acrolein (2,4-dinitrophenyl)hydrazone | 888-54-0

• 物质功能分类: 化学试剂 - 有机试剂 - 腙
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: acrolein (2,4-dinitrophenyl)hydrazone
• 英文别名: 2,4-dinitrophenylhydrazone of acrylaldehyde；acrylaldehyde 2,4-dinitrophenylhydrazone；2,4-dinitrophenylhydrazone of acroleine；2,4-dinitrophenylhydrazone of acrolein；acrolein 2,4-dinitrophenylhydrazone；acrolein 2,4-dinitrohydrazone；2-Propenal 2,4-Dinitrophenylhydrazone；2,4-dinitro-N-(prop-2-enylideneamino)aniline
• CAS: 888-54-0
• 化学式: C₉H₈N₄O₄
• 分子量: 236.187
• InChiKey: JJPZHGIYUVFTGG-UHFFFAOYSA-N

物化性质

• 熔点：
  221-222℃
• 沸点：
  392.8±42.0 °C(Predicted)
• 密度：
  1.40
• 闪点：
  2 °C
• 溶解度：
  氯仿（微溶、超声处理）、甲醇（微溶、超声处理）
• 保留指数：
  2279

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险等级：
  4.1
• 危险品标志：
  Xn,F,Xi
• 安全说明：
  S16,S26,S36/37
• 危险类别码：
  R20/21/22,R36,R36/37/38,R11
• WGK Germany：
  2,3
• 海关编码：
  2928000090
• 危险品运输编号：
  UN 1648 3/PG 2

SDS

Acrolein 2,4-Dinitrophenylhydrazone Revision number: 6
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Acrolein 2,4-Dinitrophenylhydrazone

Revision number: 6

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 2
Flammable solids
HEALTH HAZARDS
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Warning
Hazard statements Flammable solid
Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
[Prevention]
Use explosion-proof electrical/ventilating/lighting equipment.
Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
[Response]
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Acrolein 2,4-Dinitrophenylhydrazone
Percent: >98.0%(HPLC)(T)
888-54-0
CAS Number:
Synonyms: 2-Propenal 2,4-Dinitrophenylhydrazone
Chemical Formula: C9H8N4O4
Acrolein 2,4-Dinitrophenylhydrazone

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Explosion risk in case of fire. Fight fire remotely due to the risk of explosion.
from the chemical: Take care as it may decompose upon combustion or in high temperatures to
generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Keep containers cool by
spraying with water. Eliminate all ignition sources if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.
Prevention of secondary Remove all sources of ignition. Fire-extinguishing devices should be prepared in
hazards: case of a fire. Use spark-proof tools and explosion-proof equipment.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Be careful not to cause leakage, overflow, or dispersion. Steam should not be
generated unnecessarily. Keep away from heat/sparks/open flame/hot surfaces. -No
smoking. Take measures to prevent the build up of electrostatic charge. Use
explosion-proof equipment. Avoid shock and friction. Wash hands and face before
breaks and immediately after handling the product.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Be sure not to give the container unexpected impacts, such as falling down or falling
off.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
Personal protective equipment
Acrolein 2,4-Dinitrophenylhydrazone

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Powder
Colour: Yellow - Yellow red
Odour: No data available
pH: No data available
Melting point/freezing point:165°C
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility(ies):
[Water] No data available
[Other solvents] No data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous May explosively decompose on heating, shock, friction, etc.
reactions:
Heat, Spark, Open flame, Static discharge, Shock, Friction
Conditions to avoid:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx)
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
No data available
Crustacea:
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
No data available
Henry's Law
constant(PaM3/mol):
Acrolein 2,4-Dinitrophenylhydrazone

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities and an expert of disposal. You may be able
to dissolve or mix material with a combustible solvent and little by little burn in a chemical incinerator equipped with
an afterburner and scrubber system. If a large amount of the substance is burned at a time, an explosion may
occur. Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: 4.1: Flammable solid.
1325
UN-No:
Proper shipping name: Flammable solid, organic, n.o.s.
III
Packing group:

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  acrolein (2,4-dinitrophenyl)hydrazone 在 溴 、 乙酸酐 作用下， 以 溶剂黄146 为溶剂， 以70%的产率得到N-(2,4-dinitrophenyl)acrylohydrazonoyl bromide
  参考文献：
  名称：

  取代的的卤化。合成一些新的酰肼基卤化物的简便方法

  摘要：

  DOI：

  10.1021/je00026a022
• 作为产物：
  描述：

  3-Benzolsulfonyl-propionaldehyd-<2.4-dinitro-phenylhydrazon> 在 aluminum oxide 作用下， 以 苯 为溶剂， 生成 acrolein (2,4-dinitrophenyl)hydrazone
  参考文献：
  名称：

