没食子酸十八酯 | 10361-12-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物
• 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: 没食子酸十八酯
• 中文别名: 没食子酸十八烷基酯；3,4,5-三羟基苯甲酸十八酯
• 英文名称: octadecyl 3,4,5-trihydroxybenzoate
• 英文别名: n-stearyl gallate；octadecyl gallate；stearyl gallate；3,4,5-trihydroxy-benzoic acid octadecyl ester；3,4,5-Trihydroxy-benzoesaeure-octadecylester；Gallussaeure-octadecylester
• CAS: 10361-12-3
• 化学式: C₂₅H₄₂O₅
• mdl: MFCD00016429
• 分子量: 422.605
• InChiKey: BRNPAEUKZMBRLQ-UHFFFAOYSA-N

物化性质

• 熔点：
  95°C
• 沸点：
  583.0±45.0 °C(Predicted)
• 密度：
  1.048±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  遵照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  30
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2918290000
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将密封于阴凉干燥处。

SDS

Stearyl Gallate Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Stearyl Gallate

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Stearyl Gallate
Percent: >97.0%(GC)(T)
CAS Number: 10361-12-3
Synonyms: Gallic Acid Stearyl Ester
Chemical Formula: C25H42O5

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Stearyl Gallate

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Section 5. FIRE-FIGHTING MEASURES
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Keep container tightly closed. Store in a cool and dark place.
Storage conditions:
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Powder
Colour: White - Very pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:104°C
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
[Water] Insoluble
[Other solvents] No data available

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Section 10. STABILITY AND REACTIVITY
Stable under proper conditions.
Chemical stability:
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents, Bases
Stearyl Gallate

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Section 10. STABILITY AND REACTIVITY
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
No data available
Fish:
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
No data available
Soil adsorption (Koc):
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
Not listed
UN-No:

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
Stearyl Gallate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

简介

没食子酸十八酯具有出色的抗氧化性能，在食品和化妆品领域应用广泛。研究表明，即使在化妆品中加入微量的没食子酸十八酯也能显著增强其抗氧化效果，并且不会对化妆品的味道、颜色产生不良影响，也不会对人体造成危害。因此，该产品在化妆品生产过程中得到了广泛应用。

应用

没食子酸十八酯与脂肪有良好的分散性和相溶性。在含有微量铁元素的产品中加入适量的没食子酸十八酯不会导致脱色现象。由于其优异的稳定性，这种物质特别适合用于需要油炸或烘烤的食品。因此，在食品工业中的应用也非常广泛。

生物活性

没食子酸十八酯是一种具有长烷基链（碳原子数为18）的没食子酸烷基酯，表现出抗氧化活性，并且对HSV-1病毒具有较弱的抑制作用。

靶点

HSV-1

反应信息

• 作为反应物：
  描述：

  没食子酸十八酯 在 camphor-10-sulfonic acid 、 三氟化硼乙醚 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 16.0h， 生成 octadecyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)-4,5-O-isopropylidene-benzoate
  参考文献：
  名称：

  具有表面活性剂性质的酚类抗氧化剂的合成与表征：葡糖基和葡糖醛酸烷基没食子酸酯

  摘要：

  为了针对不同的应用寻找更好的抗氧化剂，我们设计并合成了两类具有表面活性剂特性的抗氧化剂：葡糖基和没食子酸酯基烷基没食子酸酯。它们显示更好的表面活性效率的是烷基镓酸盐和一些显示临界胶束浓度（CMC）和表面活性剂的有效性（γ CMC在同一范围内全世界已知的表面活性剂，如的Brij-30或Tween-20的的）。而且，由于它们的结构中存在二邻酚部分，它们具有很高的抗氧化活性。然而，葡糖基和葡糖醛糖基烷基没食子酸酯比相应的没食子酸烷基酯是更差的抗氧化剂。

  DOI：

  10.1016/j.tet.2011.07.046
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 palladium on activated charcoal 、 乙醇 作用下， 生成 没食子酸十八酯
  参考文献：
  名称：

  没食子酸的高级脂肪醇酯。

  摘要：

  DOI：

  10.1021/ja01207a043

文献信息

• Thermosensitive recording material and color developer compound therefor
  申请人：——

  公开号：US20040071187A1

  公开（公告）日：2004-04-15

  A thermosensitive recording material has a support and a thermosensitive coloring layer formed thereon containing a leuco dye and a color developer capable of inducing color formation in the leuco dye upon application of heat thereto, with the color developer including at least one compound (A) having in a molecule thereof at least two aromatic ring moieties with specific structures, selected from the group consisting of an aromatic ring moiety having at least one carboxyl group and electron-attracting functional group, an aromatic ring moiety having at least one carboxyl group and electron-donating functional group, and an aromatic ring moiety having at least one carboxyl group, free of the electron-attracting and electron-donating functional groups. An aromatic carboxylic acid compound serving as the above-mentioned compound (A) and the producing method thereof are also disclosed.

