2-(2,4-二氯苯氧基)丙酸肼 | 15253-89-1

• 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-(2,4-二氯苯氧基)丙酸肼
• 中文别名: 2-(2,4-二氯苯氧基)丙酸酰肼
• 英文名称: 2-(2,4-dichlorophenoxy)propionyl-hydrazine
• 英文别名: 2-(2,4-Dichlorophenoxy)propanehydrazide
• CAS: 15253-89-1
• 化学式: C₉H₁₀Cl₂N₂O₂
• mdl: MFCD00204152
• 分子量: 249.097
• InChiKey: ZASHHUFHMQDNNE-UHFFFAOYSA-N

物化性质

• 熔点：
  164-168 °C
• 沸点：
  444.2±35.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn
• 危险类别码：
  R36/37/38
• 海关编码：
  2928000090
• 危险类别：
  IRRITANT
• 安全说明：
  S26,S37/39

SDS

Name:	2-(2 4-Dichlorophenoxy)propionic acid hydrazide 98% Material Safety Data Sheet
Synonym:
CAS:	15253-89-1

Section 1 - Chemical Product MSDS Name:2-(2 4-Dichlorophenoxy)propionic acid hydrazide 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
15253-89-1	2-(2,4-Dichlorophenoxy)propionic acid	98%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 15253-89-1: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 164 - 168 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C9H10Cl2N2O2
Molecular Weight: 249.1

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 15253-89-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-(2,4-Dichlorophenoxy)propionic acid hydrazide - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 15253-89-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 15253-89-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 15253-89-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(2,4-二氯苯氧基)丙酸肼 在 三乙胺 、 三氟乙酸 作用下， 以 吡啶 、 乙二醇甲醚 为溶剂， 反应 12.0h， 生成 5-{1-tosyl-5-[1-(2,4-dichlorophenoxy)ethyl]-1H-1,2,4-triazol-3-yl}-2-propylthio-6-(methylthio)-pyrimidin-4-amine
  参考文献：
  名称：

  含芳基磺酰基的嘧啶基-1,2,4-三唑衍生物的合成及除草活性

  摘要：

  为发现具有高除草活性的新型杂环化合物，通过掺入活化的1,2,4-三唑，嘧啶，设计合成了一系列新型嘧啶基-1,2,4-三唑衍生物（Ι-1至Ι-41 ）。和苯磺酰基结构模板。它们的结构通过质子核磁共振（1 H NMR）、碳13核磁共振（13 C NMR）、高分辨率质谱（HRMS）和X射线单晶衍射（化合物Ⅰ-3）。它们对单子叶植物（Echinochloa crusgalli，Sorghum bicolor）和双子叶植物（Raphanus sativus，Brassica campestris、Cucumis sativus和Medicago sativa ) 使用培养皿培养方法进行评估。结果表明，大多数标题化合物在100 mg·L -1时对植物生长表现出显着的除草效力，而其中一些如I-2和I-4在10 mg·L时对杂草控制显示出显着的抑制作用。 L -1和100 mg·L -1。总的来说，化合物

  DOI：

  10.1002/jhet.4410
• 作为产物：
  描述：

  2-(2,4-二氯苯氧基)丙酸乙酯 在 肼 作用下， 生成 2-(2,4-二氯苯氧基)丙酸肼
  参考文献：
  名称：

  新型含二酰基肼/ 1,3,4-Oxadiazole部分的N-吡啶基吡唑衍生物的合成和杀虫作用评估

  摘要：

  两个系列新颖的Ñ含二酰基肼/ 1,3,4-恶二唑基部分-pyridylpyrazole衍生物，设计并基于氯虫苯甲酰胺的结构和特征的合成通过 1 H-NMR，13 C-NMR，IR，MS和元素分析。初步的生物测定表明，某些标题化合物I和II对Mythimna separata表现出杀幼虫活性，在500 mg / L时死亡率为90-100％。进一步测试表明，这些化合物对Mythimna separata和Plutella xylostella的杀虫活性较弱。 浓度为200 mg / L，可能不适合用作进一步优化的杀虫剂铅化合物。

  DOI：

  10.1002/jhet.3505

文献信息

• Synthesis and herbicidal activity of novel 1,2,4-triazole derivatives containing fluorine, phenyl sulfonyl and pyrimidine moieties
  作者：Lingyun Yang、Yi Sun、Linghui He、Yujia Fan、Tao Wang、Jin Luo

  DOI：10.1016/j.molstruc.2022.132722

  日期：2022.7

  pyrimidine-5-carbonitrile Ι were employed as the starting materials to synthesize a novel series of 1,2,4-triazole derivatives containing fluorine, phenyl sulfonyl and pyrimidine moieties Ⅳ-1∼Ⅳ-39. The preliminary bioassay indicated that many newly synthesized compounds exhibited moderate to good herbicidal activities against the monocotyledons (Echinochloa crusgalli, Sorghum bicolor) and dicotyledons (Raphanus sativus

