2,4-二硝基苯肼盐酸盐 | 55907-61-4

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 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: 2,4-二硝基苯肼盐酸盐
• 中文别名: 2,4-二硝基苯肼盐酸盐[用于高效液相色谱标记]
• 英文名称: 2,4-dinitrophenylhydrazine hydrochloride
• 英文别名: (2,4-Dinitrophenyl)hydrazine;hydron;chloride；(2,4-dinitrophenyl)hydrazine;hydron;chloride
• CAS: 55907-61-4
• 化学式: C₆H₇N₄O₄*Cl
• 分子量: 234.599
• InChiKey: PUYFAZQODQZOFK-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C
• 溶解度：
  在热稀盐酸中几乎透明

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 危险等级：
  4.1
• 海关编码：
  2928000090
• 危险品运输编号：
  UN 1325
• 储存条件：
  存放于惰性气体中，避免接触空气和湿气（特别是吸湿性物质）。

SDS

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Section I.Chemical Product and Company Identification
Chemical Name 2,4-Dinitrophenylhydrazine Hydrochloride
[for HPLC Labeling]
Portland OR
2,4-Dinitrophenylhydrazine Hydrochloride (for HPLC
Synonym
labeling)
Chemical Formula C6H6N4O4.HCl
55907-61-4
CAS Number

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Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
2,4-Dinitrophenylhydrazine Hydrochloride 55907-61-4 Min. 98.0 Not available. Not available.
[for HPLC Labeling]
(HPLC,T)

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Section III. Hazards Identification
No specific information is available in our data base regarding the toxic effects of this material for humans. However,
Acute Health Effects
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 After contact with skin, wash immediately with plenty of water. 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.
If the victim is not breathing, perform artificial respiration. Loosen tight clothing such as a collar, tie, belt or waistband. If
Inhalation
breathing is difficult, oxygen can be administered. Seek medical attention. Treat symptomatically and supportively.
INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Ingestion
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.
Flammable. Auto-Ignition
Flammability
Flash Points Flammable Limits Not available.
Not available.
These products are toxic carbon oxides (CO, CO2), nitrogen oxides (NO, NO2), halogenated compounds.
Combustion Products
WARNING: Highly toxic HCl gas is produced during combustion.
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, CO2, water spray or foam.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Continued on Next Page
2,4-Dinitrophenylhydrazine Hydrochloride
[for HPLC Labeling]

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Section VI. Accidental Release Measures
Spill Cleanup Flammable solid.
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 FLAMMABLE SOLID. MAY REACT VIOLENTLY AND/OR EVOLVE HEAT UPON EXPOSURE TO SHOCK, HEAT, AND
FRICTION. Reactive with strong oxidizers; may be ignited by heat, sparks, or flames. Vapors may travel to source of
Information
ignition and flash back. Tightly seal container and store in a cool place. Closed containers may explode from heat of a fire.
Empty containers may pose a fire risk. Evaporate residue under a fume hood if possible. Ground all equipment containing
material. 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, 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
Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended
Engineering Controls
exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants
below the exposure limit.
Splash goggles. Lab coat. Dust respirator. Boots. Gloves. A MSHA/NIOSH approved respirator must be used to avoid
Personal Protection
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
Powder. Solubility
Physical state @ 20°C Not available.
Not available.
Specific Gravity
234.6
Molecular Weight Partition Coefficient Not available.
Boiling Point Not available. Vapor Pressure Not available.
Not available. Not available.
Melting Point Vapor Density
Not available. Volatility Not available.
Refractive Index
Not available.
Critical Temperature Not available. Odor
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
Not available.
RTECS Number
Eye contact. Inhalation. Ingestion.
Routes of Exposure
Toxicity Data Not available.
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
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
2,4-Dinitrophenylhydrazine Hydrochloride
[for HPLC Labeling]

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

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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 a
Waste Disposal
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 CLASS 4.1: Flammable solid.
DOT Classification
PIN Number
Proper Shipping Name Flammable solid, organic, n.o.s.
Packing Group (PG) II
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) 259-888-5
EEC Risk Statements Not available.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

