2,3-双(2,4,5-三甲基-3-噻吩)马来酸酐 | 112440-47-8

• 物质功能分类: 化学试剂 - 有机试剂 - 羧酸酐
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 中文名称: 2,3-双(2,4,5-三甲基-3-噻吩)马来酸酐
• 中文别名: 2,3-双(2,4,5-三甲基-3-噻吩基)马来酸酐；2,3-双(2,4,5-三甲基-3-噻吩基)马来酐；2-氨基-4-苯基噻吩-3-甲酸甲酯；2,3-二(2,4,5-三甲基-3-噻吩)马来酸酐
• 英文名称: 1,2-bis(2,4,5-trimethylthiophene-3-yl)maleic anhydride
• 英文别名: 1,2-bis(2,4,5-trimethyl-3-thienyl)maleic anhydride；2,3-bis(2,3,5-trimethyl-3-thienyl)maleic anhydride；2,3-bis(2,4,5-trimethyl-3-thienyl)maleic anhydride；2,3-bis(2,3,5-trimethylthienyl)maleic anhydride；3,4-bis(2,4,5-trimethylthiophen-3-yl)furan-2,5-dione
• CAS: 112440-47-8
• 化学式: C₁₈H₁₈O₃S₂
• 分子量: 346.471
• InChiKey: ANYDHJQJXVIYHM-UHFFFAOYSA-N

物化性质

• 熔点：
  168 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  99.8
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090
• 储存条件：
  存放于室温且保存在惰性气体中

SDS

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Section I.Chemical Product and Company Identification
Chemical Name 2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride
Portland OR
Synonym Not available.
Chemical Formula C18H18O3S2
CAS Number 112440-47-8

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Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride 112440-47-8 Min. 95.0 (T) Not available. Not available.

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Section III. Hazards Identification
Acute Health Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is
not known to aggravate existing medical conditions.

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Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. DO NOT use an eye ointment. Flush eyes with running water for a minimum
of 15 minutes, occasionally lifting the upper and lower eyelids. Seek medical attention. Treat symptomatically and
supportively.
Skin Contact If the chemical gets spilled on a clothed portion of the body, remove the contaminated clothes as quickly as possible,
protecting your own hands and body. Place the victim under a deluge shower. If the chemical touches the victim's
exposed skin, such as the hands: Gently and thoroughly wash the contaminated skin with running water and non-abrasive
soap. Be particularly careful to clean folds, crevices, creases and groin. Cover the irritated skin with an emollient. Seek
medical attention. Treat symptomatically and supportively. Wash any contaminated clothing before reusing.
Inhalation If the victim is not breathing, perform artificial respiration. Loosen tight clothing such as a collar, tie, belt or waistband. If
breathing is difficult, oxygen can be administered. Seek medical attention. Treat symptomatically and supportively.
Ingestion INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Loosen tight clothing such as a collar, tie, belt, or waistband. If the victim is not breathing, administer artificial respiration.
Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic material
was ingested; the absence of such signs, however, is not conclusive. Seek immediate medical attention and, if possible,
show the chemical label. Treat symptomatically and supportively.

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Section V. Fire and Explosion Data
Not available.
Combustible. Auto-Ignition
Flammability
Flammable Limits
Flash Points Not available.
Not available.
Combustion Products These products are toxic carbon oxides (CO, CO 2), sulfur oxides (SO2, SO3...).
Fire Hazards
No specific information is available regarding the flammability of this compound in the presence of various materials.
Explosion Hazards Risks of explosion of the product in presence of mechanical impact: Not available.
Risks of explosion of the product in presence of static discharge: Not available.
No additional information is available regarding the risks of explosion.
Fire Fighting Media
SMALL FIRE: Use DRY chemicals, CO 2, water spray or foam.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Continued on Next Page
2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride

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Section VI. Accidental Release Measures
Spill Cleanup In case of a spill and/or a leak, always shut off any sources of ignition, ventilate the area, and exercise caution. Use a
Instructions shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any
contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on
disposal.

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Section VII. Handling and Storage
Handling and Storage Keep away from heat and sources of ignition. Mechanical exhaust required. When not in use, tightly seal the container
and store in a dry, cool place. Avoid excessive heat and light. DO NOT breathe dust. In case of insufficient ventilation,
Information
wear suitable respiratory equipment. If you feel unwell, seek medical attention and show the label when possible. Treat
symptomatically and supportively. Avoid contact with skin and eyes.
Always store away from incompatible compounds such as oxidizing agents.

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Section VIII. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection Splash goggles. Lab coat. Dust respirator. Boots. Gloves. A MSHA/NIOSH approved respirator must be used to avoid
inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling
this product.
Exposure Limits Not available.

