3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯 | 6386-38-5

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯
• 中文别名: 3,5-二(1,1-二甲基乙基)-4-羟基苯丙酸甲酯；3-(3,5-二叔丁基-4-羟基苯基)丙羧酸甲酯；3,5-二叔丁基-4-羟基苯丙酸甲酯
• 英文名称: methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate
• 英文别名: methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate；benzenepropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, methyl ester；methyl (3,5-di-tert-butyl-4-hydroxyphenyl)propionate；3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoic acid methyl ester；methyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate
• CAS: 6386-38-5
• 化学式: C₁₈H₂₈O₃
• mdl: MFCD00210461
• 分子量: 292.419
• InChiKey: PXMJCECEFTYEKE-UHFFFAOYSA-N

物化性质

• 熔点：
  60-67°C
• 沸点：
  125-130 °C(Press: 0.1 Torr)
• 密度：
  1.006±0.06 g/cm3(Predicted)
• 溶解度：
  溶于甲醇
• LogP：
  4.866 (est)
• 物理描述：
  OtherSolid
• 保留指数：
  1943.3

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.611
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险类别码：
  R36/37/38
• 海关编码：
  2918290000
• 安全说明：
  S26,S36/37/39
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  应存放在室温、干燥且密封的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate
CAS number: 6386-38-5

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C18H28O3
Molecular weight: 292.4

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质： 本品熔点为66～68℃，是一种白色结晶固体，几乎不溶于水，但能溶解于多数有机溶剂。此外，该物质无毒。

反应信息

• 作为反应物：
  描述：

  3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯 在 氢溴酸 作用下， 以91%的产率得到对羟基苯丙酸
  参考文献：
  名称：

  官能取代的 4-烷基-2,6-二叔丁基苯酚与氢卤酸的相互作用

  摘要：

  研究了在其对位取代基中含有 OH、SH、COOH 和 COOMe 基团的 4-烷基-2,6-二叔丁基苯酚与氯化氢和氢卤酸的反应。2,6-二叔丁基-4-(ω-羟烷基)苯酚一步转化为相应的4-(ω-卤代烷基)苯酚，以及3-(3,5-二-叔-提出了丁基-4-羟基苯基丙酸及其酯类植物草酸。4-(3-巯基丙基)苯酚与浓加热。HBr 缩合为 3-(4-羟基苯基) 丙基 4-(3-巯基丙基) 苯基硫醚作为主要产物。

  DOI：

  10.1007/s11172-007-0169-y
• 作为产物：
  描述：

  2,6-二叔丁基苯酚 在 potassium tert-butylate 、 silver nitrate 、 丙烯腈 作用下， 生成 3,3',5,5'-四叔丁基-4,4'-联苯醌 、 3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯
  参考文献：
  名称：

  Baik, Woonphil; Min, Byeong Cheol; Lee, Ki Chang, Journal of Chemical Research - Part S, 1995, # 9, p. 366 - 367

  摘要：

  DOI：
• 作为试剂：
  描述：

  3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯 、 硬脂醇 、 sodium formate 在 氮气 、 3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯 作用下， 以 甲醇 为溶剂， 100.0~210.0 ℃ 、13.33 kPa 条件下， 反应 3.0h， 生成 抗氧剂1076
  参考文献：
  名称：

  Method for preparing hydroxyphenyl carboxylic acid esters

  摘要：

  一种制备式（I）化合物的方法，其中R1和R2分别独立地为C1-C8烷基，环戊基或环己基，m为1、2或3，优选为2，n为1至30的整数，而R3是线性或支链C4-C30烷基的n价基团，可选地被一个或多个氧原子所中断，或（当n=1-12时）来自C5-C12环烷基的n价基团，或一个基团R4-[NR5-CmH2m-]p，其中R4是氢，来自线性或支链C4-C30烷基的n价基团，可选地被一个或多个—NR5—基团所中断，或（当n=1-12时）来自C5-C12环烷基的n价基团，R5基团，各自独立于其他基团，为氢或甲基或-CmH2m-，优选为氢，而p对应于给出n个-CmH2m-基团的—[NR5-CmH2m-]基团的数量，通过将式（II）化合物和式（III）化合物反应制备而成，其中R为C1-C3烷基，在实际中性酸值（pH）条件下，在至少一种有机羧酸的碱金属盐的存在下进行反应，该盐溶解或悬浮在反应混合物中，或在这种碱金属盐的混合物存在下进行反应，（i）该碱金属盐由碱金属阳离子和有机羧酸的阴离子形成，（ii）该有机羧酸在所施加的反应条件下至少部分挥发。优选的碱金属盐是碱金属甲酸盐和碱金属醋酸盐。

  公开号：

  US06878843B2

文献信息

• Nucleophilic Acyl Substitutions of Acids or Esters Catalyzed by Oxometallic Complexes, and the Applications in Fabricating Biodiesel
  申请人：Chen Chien-Tien