  一种热敏感记录材料具有支撑体和在其上形成的热敏感着色层，其中该着色层含有一种白色染料和一种色素显色剂，能够在施加热量时诱导白色染料发生显色反应，其中色素显色剂包括至少一种化合物（A），其分子中至少含有两个具有特定结构的芳香环基团，所述芳香环基团选自具有至少一个羧基和电子吸引基团的芳香环基团、具有至少一个羧基和电子给予基团的芳香环基团以及不含电子吸引和电子给予功能基团的芳香环基团。还公开了作为上述化合物（A）的芳香羧酸化合物及其生产方法。
• Design, Synthesis, and Antifungal Activity of Alkyl Gallates Against Plant Pathogenic Fungi In Vitro and In Vivo
  作者：Xiao-Long Zhao、Chun-Qing Li、Xiao-Mei Song、Shuang-Mei Yan、Du-Qiang Luo

  DOI：10.1007/s10600-021-03276-3

  日期：2021.1

  A series of alkyl gallates was synthesized by reacting gallic acid with the corresponding alcohols. Their structures were determined on the basis of spectroscopic data, including NMR and MS. The antifungal activities of these compounds against plant pathogenic fungi in vitro and in vivo were assessed.

  通过没食子酸与相应的醇反应，合成了一系列没食子酸烷基酯。根据 NMR 和 MS 等光谱数据确定了这些化合物的结构。评估了这些化合物在体外和体内对植物病原真菌的抗真菌活性。
• 一种没食子酸十八酯的合成方法
  申请人：常州锐博生物科技有限公司

  公开号：CN112830876A

  公开（公告）日：2021-05-25

  本发明提供一种没食子酸十八酯的合成方法，即以没食子酸及十八醇在阳离子交换树脂731或阳离子交换树脂732的催化作用下，获得没食子酸十八脂。相对于已发表的相关专利或文献，本发明具有收率高，产品含量高、成本低、三废少的特点，符合目前经济环境下，对化工产业经环保、安全、经济的要求。
• [EN] COLOUR CHANGE COMPOSITION AND COMPOUNDS<br/>[FR] COMPOSITION DE CHANGEMENT DE COULEUR ET COMPOSÉS
  申请人：THERMOGRAPHIC MEASUREMENTS LTD

  公开号：WO2021019074A1

  公开（公告）日：2021-02-04

  The invention provides a colour change composition containing an electron donating organic colouring compound, an electron accepting compound and a compound of formula (I): wherein E is an ester linkage O-CO or -CO2, R is independently selected from an optionally substituted linear or branched alkyl group, alkenyl cycloalkyl group, alkenyl group, alkoxy group, aryl and alkylene aryl group having from 6 to 22 carbon atoms; Y1 Y2 X1 and X2 are independently selected from hydrogen, R', -OR' and halogen; wherein R' is independently selected from an optionally substituted linear or branched alkyl group, alkenyl group, alkoxy group, aryl group and an alkylene aryl group; having from 5 to 22 carbon atoms; r and p each represent and integer from 0 to 3. The compound of formula (I) and compositions of the invention are useful in providing a colour change effect, in memory compositions and visual indicators, particularly in security and healthcare applications.

  本发明提供了一种颜色变化组合物，其包含一个电子供体有机染色化合物，一个电子受体化合物和一个式子（I）的化合物： 其中，E是酯键O-CO或-CO2，R是独立选择的可选取代的线性或支链烷基，烯基环烷基，烯基基团，烷氧基，芳基和具有6到22个碳原子的烷基芳基基团；Y1，Y2，X1和X2独立选择自氢，R'，-OR'和卤素；其中，R'是独立选择的可选取代的线性或支链烷基，烯基基团，烷氧基，芳基和具有5到22个碳原子的烷基芳基基团；r和p各代表0到3的整数。式（I）的化合物和本发明的组合物在提供颜色变化效果，存储组合物和视觉指示器，特别是在安全和医疗应用中非常有用。
• Novel compound for color-producing composition, and recording material
  申请人：——

  公开号：US20010044553A1

  公开（公告）日：2001-11-22

  A urea-urethane compound having one or more urea groups and one or more urethane groups in the molecular structure, the number of said urea groups (A) and the number of said urethane groups (B) satisfying the following numerical formula: 10≧( A+B )≧3 wherein each of A and B is an integer of 1 or more.

  分子结构中含有一个或多个脲基和一个或多个脲酯基的脲酯化合物，其中所述脲基（A）的数量和所述脲酯基（B）的数量满足以下数值公式：10≤(A+B)≤3 ，其中A和B均为1或更多的整数。

表征谱图