2,5-双(2,2,2-三氟乙氧基)苯甲酸甲酯 | 35480-31-0

• 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: 2,5-双(2,2,2-三氟乙氧基)苯甲酸甲酯
• 中文别名: 2,5-双三氟乙氧基苯甲酸甲酯
• 英文名称: methyl 2,5-bis(2,2,2-trifluoroethoxy)benzoate
• CAS: 35480-31-0
• 化学式: C₁₂H₁₀F₆O₄
• 分子量: 332.199
• InChiKey: YLMXTGWAYICZRY-UHFFFAOYSA-N

物化性质

• 熔点：
  40-41°C
• 沸点：
  302.1±42.0 °C(Predicted)
• 密度：
  1.377±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于二氯甲烷、二甲基亚砜、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  10

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2918990090
• 储存条件：
  2-8℃，保持干燥环境。

SDS

Name:	Methyl 2,5-di(2,2,2-trifluoroethoxy)benzoate, 95+% Material Safety Data Sheet
Synonym:
CAS:	35480-31-0

Section 1 - Chemical Product MSDS Name: Methyl 2,5-di(2,2,2-trifluoroethoxy)benzoate, 95+% Material Safety Data Sheet
Synonym:

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
35480-31-0	Methyl 2,5-di(2,2,2-trifluoroethoxy)be	95+%	unlisted

+++++
Hazard Symbols: XI

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Irritating to eyes, respiratory system and skin. Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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SECTION 4 - FIRST AID MEASURES
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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SECTION 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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SECTION 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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SECTION 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 35480-31-0: Personal Protective Equipment
Eyes:
Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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SECTION 9 - PHYSICAL AND CHEMICAL PROPERTIES
Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 40 - 41 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H10F6O4
Molecular Weight: 332

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, bases, amines.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, fluorine, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 35480-31-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl 2,5-di(2,2,2-trifluoroethoxy)benzoate - Not listed by ACGIH, IARC, or NTP.

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SECTION 12 - ECOLOGICAL INFORMATION

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SECTION 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations.

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SECTION 14 - TRANSPORT INFORMATION IATA No information available. IMO No information available. RID/ADR No information available.

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 37/39 Wear suitable gloves and eye/face protection. WGK (Water Danger/Protection) CAS# 35480-31-0: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 35480-31-0 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 35480-31-0 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 6/10/2003 Revision #0 Date: Original. The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,5-双(2,2,2-三氟乙氧基)苯甲酸甲酯 在 水 、 potassium hydroxide 作用下， 以930 g的产率得到2,5-双(2,2,2-三氟乙氧基)苯甲酸
  参考文献：
  名称：

  一种2,5-双(2,2,2-三氟乙氧基)苯甲酸的制备方法

  摘要：

  一种2,5‑双(2,2,2‑三氟乙氧基)苯甲酸的制备方法，以2,5‑二氟溴苯为原料经过腈化反应、三氟乙氧基化、酯化反应、水解反应合成2,5‑双(2,2,2‑三氟乙氧基)苯甲酸，本发明提供了一条新的合成路线，以2,5‑二氟溴苯为初始原料，经过腈化反应、三氟乙氧基化、酯化反应、水解反应合成2,5‑双(2,2,2‑三氟乙氧基)苯甲酸，制备过程简单，条件易控制，易于实现工业化生产，且得到的2,5‑双(2,2,2‑三氟乙氧基)苯甲酸纯度98％，总收率达到40.9％。

  公开号：

  CN117326927A
• 作为产物：
  描述：

  2-(2,2,2-三氟乙氧基)苯甲酸 在 4-二甲氨基吡啶 、 碘苯二乙酸 、 palladium diacetate 、 potassium carbonate 、 N-乙酰甘氨酸 、 N,N'-二异丙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 2,2,2-三氟乙醇 为溶剂， 反应 48.0h， 生成 2,5-双(2,2,2-三氟乙氧基)苯甲酸甲酯
  参考文献：
  名称：

  Palladium-Catalyzed C–H Trifluoroethoxylation of N-Sulfonylbenzamides

  摘要：

  The trifluoroethyl aryl ethers are important motifs in drug molecules. However, a report devoted specifically to the study of transition-metal-catalyzed C-H trifluoroethoxylation has not been reported to date. A protocol of Pd(II)-catalyzed o-C-H trifluoroethoxylation of a broad range of benzoic acid derivatives (i.e., N-sulfonylbenzamides) has been developed. This method is also applied to the formal synthesis trifluoroethoxylation is also exemplified. of the drug molecule flecainide, wherein the first m-C-H trifluoroethoxylation is also exemplified.

  DOI：

  10.1021/acs.orglett.7b01103

文献信息

• NOVEL GLUCOKINASE ACTIVATORS AND METHODS OF USING SAME
  申请人：Ryono Denis E.

  公开号：US20080009465A1

  公开（公告）日：2008-01-10

  Compounds are provided which are phosphonate and phosphinate activators and thus are useful in treating diabetes and related diseases and have the structure wherein is a heteroaryl ring; R 4 is —(CH 2 ) n -Z-(CH 2 ) m —PO(OR 7 )(OR 8 ), —(CH 2 ) n Z-(CH 2 ) m —PO(OR 7 )R g , —(CH 2 ) n -Z-(CH 2 ) m —OPO(OR 7 )R g , —(CH 2 ) n Z—(CH 2 ) m —OPO(R 9 )(R 10 ), or —(CH 2 ) n Z—(CH 2 ) m —PO(R 9 )(R 10 ); R 5 and R 6 are independently selected from H, alkyl and halogen; Y is R 7 (CH 2 ) s or is absent; and X, n, Z, m, R 4 , R 5 , R 6 , R 7 , and s are as defined herein; or a pharmaceutically acceptable salt thereof. A method for treating diabetes and related diseases employing the above compounds is also provided.

