4-[双[2-(乙酰氧基)乙基]氨基]苯甲醛 | 41313-77-3

• 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: 4-[双[2-(乙酰氧基)乙基]氨基]苯甲醛
• 中文别名: 4-[双[2-(乙酰基氧基)乙基]氨基]苯甲醛
• 英文名称: 4-(bis(2-acetoxyethyl)amino)benzaldehyde
• 英文别名: 4-[bis[2-(acetyloxy)ethyl]amino]benzaldehyde；4-(bis(2-acetoxylethyl)amino)benzaldehyde；((4-formylphenyl)azanediyl)bis(ethane-2,1-diyl) diacetate；2-[N-(2-acetyloxyethyl)-4-formylanilino]ethyl acetate
• CAS: 41313-77-3
• 化学式: C₁₅H₁₉NO₅
• 分子量: 293.32
• InChiKey: HYLXLGFSGXFLFE-UHFFFAOYSA-N

物化性质

• 熔点：
  60-63 °C(lit.)
• 沸点：
  193-195 °C0.08 mm Hg(lit.)
• 密度：
  1.1687 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2922509090
• WGK Germany：
  3

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 4-[Bis[2-(acetyloxy)ethyl]amino]benzaldehyde
CAS-No. : 41313-77-3

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary statement(s)
Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36 Wear suitable protective clothing.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C15H19NO5
Molecular Weight : 293,32 g/mol
Component Concentration
4-[Bis[2-(acetyloxy)ethyl]amino]benzaldehyde
CAS-No. 41313-77-3 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
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, nitrogen oxides (NOx)
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
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. 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
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
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
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 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
Impervious clothing., The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
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
Colour: light yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 60 - 63 °C - lit.
point
f) Initial boiling point and 193 - 195 °C at 0,11 hPa - lit.
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) Auto-ignition 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
no data available
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
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious 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. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
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

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-[双[2-(乙酰氧基)乙基]氨基]苯甲醛 在 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 mineral oil 为溶剂， 反应 48.5h， 生成 4-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-yl)-benzaldehyde
  参考文献：
  名称：

  含氮杂皇冠醚的共聚（对苯撑）：合成，光学性质及其在化学传感器中的应用

  摘要：

  通过Suzuki偶联反应制备了含有侧链氮杂冠醚和乙二醇醚的共聚对苯二酚（P1），并用于化学传感器。还合成了不含氮杂皇冠醚基团的聚对苯撑衍生物P0进行比较研究。通过吸收和光致发光（PL）光谱研究了光物理和传感特性，以阐明氮杂冠醚基团的影响。的P1表现出特定的选择性和朝向的Zn高灵敏度2+，与斯特恩-沃尔默系数（ķ SV为3.66×10）6中号-1在四氢呋喃和水的混合溶剂中低浓度浓缩（THF / H 2 O = 9/1，v / v）。的P1保持高选择性朝向的Zn 2+中的15个干扰金属阳离子的存在。该结果表明，共聚（对苯撑）（P1）是一种有前途的化学传感器功能材料。©2013 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2013，51，3975-3984

  DOI：

  10.1002/pola.26811
• 作为产物：
  描述：

  N,N-二羟乙基苯胺 在 吡啶 、 三氯氧磷 作用下， 生成 4-[双[2-(乙酰氧基)乙基]氨基]苯甲醛
  参考文献：
  名称：

  具有二苯甲酮基团的新型支化荧光硝基二苯乙烯衍生物的合成、光谱和光化学

  摘要：

  在本文中，我们通过多步合成提出了具有一个或两个二苯甲酮基团作为光引发剂的新型硝基二苯乙烯衍生物。在各种溶剂中测定了化合物的紫外/可见光谱和发射光谱。结果表明，具有二苯甲酮部分的衍生物的紫外/可见吸收光谱显示出硝基二苯乙烯和二苯甲酮部分的重叠效应。在非极性溶剂中，衍生物表现出强发射，而在中等和强极性溶剂中表现出弱发射。染料连接的二苯甲酮基团比简单的发色团母体分子显示出更强的荧光发射。广泛研究了衍生物的可见光光引发效应。-5 摩尔/升。而衍生物引发的苯乙烯光聚合效率低于甲基丙烯酸甲酯。我们的结果表明，与染料和光引发剂的简单混合物相比，染料连接的光引发剂具有更有效的光引发作用。此外，具有两个二苯甲酮基团的衍生物比具有一个二苯甲酮基团的衍生物表现出更优异的光钛化效果。评估了导致可见光光诱导分子内电子从生色团部分转移到二苯甲酮部分的热力学驱动。通过核磁共振光谱证实了光反应中产生的苯频哪醇部分。分析了衍生物的热稳定性。