该化合物2,4-二硝基苯肼盐酸盐主要用于科研用途。

反应信息

• 作为反应物：
  描述：

  2,4-二硝基苯肼盐酸盐 在 C₃₂H₁₈CoN₈ 、 甲氧苯胺 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以88%的产率得到1,3-二硝基苯
  参考文献：
  名称：

  CoPc-catalyzed selective radical arylation of anilines with arylhydrazines for synthesis of 2-aminobiaryls

  摘要：

  描述了CoPc催化的选择性自由基芳基化反应，将苯胺与芳基肼反应，生成中等到良好产率的2-氨基二芳基化合物。

  DOI：

  10.1039/c4ob00798k
• 作为产物：
  描述：

  2,4-二硝基苯胺 在 盐酸 、 sodium nitrite 、 tin(II) chloride dihdyrate 作用下， 以 水 为溶剂， 反应 0.5h， 生成 2,4-二硝基苯肼盐酸盐
  参考文献：
  名称：

  Design, Synthesis, Crystal Structures, and Insecticidal Activities of Eight-Membered Azabridge Neonicotinoid Analogues

  摘要：

  Three series of novel azabridge neonicotinoid analogues were designed and synthesized, which were constructed by starting material A, glutaraldehyde, and primary amine hydrochlorides (aliphatic amines, phenylhydrazines, and anilines). Most of the eight-membered azabridge compounds presented higher insecticidal activities than oxabridged compound B against cowpea aphid (Aphis craccivora) and brown planthopper (Nilaparvata lugens). Compared with imidacloprid, some azabridged compounds exhibited excellent insecticidal activity against brown planthopper. The crystal structures and bioassay indicated that changing bridge atoms from O to N could lead to entirely different conformations, which might be the important influential factor of the bioactivities.

  DOI：

  10.1021/jf4046683

文献信息

• An Iodide-Mediated Transition-Metal-Free Strategy towards Unsymmetrical Diaryl Sulfides via Arylhydrazines and Thiols
  作者：Farnaz Jafarpour、Mohammad Asadpour、Meysam Azizzade、Mehran Ghasemi、Saideh Rajai-Daryasarei

  DOI：10.1055/s-0039-1690757

  日期：2020.3

  A mild, scalable iodine-mediated oxidative cross-coupling reaction of arylhydrazines and thiols for construction of thioethers (sulfides) in the absence of any transition metals or photocatalysts is disclosed. A variety of unsymmetrical diaryl sulfides with broad substrate scope both on thiols and hydrazines were synthesized in high yields in water at room temperature. Furthermore, to demonstrate the

  公开了在不存在任何过渡金属或光催化剂的情况下，温和的，可扩展的碘介导的芳基肼和硫醇的氧化交叉偶联反应，用于构建硫醚（硫化物）。在室温下于水中以高收率合成了多种在硫醇和肼上具有广泛底物范围的不对称二芳基硫醚。此外，为了证明该方案的实用性，上述C–S键的形成被应用于伏替西汀作为抗抑郁药的关键结构的合成中。克级结果也增加了该协议的潜在用途。
• [EN] DETECTION OF CHOLESTEROL OZONATION PRODUCTS<br/>[FR] DETECTION DE PRODUITS D'OZONATION DU CHOLESTEROL
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2005023831A1

  公开（公告）日：2005-03-17

  The invention relates to detection of cholesterol ozonation products that are generated by atherosclerotic plaque material, and to methods of detecting vascular conditions that relate to the accumulation and oxidation of cholesterol.