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Section IX. Physical and Chemical Properties
Physical state @ 20°C Powder. Solubility
Not available.
Not available.
Specific Gravity
Molecular Weight 346.47 Partition Coefficient
Not available.
Boiling Point Not available. Vapor Pressure Not available.
Melting Point 168°C (334.4°F) Vapor Density Not available.
Not available. Not available.
Refractive Index Volatility
Critical Temperature Not available. Odor Not available.
Viscosity Not available. Taste Not available.

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Section X. Stability and Reactivity Data
Stability

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability
Avoid excessive heat and light.
Incompatibilities
Reactive with oxidizing agents.

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Section XI. Toxicological Information
RTECS Number Not available.
Routes of Exposure Eye contact. Inhalation. Ingestion.
Not available.
Toxicity Data
CARCINOGENIC EFFECTS : Not available.
Chronic Toxic Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is not
known to aggravate existing medical conditions.
Acute Toxic Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
Continued on Next Page
2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride

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Section XII. Ecological Information
Ecotoxicity Not available.
Environmental Fate Not available.

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Section XIII. Disposal Considerations
Recycle to process, if possible. Consult your local or regional authorities. You may be able to dissolve or mix material with
Waste Disposal
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 this substance.

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Section XIV. Transport Information
DOT Classification Not a DOT controlled material (United States).
PIN Number Not applicable.
Proper Shipping Name
Not applicable.
Packing Group (PG) Not applicable.
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not controlled under WHMIS (Canada).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,3-双(2,4,5-三甲基-3-噻吩)马来酸酐 以 正己烷 为溶剂， 生成 1,2-bis(2,4-dimethyl-5-phenyl-3-thienyl)-3,3,4,4,5,5-hexafluoro-1-cyclopentene
  参考文献：
  名称：

  皮秒激光光解法研究溶液中1,2-双（2,4,5-三甲基-3-噻吩基）马来酸酐的光致变色反应

  摘要：

  皮秒激光光解和瞬态吸收光谱法用于直接观察1,2-双（2,4,5-三甲基-3-噻吩基）马来酸酐的光致变色反应，例如闭环和开环过程在解决方案中。在开环和开环过程中，都发现了非常快速的（<10 ps）反应通道。讨论了超快反应过程的机理及其对溶剂的依赖性。

  DOI：

  10.1016/0009-2614(94)01165-6
• 作为产物：
  描述：

  3-(氰甲基)-2,4,5-三甲基噻吩 在 氢氧化钾 、 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 四氯化碳 为溶剂， 反应 25.5h， 生成 2,3-双(2,4,5-三甲基-3-噻吩)马来酸酐
  参考文献：
  名称：

  Thermally irreversible photochromic systems. Reversible photocyclization of diarylethene derivatives

  摘要：

  DOI：

  10.1021/jo00239a022

文献信息

• Chemical control of the photochromic reactivity of diarylethene derivatives
  作者：Masato Ohsumi、Tuyoshi Fukaminato、Masahiro Irie

  DOI：10.1039/b506801k

  日期：——

  Photochemically inactive diarylethene derivatives having a N-(O-hydroxyphenyl) group underwent photochromic reaction when they were esterified by the addition of acetic anhydride.

  当具有N-（O-羟苯基）基团的光化学惰性的二芳基乙烯衍生物通过加入乙酸酐被酯化时经历光致变色反应。
• Reversible Fluorescence Photoswitch based on Dye-Crosslinked Dendritic Nanoclusters for High-Contrast Imaging of Living Biological Systems
  申请人：Kim Yoonkyung

  公开号：US20120220734A1

  公开（公告）日：2012-08-30

  The present invention relates to a reversible fluorescence photoswitch based on the dye-crosslinked dendritic nanoclusters for high-contrast imaging of living biological systems. The dendritic nanocluster according to the present invention consists of two or more dendrimers crosslinked each other to have a globular shape overall, and thereby enhancing the fluorescence intensity and improving the detection sensitivity of the monomeric dendrimers. In addition, the dendritic nanocluster according to the present invention was found to internalize into a living zebrafish by both skin permeation and microinjection, independently. Further, the dendritic nanocluster according to the present invention showed low toxicity and thus it could be useful for both in vivo and in vitro imaging as well as the ex vivo cell tracking applications.

