4-[N,N-双(2-羟乙基)氨基]苯甲醛 | 27913-86-6

• 物质功能分类: 有机原料 - 醛类化合物
• 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: 4-[N,N-双(2-羟乙基)氨基]苯甲醛
• 英文名称: 4-(bis(2-hydroxyethyl)amino)benzaldehyde
• 英文别名: 4-[N,N-bis(2-hydroxyethyl)amino]benzaldehyde；4-benzaldehyde；p-N,N-bis(2-hydroxyethyl)amino benzaldehyde；4-[bis(2-hydroxyethyl)amino]benzaldehyde
• CAS: 27913-86-6
• 化学式: C₁₁H₁₅NO₃
• mdl: MFCD04114397
• 分子量: 209.245
• InChiKey: YSDDPNWGLSGZRC-UHFFFAOYSA-N

物化性质

• 熔点：
  55-62 °C(lit.)
• 沸点：
  433.4±40.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R22,R36,R43
• 海关编码：
  2922509090
• WGK Germany：
  3
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302,H317,H319
• 储存条件：
  保持贮藏器密封，并将其放入一个紧密的容器中。应储存在阴凉、干燥的地方。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 4-[N,N-Bis(2-hydroxyethyl)amino]benzaldehyde
CAS-No. : 27913-86-6
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
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Oral (Category 4)
Eye irritation (Category 2)
Skin sensitization (Category 1)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to eyes. May cause sensitization by skin contact. Harmful if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H317 May cause an allergic skin reaction.
H319 Causes serious eye irritation.
Precautionary statement(s)
P280 Wear protective gloves.
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 Irritating to eyes.
R43 May cause sensitization by skin contact.
R22 Harmful if swallowed.
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 : C11H15NO3
Molecular Weight : 209,24 g/mol
Component Concentration
4-(N,N-Bis(2-hydroxyethyl)amino)benzaldehyde
CAS-No. 27913-86-6 -

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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. 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 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
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
Face shield and safety glasses 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
Complete suit protecting against chemicals, 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
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 55 - 62 °C - lit.
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- log Pow: 0,084
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
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
May cause allergic skin reaction.
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 Harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause 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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-[N,N-双(2-羟乙基)氨基]苯甲醛 在 sodium hydroxide 、 silver(l) oxide 作用下， 以 水 为溶剂， 反应 0.17h， 以95%的产率得到4-[N,N-双(2-羟乙基)氨基]苯甲酸
  参考文献：
  名称：

  深入了解 DNA 与无限钳状铜 (II) 复合物之间的相互作用

  摘要：

  摘要 Cu(II) 配合物 [Cu 2 (phen) 2 (NAB) 2 (HO)] n (phen = 1, 10-菲咯啉和 NABH = p -N, N-(2-羟乙基)氨基苯甲酸)是合成，并通过X射线衍射证实了其结构。该配合物的结构似乎是钳状的，其中 Cu(II) 原子采用扭曲的方形金字塔几何形状。每个 Cu(II) 由 phen 配体中的两个氮原子和来自两个 NABH 配体中每一个的两个羧基氧原子配位。钳状配位单元由相邻的羟乙基桥接成无限的一维链，通过广泛的O…H氢键和π-π相互作用进一步连接形成3D网络。标题复合物显示出较弱的双链 DNA 相互作用活性。光谱和理论模拟结果表明，复合物通过与碱基对的氢键连接到 DNA 表面。图形摘要 设计了一种具有两个末端羟乙基的新型苯甲酸衍生物，并将其用作辅助配体，合成了混合配位钳状 Cu(II)-菲咯啉配合物。氢键在将夹子连接成无限的一维链以及 DNA

  DOI：

  10.1007/s11243-020-00401-z
• 作为产物：
  描述：

  N,N-二羟乙基苯胺 在 sodium acetate 、 sodium carbonate 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 37.0h， 生成 4-[N,N-双(2-羟乙基)氨基]苯甲醛
  参考文献：
  名称：

  新型单和二羟基官能化4,4'-二烯基-2,2'-联吡啶的合成与配位研究

  摘要：

  据报道，方便和大规模制备新的单和双羟基取代的4,4'-双（二烷基氨基苯乙烯基）-2,2'-联吡啶。还描述了他们对[Ru（DEAS-bpy）2 ] 2+（DEAS-bpy = 4,4'-双（二乙基氨基苯乙烯基）-2,2'-联吡啶的配位研究。

  DOI：

  10.1016/s0040-4039(98)01499-3

文献信息

• 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
• [EN] INDOLINIUM-DERIVED THIOL/DISULFIDE DYE, DYE COMPOSITION COMPRISNG THIS DYE, PROCESS FOR LIGHTENING KERATIN MATERIALS USING THIS DYE<br/>[FR] COLORANT THIOL/DISULFURE DÉRIVÉ D'INDOLIUM, COMPOSITION COLORANTE COMPRENANT LEDIT COLORANT, PROCÉDÉ D'ÉCLAIRCISSEMENT DE MATÉRIAUX À BASE DE KÉRATINE AU MOYEN DE CE COLORANT
  申请人：OREAL

  公开号：WO2009037348A1

  公开（公告）日：2009-03-26

  The invention relates to the dyeing of keratin materials using indolinium-derived thiol and disulfide fluorescent dyes. The invention relates to a dye composition comprising an indolinium-derived-chromophore thiol or disulfide dye and to a dyeing process with a lightening effect on keratin fibers such as the hair, using said composition. It similarly relates to novel indolinium-derived-chromophore thiol dyes and to the uses thereof in lightening keratin materials. This composition makes it possible to obtain a coloring with a lightening effect which is particularly resistant and visible on dark keratin fibers.

  该发明涉及使用吲哚啉衍生硫醇和二硫化物荧光染料对角蛋白材料进行染色。该发明涉及一种染料组合物，包括一种吲哚啉衍生色团硫醇或二硫化物染料，以及使用该组合物对角蛋白纤维（如头发）进行具有减淡效果的染色过程。它还涉及新型吲哚啉衍生色团硫醇染料及其在减淡角蛋白材料中的用途。该组合物能够实现一种具有减淡效果的染色，特别是在深色角蛋白纤维上表现出耐久性和可见性。
• Crystal structures of benzoxazolyl–copper(<scp>iii</scp>,<scp>ii</scp>,<scp>i</scp>) complexes and investigation of Cu(<scp>ii</scp>)-mediated aryl carbon–hydrogen bromination
  作者：Lianke Wang、Hongping Zhou、Jieying Wu、Yupeng Tian

  DOI：10.1039/c5dt01090j

  日期：——

  We report three new copper complexes with different oxidation states based on the phenylbenzoxazole system.

  我们报告了基于苯基苯并噁唑系统的三种不同氧化态的铜配合物。