1,3-二硬脂酸甘油酯 | 504-40-5

• 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 - 脂质和类脂质分子 - 甘油脂
• 中文名称: 1,3-二硬脂酸甘油酯
• 中文别名: 甘油二硬脂酸酯；双硬脂酸甘油酯；二硬脂酸甘油酯；1,3-硬脂酸甘油酯；甘油双硬脂酸酯
• 英文名称: 1,3-distearoylglycerol
• 英文别名: octadecanoic acid 2-hydroxy-1,3-propanediyl ester；glyceryl 1,3-distearate；1,3-bisstearoyloxy-2-propanol；(2-hydroxy-3-octadecanoyloxypropyl) octadecanoate
• CAS: 504-40-5
• 化学式: C₃₉H₇₆O₅
• 分子量: 625.029
• InChiKey: IZHVBANLECCAGF-UHFFFAOYSA-N

物化性质

• 熔点：
  78.5-79 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  669.6±22.0 °C(Predicted)
• 密度：
  0.923±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、甲醇（微溶、加热）
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  16.2
• 重原子数：
  44
• 可旋转键数：
  38
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2915900090
• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 储存条件：
  20°C

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Glyceryl 1,3-distearate
CAS-No. : 504-40-5
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : 1,3-Dioctadecanoylglycerol
1,3-Distearoylglycerol
1,3-Distearin
Formula : C39H76O5
Molecular Weight : 625,02 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Recommended storage temperature: -20 °C
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
Heat.
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  1,3-二硬脂酸甘油酯 在 氯化亚砜 作用下， 生成 3-氯-1,2-丙二醇二硬脂酸酯
  参考文献：
  名称：

  Gruen, Chemisches Zentralblatt, 1919, vol. 90, # I, p. 222

  摘要：

  DOI：
• 作为产物：
  描述：

  硬酯酸甲酯C18 在 四氢呋喃 、 甲醇 、 sodium methylate 、 镍 、 丙酮 、 mercury dichloride 作用下， 生成 1,3-二硬脂酸甘油酯
  参考文献：
  名称：

  GLYCERIDE SYNTHESIS: I. SYNTHESIS OF SYMMETRICAL DIGLYCERIDES FROM DIHYDROXY ACETONE AND ALLYL ALCOHOL

  摘要：

  1,3-二硬脂氧基丙酮和1,3-二棕榈酸氧基丙酮是通过脂肪酸甲酯与1,3-二丙酸氧基丙酮二乙基硫醇酯的酯交换反应制备的。1,3-二甘油酯通过酮基的氢化得到。烯丙基四氢吡喃基醚氧化为1-四氢吡喃基甘油，然后乙酰化和脂肪酸甲酯进行酯交换反应制备1,3-二甘油酯。

  DOI：

  10.1139/v55-087

文献信息

• 1-O-Alkyl (di)glycerol ethers synthesis from methyl esters and triglycerides by two pathways: catalytic reductive alkylation and transesterification/reduction
  作者：Marc Sutter、Wissam Dayoub、Estelle Métay、Yann Raoul、Marc Lemaire

  DOI：10.1039/c3gc36907b

  日期：——

  esters, monoglycerides or oleic sunflower refined oil, the corresponding 1-O-alkyl (di)glycerol ethers were obtained in both high yields and selectivity by two different pathways. With methyl esters, a reductive alkylation with (di)glycerol was realized under 50 bar hydrogen pressure in the presence of 1 mol% of Pd/C and an acid co-catalyst. A second two step procedure was evaluated from methyl esters

  从可用的和生物来源的甲酯中， 甘油单酸酯或油酸向日葵精制油，通过两种不同途径以高收率和选择性获得了相应的1- O-烷基（二）甘油醚。对于甲酯，在1mol％的Pd / C和酸助催化剂的存在下，在50巴的氢气压力下，实现了与（二）甘油的还原性烷基化。从甲酯或三油精 包括第一次酯交换反应成相应的 甘油单酸酯与BaO / Al 2 O 3 催化剂，然后 减少在H 2压力下，用可循环利用的非均相催化体系Pd / C和Amberlyst 35合成所需的甘油单醚。另外，还提出了反应机理。
• TRIACYLGLYCEROL OLIGOMERS
  申请人：Trent University

  公开号：US20150321992A1

  公开（公告）日：2015-11-12

  This application relates to triacylglycerol oligomers derived from the metathesis of natural oils. These oligomers are structure controlled dimers and quatrimers, and the effect of saturation, molecular size, and positional isomerization are also described herein.

