkylthio, hydroxy, amino or substituted amino, R.sub.6 is hydrogen, R.sub.7 to R.sub.10 are independently hydrogen, alkyl or alkoxy, R.sub.17 or R.sub.19 is hydrogen or alkyl, and R.sub.18 is hydrogen, alkyl, aralkyl or aryl, are described for use as stabilizers for organic materials against thermal, oxidative or light-induced degradation.

  化合物的新颖化合物的公式（1），##STR1##其中R.sub.1是氢或酰基，R.sub.2到R.sub.5分别是氢，氯，烷基苯基烷基，芳基，环烷基，烷氧基，烷基硫基，羟基，氨基或取代氨基，R.sub.6是氢，R.sub.7到R.sub.10分别是氢，烷基或烷氧基，R.sub.17或R.sub.19是氢或烷基，R.sub.18是氢，烷基，芳基烷基或芳基，用作有机材料的稳定剂，抵抗热、氧化或光诱导降解。
• METHOD FOR PRODUCING AN AROMA SUBSTANCE
  申请人：BASF SE

  公开号：US20170283352A1

  公开（公告）日：2017-10-05

  A method of preparing a compound of formula (IV) where R 1 is alkyl of 1 to 4 carbon atoms, comprises reacting cyclohexene with hydrogen peroxide and an alcohol R 1 OH in the presence of a catalyst comprising a zeolite of framework structure MWW, wherein the framework of the zeolite comprises silicon, titanium, boron, oxygen and hydrogen.

  一种制备化合物（IV）的方法，其中R1是1至4个碳原子的烷基，包括在催化剂的存在下，将环己烯与过氧化氢和醇R1OH反应，所述催化剂包括具有MWW框架结构的沸石，其中沸石的框架包括硅、钛、硼、氧和氢。
• 3-(carboxymethoxyphenyl)benzofuran-2-one stabilizers
  申请人：Ciba-Geigy Corporation

  公开号：US05356966A1

  公开（公告）日：1994-10-18

  Compounds of the formula (1), ##STR1## in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.18 alkoxy, hydroxyl, C.sub.1 -C.sub.25 alkanoyloxy, C.sub.3 -C.sub.25 alkenoyloxy, C.sub.3 -C.sub.25 alkanoyloxy which is interrupted by oxygen, sulfur or >N--R.sub.13 ; C.sub.6 -C.sub.9 cycloalkylcarbonyloxy, benzoyloxy or C.sub.1 -C.sub.12 alkyl-substituted benzoyloxy, in which R.sub.13 is hydrogen or C.sub.1 -C.sub.18 alkyl, or furthermore the radicals R.sub.2 and R.sub.3 or the radicals R.sub.4 and R.sub.5 together with the carbon atoms to which they are bonded form a phenyl ring, R.sub.4 is additionally (CH.sub.2).sub.n --COR.sub.14, in which n is 0, 1 or 2, R.sub.14 is hydroxyl, ##EQU1## C.sub.1 -C.sub.18 alkoxy or ##STR2## R.sub.15 and R.sub.16, independently of one another, are hydrogen or C.sub.1 -C.sub.18 alkyl, M is an r-valent metal cation and r is 1, 2 or 3, R.sub.7, R.sub.8, R.sub.9 and R.sub.10, independently of one another, are hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, with the proviso that at least one of the radicals R.sub.7, R.sub.8, R.sub.9 and R.sub.10 is hydrogen, R.sub.11 and R.sub.12, independently of one another, are hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl, and, in the case where R.sub.3, R.sub.5, R.sub.6, R.sub.7 and R.sub.10 are hydrogen, R.sub.4 is additionally a radical of the formula (2), ##STR3## in which R.sub.2, R.sub.8, R.sub.9, R.sub.11 and R.sub.12 are as defined above and R.sub.1 is as defined below for m=1 and R.sub.17 and R.sub.18, independently of one another, are hydrogen, C.sub.1 -C.sub.12 alkyl or phenyl, or R.sub.17 and R.sub.18 together with the carbon atom to which they are bonded form a C.sub.5 -C.sub.7 cycloalkylidene ring which is unsubstituted or substituted by 1 to 3 C.sub.1 -C.sub.4 alkyl, m is an integer from the range of 1 to 6, and, in the case where m is 1, R.sub.1 is hydroxyl, C.sub.1 -C.sub.30 alkoxy, C.sub.3 -C.sub.30 alkoxy which is interrupted by oxygen, sulfur or >N--R.sub.13 ; C.sub.7 -C.sub.9 phenylalkoxy, C.sub.5 -C.sub.12 cycloalkoxy, C.sub.2 -C.sub.18 alkenyloxy, unsubstituted or C.sub.1 -C.sub.12 alkyl-substituted phenoxy, ##STR4## R.sub.16, r and M are as defined above, R.sub.19 and R.sub.20, independently of one another, are C.sub.1 -C.sub.4 alkyl, p is 1 or 2, and R.sub.6 is hydrogen or a radical of the formula (3), ##STR5## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8 R.sub.9, R.sub.10, R.sub.11 and R.sub.12 are as defined above, are described as stabilizers for organic materials against thermal, oxidative or light-induced degradation.