  公开号：US20070017151A1

  公开（公告）日：2007-01-25

  The present invention discloses a method of nucleophilic acyl substitution (NAS) of carboxylic acids or esters (hereinafter acids/esters) catalyzed by oxometallic complexes. According to the mentioned method, NAS reactions between acids/esters (R 1 COOH/R 1 —COO—R 2 ) and protic nucleophile (R 3 -AH) can be catalyzed by oxxmetallic complexes, wherein A stands for O, S, or NH. The general formula of the mentioned oxometallic complexes is MO m L 1 y L 2 z , wherein M is selected from IVB, VB, VIB or actinide groups, m, y, z are integers, and m, y≧1, z≧0. A general catalytic equation is shown as follows:

  本发明公开了一种由过氧金属络合物催化的羧酸或酯（以下简称酸/酯）的亲核酰基取代（NAS）方法。根据所提及的方法，酸/酯（R1COOH/R1—COO—R2）与质子亲核试剂（R3—AH）之间的NAS反应可以由过氧金属络合物催化，其中A代表O、S或NH。所提及的过氧金属络合物的通用公式为MOmL1yL2z，其中M选自IVB、VB、VIB或锕系元素组，m、y、z为整数，且m、y≧1，z≧0。一般的催化方程式如下所示：
• 一种星状分子结构受阻酚类抗氧剂及其合成 和应用
  申请人：上海凯赛生物技术股份有限公司

  公开号：CN110272343B

  公开（公告）日：2021-09-03

  本发明提供一种星状分子结构的受阻酚类化合物及其制备方法，本发明的受阻酚类化合物属于酚酯化合物，该化合物的合成结构单元无毒，可以用作为环境友好抗氧剂。同时，星状分子结构是高度支化分子结构，具有良好的分散性能，这种结构的化合物作为催化剂或助剂使用于聚合物合成或改性工艺过程中时与产品的相容性较好。本发明中所述星状分子结构化合物在聚酰胺的高温熔融聚合过程中作为抗氧剂使用取得了显著的效果。
• Polyalkylene glycol esters of hindered phenols substituted alkanoic acid
  申请人：Ciba-Geigy Corporation

  公开号：US03944594A1

  公开（公告）日：1976-03-16

  Compounds of the formula: ##EQU1## WHEREIN X is oxygen or sulfur, a is an integer from 2 to 6, b is an integer from 3 to 40, and R is ##SPC1## Wherein R.sub.1 is an alkyl group of 1 to 8 carbon atoms, R.sub.2 is hydrogen or an alkyl group of 1 to 8 carbon atoms, and X is an integer from 0 to 6 Are useful as antioxidants for organic materials normally subject to oxidative deterioration, such as polyacetals, polypropylene, and nylon, in amounts of from about 0.005 to about 5% by weight of the composition.

  公式化合物：##EQU1## 其中X为氧或硫，a为2到6的整数，b为3到40的整数，R为##SPC1## 其中R.sub.1为1到8个碳原子的烷基基团，R.sub.2为氢或1到8个碳原子的烷基基团，X为0到6的整数，可用作有机材料的抗氧化剂，通常容易氧化降解，如聚乙醛、聚丙烯和尼龙，用量约为组成物的重量的0.005%到5%。
• Borated polyol ester of hindered phenol antioxidant/friction modifier with enhanced performance
  申请人：Suen Yat Fan

  公开号：US20160355746A1

  公开（公告）日：2016-12-08

  The present invention is directed to compounds comprising the reaction products of a phenolic ester polyol, a boron containing compound, and optionally, an alcohol. Also disclosed are compounds comprising the reaction products of a polyol, a boron containing compound, and a phenolic acid or ester. Lubricating oil compositions and additive concentrates comprising above compounds, and methods for operating an internal combustion engine using said lubricating oil compositions are also disclosed.

  本发明涉及包括酚酯多元醇、含硼化合物以及可选的醇的反应产物的化合物。还公开了包括多元醇、含硼化合物以及酚酸或酯的反应产物的化合物。还公开了包括上述化合物的润滑油组合物和添加剂浓缩物，以及使用所述润滑油组合物操作内燃机的方法。
• Process for the preparation of sterically hindered
  申请人：Ciba-Geigy Corporation

  公开号：US04536593A1

  公开（公告）日：1985-08-20

  If the transesterification of esters of the formula ##STR1## with alcohols of the formula III A--(OH).sub.m is catalyzed by successive treatment with catalytic amounts (a) of a tin compound of a metal of the fourth main group or the fourth sub-group of the periodic system and (b) of an acid earth, compounds of the formula I ##STR2## are obtained in virtually quantitative yield. The products thus obtained contain no troublesome by-products and do not have to be additionally purified. R is methyl or ethyl, A is a radical derived from an m-hydric aliphatic alcohol, n is 0 to 2, and m is 1 to 4.

  如果以第四主族或周期表第四亚族金属的锡化合物和酸性土的催化剂作用，催化酯的公式##STR1##与醇的公式III A--(OH).sub.m的酯交换反应，将获得式I的化合物##STR2##，几乎可以获得定量产率。因此获得的产物不含有令人困扰的副产物，无需额外纯化。其中R为甲基或乙基，A为从m-羟基脂肪醇衍生的基团，n为0至2，m为1至4。