  DOI：

  10.1007/s10895-010-0611-7

文献信息

• Colorimetric Probes Based on Anthraimidazolediones for Selective Sensing of Fluoride and Cyanide Ion via Intramolecular Charge Transfer
  作者：Namita Kumari、Satadru Jha、Santanu Bhattacharya

  DOI：10.1021/jo201290a

  日期：2011.10.21

  designed and synthesized for selective ion sensing. Each probe acted as strong colorimetric sensors for fluoride and cyanide ions and exhibited intramolecular charge transfer (ICT) band, which showed significant red-shifts after addition of either the F– or CN– ion. One of the probes (2) showed selective colorimetric sensing for both cyanide and fluoride ions. In organic medium, 2 showed selective

  设计并合成了基于蒽[1,2 - d ]咪唑-6,11-二酮的探针，用于选择性离子感测。每个探针充当氟化物和氰化物离子并显示出分子内电荷转移（ICT）带强比色传感器，这表明添加的任一在F后显著红移-或CN -离子。探针之一（2）对氰化物和氟离子均显示选择性比色传感。在有机介质中，2显示出氟化物和氰化物的选择性颜色变化，而在水性有机介质中，它对氰化物离子显示出选择性的比例响应。
• Copoly(<i>p</i>-phenylene) containing azacrown ether: Synthesis, optical properties, and application for chemical sensor
  作者：Chia-Shing Wu、Chiao-Pei Chen、Yun Chen

  DOI：10.1002/pola.26811

  日期：2013.9.15

  Copoly(p‐phenylene) (P1) containing pendent azacrown ether and ethylene glycol ether was prepared by the Suzuki coupling reaction and applied for chemical sensor. Poly(p‐phenylene) derivative P0 without the azacrown ether groups were also synthesized for comparative study. The photophysical and sensing properties were investigated by absorption and photoluminescence (PL) spectroscopy to elucidate the

  通过Suzuki偶联反应制备了含有侧链氮杂冠醚和乙二醇醚的共聚对苯二酚（P1），并用于化学传感器。还合成了不含氮杂皇冠醚基团的聚对苯撑衍生物P0进行比较研究。通过吸收和光致发光（PL）光谱研究了光物理和传感特性，以阐明氮杂冠醚基团的影响。的P1表现出特定的选择性和朝向的Zn高灵敏度2+，与斯特恩-沃尔默系数（ķ SV为3.66×10）6中号-1在四氢呋喃和水的混合溶剂中低浓度浓缩（THF / H 2 O = 9/1，v / v）。的P1保持高选择性朝向的Zn 2+中的15个干扰金属阳离子的存在。该结果表明，共聚（对苯撑）（P1）是一种有前途的化学传感器功能材料。©2013 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2013，51，3975-3984
• A fluorene-based material containing triple azacrown ether groups: synthesis, characterization and application in chemosensors and electroluminescent devices
  作者：Chia-Shing Wu、Ying-Ju Lin、Yun Chen

  DOI：10.1039/c3ob42054j

  日期：——

  We design a novel multifunctional fluorene-based material containing triple azacrown ether (FTC) not only for application in aqueous solution as a chemosensor towards Fe3+ but also to enhance the electroluminescence of PLEDs using an environmentally stable aluminum cathode. The photo-physical and sensing properties were investigated by absorption and photoluminescence (PL) spectroscopy. The FTC exhibited specific selectivity and high sensitivity toward Fe3+, with the Stern–Volmer coefficients (Ksv) being 1.59 × 105 M−1 in a solvent mixture of tetrahydrofuran and water (THF–H2O = 9/1, v/v). The FTC maintained high selectivity toward Fe3+ in the presence of ten interfering metal cations. The HOMO and LUMO levels were estimated to be −5.88 eV and −2.88 eV, respectively. The FTC significantly enhances the emission performance of PLEDs [ITO/PEDOT:PSS/MEH-PPV/EIL/Al] when used as an electron injection layer (EIL), especially in the presence of metal carbonates. Particularly, the device using K2CO3 doped FTC as the electron-injection layer (EIL) exhibited significantly enhanced performance compared to the one without EIL. The performance was significantly enhanced to 11 630 cd m−2 and 1.47 cd A−1, respectively, from 230 cd m−2 and 0.03 cd A−1 of the non-FTC device. Current results indicate that multifunctional fluorene-based material FTC is a potential candidate for selective detection of Fe3+ and as an effective electron injection layer to enhance the performance of MEH-PPV.