  提供了磷酸酯和磷酸酯激活剂，因此在治疗糖尿病和相关疾病方面非常有用，并具有以下结构： 其中 是杂环芳基环； R 4 为—(CH 2 ) n -Z-(CH 2 ) m —PO(OR 7 )(OR 8 )、—(CH 2 ) n Z-(CH 2 ) m —PO(OR 7 )R g 、—(CH 2 ) n -Z-(CH 2 ) m —OPO(OR 7 )R g 、—(CH 2 ) n Z—(CH 2 ) m —OPO(R 9 )(R 10) 或—(CH 2 ) n Z—(CH 2 ) m —PO(R 9 )(R 10) ； R 5 和R 6 分别选择自H、烷基和卤素； Y为R 7 (CH 2 ) s 或不存在；以及 X、n、Z、m、R 4 、R 5 、R 6 、R 7 和s如本文所定义；或其药用盐。 还提供了一种利用上述化合物治疗糖尿病和相关疾病的方法。
• Novel process for the preparation of flecainide, its pharmaceutically acceptable salts and important intermediates thereof
  申请人：Wang Zhi-Xian

  公开号：US20050059825A1

  公开（公告）日：2005-03-17

  Process for the preparation of Flecainide, its pharmaceutically acceptable salts and important intermediates thereof that involves the use of the 2-halobenzoic acid and its derivatives as a starting material. The use of this process also allows for the synthesis of a novel intermediate useful in the production of Flecainide. This new process is an inexpensive and efficient process for the manufacture of these compounds.

  制备 Flecainide 及其药用盐和重要中间体的过程涉及使用 2-卤苯甲酸及其衍生物作为起始原料。该过程的使用还允许合成在生产 Flecainide 中有用的新型中间体。这个新过程是一种廉价高效的制造这些化合物的方法。
• Palladium-Catalyzed Para-Selective Difluoromethylation of Arene Esters
  作者：Guangliang Tu、Dongjie Wang、Chunchen Yuan、Jingyu Zhang、Yingsheng Zhao

  DOI：10.1021/acs.joc.0c01257

  日期：2020.8.21

  Highly efficient, palladium-catalyzed, para-selective difluoromethylation of arene esters has been developed using [1,1′-biphenyl]-2-dicyclohexylphosphine as the effective ligand. A wide variety of arene esters bearing various functional groups were all compatible with the reaction conditions, leading to para-difluoromethylated products in moderate to good yields. Moreover, benzoylamide and benzenesulfonamide

  使用[1,1'-联苯] -2-二环己基膦作为有效的配体，开发了芳烃酯的高效钯催化的对位二氟甲基化。带有各种官能团的多种芳烃酯均与反应条件相容，从而导致对二氟甲基化产物的产率中等至良好。此外，苯甲酰胺和苯磺酰胺的耐受性也很好，这表明该新型催化剂体系对各种底物都有广泛的应用。
• Synthesis of novel 5-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-1,3,4-oxadiazole-2-thiol derivatives as potential glucosidase inhibitors
  作者：Ramesh S. Gani、Avinash K. Kudva、Karabasanagouda Timanagouda、Raghuveer、Salma Begum Hussain Mujawar、Shrinivas D. Joshi、Shamprasad Varija Raghu

  DOI：10.1016/j.bioorg.2021.105046

  日期：2021.9

  drug. Hence based on this fact, we predict that a combination of fluorine, oxadiazole, sulfur, etc., may enhance α-glucosidase inhibition activity compared to a standard drug. Methods A series of novel 5-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-1,3,4-oxadiazole-2-thiol derivatives (2a-2i) were synthesized and characterized using spectroscopic techniques such as 1HNMR and LC-MS. In order to evaluate its

  背景 与标准药物相比，不同生物活性物质的混合分子可以提高亲和力和效率。因此，基于这一事实，我们预测与标准药物相比，氟、恶二唑、硫等的组合可能会增强 α-葡萄糖苷酶抑制活性。 方法 合成了一系列新型 5-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-1,3,4-oxadiazole-2-thiol 衍生物(2a-2i ) 并使用光谱技术进行表征，例如1 HNMR和LC-MS。为了评价其生物活性，进行了体外α-淀粉酶和α-糖苷酶抑制活性。使用遗传模型黑腹果蝇进行体内研究，以评估抗高血糖作用。 结果  与标准阿卡波糖 (IC 50  = 34.71 μg/ml)相比，化合物2a-2i在 IC 50 = 40.00–80.00 μg/ml范围内表现出α-淀粉酶抑制活性。 与标准阿卡波糖 (IC 50  = 34.72 μg/ml)相比，化合物2a-2i在 IC 50
• Flavone derivatives, preparation method and use as medicines
  申请人：——

  公开号：US20030119816A1

  公开（公告）日：2003-06-26

  The invention concerns novel products of formula (I) wherein: R1 represents a carbocyclic or heterocyclic radical optionally substituted; R2 and R3 are such that one represents hydrogen and the other represents piperidinyl optionally substituted; R4 represents hydrogen, alkyl or phenyl optionally substituted, said products being in all isomeric and salt forms and used as medicines.

  本发明涉及式（I）的新型产物：其中，R1代表一个可选择取代的碳环或杂环基团；R2和R3是这样的，其中一个代表氢，另一个代表可选择取代的哌啶基团；R4代表氢、烷基或苯基，可选择取代，所述产物以所有异构体和盐形式存在，并用作药物。