  化学式（1）的化合物，其中R2，R3，R4和R5彼此独立地是氢，C1-C25烷基，C7-C9苯基烷基，未取代或C1-C4烷基取代的苯基，未取代或C1-C4烷基取代的C5-C8环烷基; C1-C18烷氧基，羟基，C1-C25烷酰氧基，C3-C25烯酰氧基，由氧，硫或> N-R13中断的C3-C25烷酰氧基; C6-C9环烷基羧酸酯基，苯甲酸酯基或C1-C12烷基取代的苯甲酸酯基，其中R13是氢或C1-C18烷基，或者基团R2和R3或基团R4和R5与它们结合的碳原子一起形成苯环，R4另外是（CH2）n-COR14，其中n为0、1或2，R14是羟基，C1-C18烷氧基或R15和R16，彼此独立地是氢或C1-C18烷基，M是r价金属阳离子，r为1、2或3，R7、R8、R9和R10，彼此独立地是氢，C1-C4烷基或C1-C4烷氧基，但至少有一个基团R7、R8、R9和R10是氢，R11和R12，彼此独立地是氢，C1-C4烷基或苯基，在R3、R5、R6、R7和R10为氢的情况下，R4另外是公式（2）的基团，其中R2、R8、R9、R11和R12如上定义，而当m=1时，R1如下定义，R17和R18，彼此独立地是氢，C1-C12烷基或苯基，或R17和R18与它们结合的碳原子形成未取代或取代的C5-C7环烷基烷基环，其中取代基为1至3个C1-C4烷基，m是1至6的整数，而当m为1时，R1是羟基，C1-C30烷氧基，由氧，硫或> N-R13中断的C3-C30烷氧基; C7-C9苯基烷氧基，C5-C12环烷氧基，C2-C18烯基氧基，未取代或C1-C12烷基取代的苯氧基，R16，r和M如上定义，R19和R20，彼此独立地是C1-C4烷基，p是1或2，而R6是氢或公式（3）的基团，其中R1、R2、R3、R4、R5、R7、R8、R9、R10、R11和R12如上定义，被描述为有机材料的稳定剂，抵抗热，氧化或光诱导的降解。
• Hetero-polycyclic aromatic compound
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0146269A2

  公开（公告）日：1985-06-26

  A novel hetero-polycyclic compound of the following formula, a method for its preparation and its use in the colouration of textile materials: wherein, Z, & Z2 are each independently - 0 -, - S - or - NR5 - in wich R5 is H or an optionally-substituted hydrocarbon group or an acyl group; X1 & X2 are selected from H, halogen, cyano, C1-4-alkyl, C1-4-alkoxy, aryl, carbamoyl, sulphamoyl, carboxylic acid or carboxylic acid ester; R' to R4 are each independently selected from H, C1-4-alkyl, C1-4-alkoxy, C1-4-alkenyl, halogen and the group -X-Y ; X is - 0 - or - S -; and Y is a group of the formula: wherein: V & W are each independently H or optionally substituted alkyl; p is an integer from 1 to 3; q is 0 or 1 ; p + q is at least 2; and Z is OR6 or NR6R7 when q = 1; or Z is OR8 or SR8 when q = 0; wherein: R6 is selected from optionally substituted alkyl, optionally substituted alkoxyalkyl and a second group represented by Y in which R6 is optionally substituted alkyl or optionally substituted alkoxyalkyl; and R7 is selected from H, and optionally substituted alkyl; R8 is selected from optionally substituted alkyl, optionally substituted alkoxyalkyl and acyl, provided that, the substituents on rings A & B are different when Z1 & Z2 are the same or that Z1 & Z2 are different when the substituents on rings A & B are the same.

  一种下式的新型杂多环化合物、其制备方法及其在纺织材料着色中的用途： 其中 Z、Z2 各自独立地为-0-、-S-或-NR5-，其中 R5 为 H 或任选取代的烃基或酰基； X1 和 X2 选自 H、卤素、氰基、C1-4-烷基、C1-4-烷氧基、芳基、氨基甲酰基、氨基磺酰基、羧酸或羧酸酯； R' 至 R4 各自独立地选自 H、C1-4-烷基、C1-4-烷氧基、C1-4-烯基、卤素和基团 -X-Y ； X 是 - 0 - 或 - S -；以及 Y 是式中的基团： 其中 V 和 W 各自独立地为 H 或任选取代的烷基； p 是 1 至 3 的整数； q 是 0 或 1； p + q 至少为 2；以及 当 q = 1 时，Z 是 OR6 或 NR6R7；或 当 q = 0 时，Z 是 OR8 或 SR8； 其中 R6 选自任选取代的烷基、任选取代的烷氧基烷基和由 Y 代表的第二基团，其中 R6 是任选取代的烷基或任选取代的烷氧基烷基；以及 R7 选自 H 和任选取代的烷基； R8 选自任选取代的烷基、任选取代的烷氧基烷基和酰基、 前提是，当 Z1 和 Z2 相同时，环 A 和环 B 上的取代基不同；或当环 A 和环 B 上的取代基相同时，Z1 和 Z2 不同。
• 3-(2-Acyloxyethoxyphenyl)benzofuran-2-one als Stabilisatoren
  申请人：CIBA-GEIGY AG

  公开号：EP0591102A1

  公开（公告）日：1994-04-06

  Verbindungen der Formel (1), worin R₁ substituiertes Carbonyl, m 1, 2, 3 oder 4 sind, als Stabilisatoren für organische Materialien gegen thermischen, oxidativen oder lichtinduzierten Abbau beschrieben.

  式(1)化合物、 其中 R₁ 是取代的羰基，m 是 1、2、3 或 4，已被描述为有机材料的稳定剂，可防止热、氧化或光引起的降解。