  我们设计了一种含有三氮杂冠醚的新型多功能的基于芴的材料（FTC），不仅可用于在水溶液中作为对Fe3+的化学传感器，还旨在利用环境稳定的铝阴极来增强PLED的发光性能。通过吸收光谱和光致发光光谱（PL）研究了其光物理和传感特性。FTC对Fe3+表现出特定的选择性和高灵敏度，在四氢呋喃和水（THF-H2O=9/1，v/v）的溶剂混合物中，Stern-Volmer系数（Ksv）为1.59×105 M−1。在存在十种干扰金属阳离子的情况下，FTC对Fe3+仍保持高选择性。HOMO和LUMO能级分别估算为−5.88 eV和−2.88 eV。当用作电子注入层（EIL）时，FTC显著增强了PLED[ITO/PEDOT:PSS/MEH-PPV/EIL/Al]的发光性能，尤其是在存在金属碳酸盐的情况下。特别地，使用K2CO3掺杂的FTC作为电子注入层（EIL）的器件与没有EIL的器件相比，性能显著提升。从非FTC器件的230 cd m−2和0.03 cd A−1分别显著提升至11,630 cd m−2和1.47 cd A−1。当前结果表明，多功能基于芴的材料FTC是有潜力的Fe3+选择性检测候选材料，并且作为有效的电子注入层可以增强MEH-PPV的性能。
• Water/alcohol soluble electron injection material containing azacrown ether groups: synthesis, characterization and application to enhancement of electroluminescence
  作者：Chia-Shing Wu、Huai-An Lu、Chiao-Pei Chen、Tzung-Fang Guo、Yun Chen

  DOI：10.1039/c3ob42070a

  日期：——

  environmentally stable metal as the cathode in a polymer light-emitting diode (PLED) is an essential requirement for its practical application. We present the preparation of a water/alcohol soluble copoly(p-phenylene) (P1) containing pendant azacrown ether and ethylene glycol ether groups as a highly efficient electron injection layer (EIL) for PLEDs, allowing the use of environmentally stable aluminum as

  在聚合物发光二极管（PLED）中使用环境稳定的金属作为阴极是对其实际应用的基本要求。我们提出了一种水/醇溶性共聚（对苯撑）（P1）的制备方法，该方法包含侧链氮杂冠醚和乙二醇醚基团作为PLED的高效电子注入层（EIL），从而允许使用环境稳定的铝作为PLED。阴极。使用P1作为EIL的多层PLED [ITO / PEDOT：PSS / PF-Green-B / EIL / Al]显示出显着增强的器件性能，尤其是在存在K 2 CO 3或Cs 2 CO 3的情况下。与没有EIL（0.16 lm W -1的设备）相比，以Cs 2 CO 3掺杂的P1作为EIL的设备的最大发光效率和最大亮度分别提高到9.16 lm W -1和17 050 cd m -2。，890 cd m -2）。同时，导通电压也从5.7 V显着降低到3.7V。性能的提高归因于改善的电子注入，这已通过开路电压（V oc）的升高得到证实
• The synthesis of highly active thiophene ring-containing chromophore components for photonic polymers based on a newly designed route
  作者：Shen Yuquan、Zhao Yuxia、Li Zao、Wang Jianghong、Qiu Ling、Liu Shixiong、Zhai Jianfeng、Zhou Jiayun

  DOI：10.1039/a904945b

  日期：——

  2-Aminothiophene derivatives are the key intermediates for the present synthesis. It is known that the synthesis of 2-aminothiophene is troublesome although it is a rather simple heterocycle. In this work, an early report was newly developed as a basis for the efficient synthesis of thiophene-ring-containing chromophore components for photonic polymers. 2-Amino-5-nitrothiophene and 2-amino-3,5-dinitrothiophene

  2-氨基噻吩衍生物是本合成的关键中间体。已知2-氨基噻吩的合成是麻烦的，尽管它是相当简单的杂环。在这项工作中，新近开发了一份早期报告，作为有效合成光子聚合物含噻吩环的生色团组分的基础。以优异的产率合成了2-氨基-5-硝基噻吩和2-氨基-3,5-二硝基噻吩。重氮化后，将2-氨基噻吩衍生物直接用N处理-苯基二乙醇胺提供二电子推挽化合物。还制备了类似的苯乙烯基化合物。所有这些生色团分子在分子的一端上都具有可聚合的羟基。这些化合物目前在制造高度敏感的非线性光学聚合物材料中显示出令人感兴趣的潜力。