  这项发明涉及检测由动脉粥样硬化斑块材料产生的胆固醇臭氧化产物，以及检测与胆固醇积聚和氧化有关的血管状况的方法。
• Synthesis of novel dihydrotriazine derivatives bearing 1,3-diaryl pyrazole moieties as potential antibacterial agents
  作者：Tian-Yi Zhang、Chang-Ji Zheng、Jie Wu、Liang-Peng Sun、Hu-Ri Piao

  DOI：10.1016/j.bmcl.2019.02.033

  日期：2019.5

  Three novel series of dihydrotriazine derivatives bearing 1,3-diaryl pyrazole moieties were designed, synthesized and evaluated in terms of their antibacterial and antifungal activities. Most of the synthesized compounds showed potent inhibition of several Gram-positive bacterial strains (including multidrug-resistant clinical isolates) and Gram-negative bacterial strains with minimum inhibitory concentration

  设计，合成和评估了三个带有1,3-二芳基吡唑部分的二氢三嗪衍生物系列，并对其抗菌和抗真菌活性进行了评估。大多数合成的化合物均显示出对几种革兰氏阳性细菌菌株（包括耐多药临床分离株）和革兰氏阴性细菌菌株的有效抑制作用，其最低抑菌浓度值在1-64 µg / mL的范围内。化合物4b和4c对革兰氏阳性菌（金黄色葡萄球菌4220，MRSA 3167，QRSA 3519）和革兰氏阴性菌（大肠杆菌1924）表现出最强的抑制活性，最小抑菌浓度值为1或2 µg /毫升 与以前的研究相比，这些化合物表现出广谱的抑制活性。化合物4a，4b，在L02细胞中评估4c和11n。体外酶研究表明，化合物4c通过抑制DHFR发挥其抗菌活性。
• Oxidative behaviours and relative reactivities of some α-hydroxy acids towards bromate ion in hydrochloric acid medium
  作者：Kalyan Kali Sen Gupta、Amalendu Banerjee、Hrishikesh Chatterjee

  DOI：10.1016/s0040-4020(01)89029-3

  日期：——

  parameters of the reactions have been compared. The plausible mechanism of the oxidation process has been suggested. The reactivity of the α-hydroxy acids towards bromate ion are as follows: 9-hydroxy-9-carboxy fluorene > atrolactic acid > mandelic acid > benzilic acid > α-hydroxyisobutyric acid > lactic acid > glycolic acid.

  研究了溴酸钾在稀盐酸介质中对某些α-羟基酸的氧化动力学。就溴酸根离子而言，反应是一级反应。α-羟基酸和氢离子的浓度。反应速率受两个因素控制：（i）质子化羟基酸的生产容易程度；（ii）中间体（1：1）溴酸酯的稳定性。比较了反应的活化参数。已经提出了氧化过程的合理机理。α-羟基酸对溴酸根离子的反应性如下：9-羟基-9-羧基芴>芳构酸>扁桃酸>苯甲酸>α-羟基异丁酸>乳酸>乙醇酸。
• Synthesis and selective human monoamine oxidase inhibition of 3-carbonyl, 3-acyl, and 3-carboxyhydrazido coumarin derivatives
  作者：Daniela Secci、Simone Carradori、Adriana Bolasco、Paola Chimenti、Matilde Yáñez、Francesco Ortuso、Stefano Alcaro

  DOI：10.1016/j.ejmech.2011.07.017

  日期：2011.10

  Several 3-carbonyl (1–26), 3-acyl (27–52), and 3-carboxyhydrazido (53–58) coumarins have been synthesized in high yields (72–99%) and tested in vitro for their human monoamine oxidase A and B (hMAO-A and hMAO-B) inhibitory activity. Different substituents on the coumarin nucleus were evaluated for their effect on biological activity and isoform selectivity. Substitution at position C7 of the 3-ethyl

  几个-3-羰基（1 - 26），3-酰基（27 - 52），和3- carboxyhydrazido（53 - 58）香豆素已经以高收率（72-99％）合成并测试在体外对它们的人类单胺氧化酶A和B（hMAO-A和hMAO-B）的抑制活性。评价了香豆素核上的不同取代基对生物活性和同工型选择性的影响。对于使用IC 50获得高效且选择性的hMAO-B抑制剂而言，在3-乙酯香豆素环的C7位取代或在C3引入肼基取代基很重要。值在纳摩尔范围内。一些衍生物也进行了稳定性测试，在体外没有化​​学裂解。

表征谱图