  本研究以4-氨基-2-(烷硫基)-6-(甲硫基)嘧啶-5-甲腈为原料合成了一系列含氟、苯磺酰基的新型1,2,4-三唑衍生物。和嘧啶部分Ⅳ-1 ∼ Ⅳ-39。初步生物测定表明，许多新合成的化合物在100 mg·L 的浓度下对单子叶植物（ Echinochloa crusgalli、Sorghum bicolor）和双子叶植物（Raphanus sativus、Brassica campestris、Cucumis sativus和Medicago sativa ）表现出中等至良好的除草活性- 1和10 mg·L -1。特别是化合物（Ⅳ-8) 表现出良好的除草活性，在浓度为 100 mg·L -1时对芸苔、黄瓜和紫花苜蓿具有 100% 的抑制作用。
• Design, synthesis, and herbicidal activity of novel pyrimidine derivatives containing 1,2,4-triazole
  作者：Jiajun Zhu、Linghui He、Jin Luo、Jun Xiong、Tao Wang

  DOI：10.1080/10426507.2021.1946063

  日期：2021.10.3

  Abstract A facile approach for the synthesis of pyrimidine derivatives containing 1,2,4-triazole moiety via the reaction of substituted 2-phenoxypropane hydrazide with ethyl-N-(5-cyano-2-alkylthio-5-cyano-6-methylthiopyrimidin-4-yl) formimidate in refluxing 2-methoxyethanol is reported. The structures of the title compounds were identified by 1H NMR, 13C NMR, and HRMS. The configuration of compound

  摘要 通过取代的 2-苯氧基丙烷酰肼与乙基-N- (5-氰基-2-烷硫基-5-氰基-6-甲基硫代嘧啶-4)反应合成含有 1,2,4-三唑部分的嘧啶衍生物的简便方法-yl)甲亚氨酸酯在回流的 2-甲氧基乙醇中被报道。标题化合物的结构通过1 H NMR、13 C NMR 和 HRMS进行鉴定。通过X射线晶体学分析证实了化合物5a的构型。初步除草试验表明，部分目标化合物对甘蓝型油菜（油菜）和稗草（稗）表现出良好的抑制活性。
• 1-(ARYLOXY)PROPIONOYL-2-ARYLSULFONYL HYDRAZINES, PROCESS FOR PREPARATION THEREOF AND USE THEREOF AS HYPOGLYCEMIC AGENTS
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US20030187065A1

  公开（公告）日：2003-10-02

  The present invention relates to 1-(aryloxy)propionoyl-2-arylsulfonyl hydrazines useful as hypoglycemic agents, and to a process for synthesis thereof. The present invention also relates to the synthesis of 1-(aryloxy)propionoyl-2-arylsulfonyl hydrazines as new hypoglycemic agents which may be useful in the treatment of diabetes.

  本发明涉及可用作降血糖药的 1-(芳氧基)丙酰基-2-芳基磺酰基肼及其合成工艺。本发明还涉及 1-(芳氧基)丙酰基-2-芳基磺酰基肼作为新的降血糖剂的合成，这种降血糖剂可用于治疗糖尿病。
• Design, Synthesis, Biological Activities, and 3D-QSAR of New N,N′-Diacylhydrazines Containing 2-(2,4-dichlorophenoxy)propane Moiety
  作者：Xing-Hai Liu、Li Pan、Yi Ma、Jian-Quan Weng、Cheng-Xia Tan、Yong-Hong Li、Yan-Xia Shi、Bao-Ju Li、Zheng-Ming Li、Yong-Gang Zhang

  DOI：10.1111/j.1747-0285.2011.01205.x

  日期：2011.10

  A series of new N,N′‐diacylhydrazine derivatives were synthesized efficiently under microwave irradiation. Their structures were characterized by 1H NMR, MS, and elemental analysis. Various biological activities of these compounds were tested. Most of them exhibited higher herbicidal activities against dicotyledonous weeds than monocotyledonous weeds. In addition, favorable in vivo fungicidal activities were also found of these compounds against Cladosporium cucumerinum, Corynespora cassiicola, Sclerotinia sclerotiorum(Lib.)de Bary, Erysiphe cichoracearum, and Colletotrichum orbiculare (Berk aLMont) Arx. All compounds displayed excellent plant growth regulatory activities: 100% inhibition was achieved against the radicle growth of cucumber. To further investigate the structure–activity relationship, comparative molecular field analysis was performed on the basis of herbicidal activity data, resulting in a statistically reliable model with good predictive power (r2 = 0.913, q2 = 0.556). Based on the calculation, five additional novel compounds were designed and synthesized. Satisfyingly, compound 4u displayed excellent herbicidal activity (94.7%) at 1500 g/ha, although it is less active than 2,4‐D. Meanwhile, this compound also exhibited good fungicidal activity against C. orbiculare (Berk aLMont) Arx (82.16%).
• Antiviral activity of 2,3-secotriterpenic hydrazones of the lupane and 19β,28-epoxy-18α-oleanane types
  作者：N. V. Galayko、I. A. Tolmacheva、V. V. Grishko、L. V. Volkova、E. N. Perevozchikova、S. A. Pestereva

  DOI：10.1134/s1068162010040114

  日期：2010.7

  Novel hydrazones of the lupane and 19 beta,28-epoxy-18 alpha-oleanane types have been synthesized via the interaction of 2,3-secotriterpenic aldehydonitriles with substituted hydrazines. As a result of the investigation of the antiviral activity of 2,3-secotriterpenic hydrazones against the Indiana strain of the vesicular stomatitis virus on two models of mammalian cell line infection, the acetylhydrazone of 1-cyano-2,3-seco-19 beta,28-epoxy-18 alpha-olean-3-al has been found to have a high prophylactic activity of 0.00016 mu g/ml to the vesicular stomatitis virus and to inhibit virus reproduction in primarily infected cells in a 0.21-mu g/ml concentration.