  A New Rearrangement Reaction¹

  摘要：

  DOI：

  10.1021/jo01051a028

文献信息

• Application of Screening Experimental Designs to Assess Chromatographic Isotope Effect upon Isotope-Coded Derivatization for Quantitative Liquid Chromatography–Mass Spectrometry
  作者：Szabolcs Szarka、Katalin Prokai-Tatrai、Laszlo Prokai

  DOI：10.1021/ac501309s

  日期：2014.7.15

  Isotope effect may cause partial chromatographic separation of labeled (heavy) and unlabeled (light) isotopologue pairs. Together with a simultaneous matrix effect, this could lead to unacceptable accuracy in quantitative liquid chromatography–mass spectrometry assays, especially when electrospray ionization is used. Four biologically relevant reactive aldehydes (acrolein, malondialdehyde, 4-hydroxy-2-nonenal

  同位素效应可能导致标记（重）和未标记（轻）同位素对的部分色谱分离。再加上同时存在的基质效应，这可能导致定量液相色谱-质谱分析的准确性无法接受，尤其是在使用电喷雾电离时。四种生物相关的反应性醛（丙烯醛、丙二醛、4-羟基-2-壬烯醛和 4-氧代-2-壬烯醛）用轻质或重质（d 3 -、13 C 6 -、15 N 2 - 或15 ñ 4-标记) 2,4-二硝基苯肼并用作模型化合物以评估色谱同位素效应。为了在各种梯度反相液相色谱条件下综合评估轻/重对之间的保留时间差异，主要色谱参数（固定相、流动相 pH 值、温度、有机溶剂和梯度斜率）和不同同位素标记由多个解决方案解决。 - 使用包括不对称 (Addelman) 和 Plackett-Burman 方案的实验设计进行因子筛选，然后进行统计评估。结果证实，避免色谱同位素效应的最有效方法是使用15 N 或13C 标记代替氘标记，而色谱参数没有普遍影响。使用氘与15
• Scavenging of Acrolein by Food-Grade Antioxidant Propyl Gallate in a Model Reaction System and Cakes
  作者：Jiaqi Wang、Yongling Lu、Tiesong Zheng、Shengmin Sang、Lishuang Lv

  DOI：10.1021/acs.jafc.9b03486

  日期：2019.8.7

  of mono-ACR adducts (PG–ACR) and di-ACR adducts (PG–2ACR). The two adducts were successfully purified, and their structures were elucidated on the basis of their high-resolution mass spectrometry and 1H, 13C, and two-dimensional nuclear magnetic resonance data. We further identified that PG–ACR had the ability to continue to trap GO and MGO to form PG–ACR–GO and PG–ACR–MGO, respectively, by liquid

  反应性羰基物质（RCS），如丙烯醛（ACR），乙二醛（GO），和甲基乙二醛（MGO），已经受到了广泛关注最近作为其高活性和毒性的结果在体外和体内。在本研究中，发现常见的食品抗氧化剂没食子酸丙酯（PG）通过形成单ACR加合物（PG-ACR）和二ACR加合物（PG- 2ACR）。两种加合物均已成功纯化，并根据其高分辨率质谱和1 H，13对其结构进行了阐明。C，二维核磁共振数据。我们进一步发现，通过液相色谱-串联质谱法（LC-MS / MS），PG-ACR具有继续捕获GO和MGO的能力，分别形成PG-ACR-GO和PG-ACR-MGO。此外，我们验证了PG可通过同时捕获这些RCS并使用LC-MS / MS在磅饼中形成相应的加合物来抑制ACR，GO和MGO的产生。
• METHOD FOR DETECTING ALDEHYDE AND KETONE BY USING THIN LAYER CHROMATOGRAPHY
  申请人：LG CHEM, LTD.

  公开号：EP3686593A1

  公开（公告）日：2020-07-29

  The present invention relates to a method for simultaneously qualitatively and quantitatively analyzing aldehyde and/or ketone compounds in a short time using an optimal TLC plate, proportion of developing solvent, sample amount, and the like. By providing the optimal conditions for using TLC, the analysis result equivalent to a conventional analysis result can be obtained in a shorter time.

  本发明涉及一种利用最佳 TLC 板、显影溶剂比例、样品量等在短时间内同时定性和定量分析醛和/或酮化合物的方法。通过提供使用 TLC 的最佳条件，可在较短时间内获得与传统分析结果相当的分析结果。
• Allen, Journal of the American Chemical Society, 1930, vol. 52, p. 2956
  作者：Allen

  DOI：——

  日期：——
• 96. Acid-catalysed hydration of acraldehyde. Kinetics of the reaction and isolation of β-hydroxypropaldehyde
  作者：R. H. Hall、E. S. Stern

  DOI：10.1039/jr9500000490

  日期：——