  这个应用涉及从天然油脂的交换反应中得到的三酰甘油寡聚体。这些寡聚体是结构受控的二聚体和四聚体，本文还描述了饱和度、分子大小和位置异构化的影响。
• Phenytoin-Lipid Conjugates as Potential Prodrugs of Phenytoin
  作者：Gerhard K. E. Scriba

  DOI：10.1002/ardp.19933260810

  日期：——

  Phenytoin‐1‐triglycerides and phenytoin‐2‐triglycerides were synthesized as potential prodrugs of phenytoin by covalent binding of 3‐hydroxymethylphenytoin by succinic acid to the positions 1 and 2 of diglycerides, respectively. The corresponding 1‐ and 2‐monoglycerides were prepared. In addition, replacement of glycerol by 3‐hydroxy‐2‐hydroxymethylpropionic acid furnished lipids that allowed direct

  苯妥英-1-甘油三酯和苯妥英-2-甘油三酯作为苯妥英的潜在前药通过琥珀酸与3-羟甲基苯妥英分别与甘油二酯的1和2位共价结合而合成。制备了相应的 1- 和 2- 甘油单酯。此外，用 3-羟基-2-羟甲基丙酸替代甘油可提供允许 3-羟甲基苯妥英直接偶联的脂质。脂质缀合物被证明是体外胰脂肪酶的底物。
• Use of Glycerol Carbonate in an Efficient, One-Pot and Solvent Free Synthesis of 1,3-sn-Diglycerides
  作者：Mojgan Kargar、Rahim Hekmatshoar、Mehdi Ghandi、AbdolJalil Mostashari

  DOI：10.1007/s11746-012-2165-0

  日期：2013.2

  An efficient solvent‐free synthesis of a variety of highly pure 1,3‐sn‐diglycerides (1,3‐sn‐diacylglycerols) in a two‐step one pot process is described. Heating glycerol carbonate (4‐hydroxymethyl‐1,3‐dioxolan‐2‐one) with fatty acid anhydrides 2a–d affords 1:1 mixtures of glycerol carbonate fatty esters 3a–3d and the corresponding fatty acids. Further heating the reaction mixtures in the presence of

  描述了一种通过两步一锅法有效地无溶剂合成多种高纯度的1,3- sn-甘油二酯（1,3- sn-二酰基甘油）的方法。将碳酸甘油酯（4-羟甲基-1,3-二氧戊环-2-酮）与脂肪酸酐2a-d加热，可得到碳酸甘油酯脂肪酸酯3a-3d和相应脂肪酸的1：1混合物。在催化量的1,4-二氮杂双环[2.2.2]辛烷（DABCO）存在下，于195–200°C下进一步加热反应混合物，可制得高纯度的1,3 - sn –甘油二酸酯4a–4d。
• Therapeutic use of acyl glycerols and the nitrogen- and sulphur- containing analogues thereof
  申请人：Darteil Raphael

  公开号：US20060154984A1

  公开（公告）日：2006-07-13

  The invention relates to the use of acyl glycerols and the nitrogen- and sulfur-containing analogues thereof in the therapeutic field, particularly in human health. The inventive compounds have advantageous pharmacological properties and are particularly of use for the prevention or treatment of neurodegenerative diseases.

  这项发明涉及在治疗领域中使用酰基甘油及其氮和硫含量类似物，特别是在人类健康领域。这些创新化合物具有有益的药理特性，特别适用于预防或治疗神经退行性疾病。

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