  本发明涉及一种基于染料交联树状纳米团簇的可逆荧光光开关，用于高对比度成像活体生物系统。本发明的树状纳米团簇由两个或更多树状分子交联形成，整体呈球形，从而增强了单体树状分子的荧光强度并提高了检测灵敏度。此外，本发明的树状纳米团簇被发现可以通过皮肤渗透和微注射两种方式内化到活体斑马鱼中。此外，本发明的树状纳米团簇毒性低，因此可用于体内和体外成像以及细胞追踪应用。
• Solvent Viscosity Effects on Photochromic Reactions of a Diarylethene Derivative As Revealed by Picosecond Laser Spectroscopy
  作者：Hiroshi Miyasaka、Takahiro Nobuto、Masataka Murakami、Akira Itaya、Naoto Tamai、Masahiro Irie

  DOI：10.1021/jp0206626

  日期：2002.9.1

  The solvent viscosity effect on photochromic reaction processes such as cyclization and cycloreversion of a diarylethene derivative, 2-bis(2,4,5-trimethyl-3-thienyl)maleic anhydride (TMTMA), was investigated by means of steady-state spectroscopy, picosecond transient absorption, and fluorescence measurements. The cyclization reaction yields from the excited open-ring isomer decreased with an increase

  通过稳态光谱研究了溶剂粘度对二芳基乙烯衍生物 2-双(2,4,5-三甲基-3-噻吩基)马来酸酐 (TMTMA) 的环化和环化反应等光致变色反应过程的影响，皮秒瞬态吸收和荧光测量。来自激发的开环异构体的环化反应产率随着溶剂粘度的增加而降低。皮秒瞬态吸收光谱显示环化反应通过两种途径发生；激发后立即发生非常快速的反应，与弛豫竞争到荧光状态，而从弛豫荧光状态的反应相当缓慢，时间常数为几百皮秒。后一个缓慢的过程强烈依赖于溶剂的粘度，而前一种快速过程几乎与粘度无关。这种从荧光状态反应的粘度依赖性归因于溶剂摩尔...
• Resonance photoionization of a diarylethene derivative in the presence of cyclodextrins using multi-color multi-laser irradiation
  作者：Tatsuya Takeshita、Michihiro Hara

  DOI：10.1016/j.jphotochem.2015.05.026

  日期：2015.9

  actuators and optical memory. However, the photodynamics of photochromic materials under excitation by three lasers at three different wavelengths are poorly understood. In this article, we investigate the properties of the well-known photochromic material 2,3-bis(2,4,5-trimethyl-3-thienyl) maleic anhydride (1) upon excitation by one, two and three lasers. In these experiments, α-, β- and γ-cyclodextrin (CD)

  光致变色是光诱导的分子的异构化，对于致动器和光学存储器等应用具有吸引力。然而，人们对在三个不同波长的三个激光激发下光致变色材料的光动力学知之甚少。在本文中，我们研究了众所周知的光致变色材料2,3-双（2,4,5-三甲基-3-噻吩基）马来酸酐（1）在被一台，两台和三台激光激发后的性能。在这些实验中，将α-，β-和γ-环糊精（CD）添加到1中以形成包合物，以改善1在水/乙腈中的溶解度。首先，通过改变1 H NMR谱图评估1 / CD包合物的形成。1和计算。我们发现暴露于溶剂的1 / CD包合物中1的每个分子的面积取决于CD的空腔尺寸，并且CD也影响开放形式（OP）的反平行和平行构象的比率）的1。然后通过一台激光（266 nm），两台激光（266和532 nm）和三台激光（266、532和355 nm）的快速光解在720 nm处观察到在1 / CD系统中水合电子的瞬态吸收。的电离量子产率1既取决
• Photocyclization reaction of a diarylmaleimide derivative in polar solvents
  作者：Masato Ohsumi、Masaki Hazama、Tuyoshi Fukaminato、Masahiro Irie

  DOI：10.1039/b802780c

  日期：——

  Photochromism of a symmetric diarylmaleimide derivative, having two thiophene rings (1), and a non-symmetric derivative having a S,S-dioxide thiophene ring and a thiophene ring (2) as the aryl moieties, was studied in various solvents. The photocyclization quantum yield of gradually decreased with increasing the solvent polarity and the reaction was not observed in polar solvents, such as ethanol and

  在各种溶剂中研究了具有两个噻吩环（1）的对称二芳基马来酰亚胺衍生物和具有S，S-二氧化物噻吩环和噻吩环（2）作为芳基部分的非对称衍生物的光致变色。随着溶剂极性的增加，光环化量子产率逐渐降低，在乙醇，乙腈等极性溶剂中未观察到反应。另一方面，未观察到对光环化反应如此强的溶剂依赖性。不同的行为归因于S，S-二氧化物噻吩环的电子给体能力较弱。

表征谱图