4-氯-2-硝基苯甲醚 | 89-21-4

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 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-氯-2-硝基苯甲醚
• 中文别名: 4-氯-1-甲氧基硝基苯；2-硝基-4-氯苯甲醚
• 英文名称: 4-chloro-2-nitroanisole
• 英文别名: 4-chloro-1-methoxy-2-nitrobenzene；2-nitro-4-chloroanisole
• CAS: 89-21-4
• 化学式: C₇H₆ClNO₃
• mdl: MFCD00024327
• 分子量: 187.583
• InChiKey: OSAYFGJUEOYRHY-UHFFFAOYSA-N

物化性质

• 熔点：
  97-99°C
• 沸点：
  279.6±20.0 °C(Predicted)
• 密度：
  1.4219 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2909309090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温

SDS

Name:	4-Chloro-2-Nitroanisole 99+% Material Safety Data Sheet
Synonym:	None known
CAS:	89-21-4

Section 1 - Chemical Product MSDS Name:4-Chloro-2-Nitroanisole 99+% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
89-21-4	4-Chloro-2-Nitroanisole	99+	201-887-9

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate 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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 89-21-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: yellow-green
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 97.00 - 99.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C7H6ClNO3
Molecular Weight: 187.58

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 89-21-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Chloro-2-Nitroanisole - 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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 89-21-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 89-21-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 89-21-4 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

制备方法与用途

化学性质：黄色针状或棱状体结晶。熔点为98℃，能溶于乙醇。

用途：作为有机中间体，用于合成红色基RC。

生产方法：由2,5-二氯硝基苯经甲氧基化制得。

反应信息

• 作为反应物：
  描述：

  4-氯-2-硝基苯甲醚 在 盐酸 、 tin 作用下， 生成 5-氯-2-甲氧基苯胺
  参考文献：
  名称：

  A European Perspective on Depression in the Community: The DEPRES Study

  摘要：

  摘要抑郁症是普通人群中最常见的疾病之一，会造成个人和社会的残疾和损伤。对抑郁症的诊断和管理进行评估的主要研究表明，抑郁症往往诊断不足、治疗不力。本文报告了一项泛欧研究，旨在评估六个不同国家抑郁症的程度和后果。研究分析了不同类型的抑郁症，并对其各自的治疗方法进行了比较。文章强调了改进抑郁症诊断和治疗的重要性。抑郁症的适当治疗取决于患者对抑郁症状的认识、他们寻求治疗的可能性以及初级保健医生识别疾病和开具适当药物的能力。所有这些领域都需要改进。

  DOI：

  10.1017/s1092852900017430
• 作为产物：
  描述：

  2-硝基苯甲醚 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 N-氯代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 以99 %的产率得到4-氯-2-硝基苯甲醚
  参考文献：
  名称：

  元素硫介导的芳香卤化

  摘要：

  已经开发出一种使用元素硫（S 8 ）和N-卤代琥珀酰亚胺的组合进行芳族卤化的方法。催化量的元素硫(S 8 )与N-溴代琥珀酰亚胺(NBS)和N-氯代琥珀酰亚胺(NCS)有效地卤化反应性较低的芳香族化合物，例如酯-、氰基-和硝基取代的苯甲醚衍生物。在没有 S 8的情况下不会发生反应，强调了其在催化活性中的关键作用。该催化体系也适用于1,3-二碘-5,5-二甲基乙内酰脲的芳香族碘化反应。

  DOI：

  10.1021/acs.joc.3c02259
• 作为试剂：
  描述：

  4-氯-2-硝基苯酚 、 potassium carbonate 、 硫酸二甲酯 在 硫酸钾盐 、 丙酮 、 4-氯-2-硝基苯甲醚 、 acetone - water 作用下， 以 丙酮 为溶剂， 反应 5.0h， 生成 4-氯-2-硝基苯甲醚
  参考文献：
  名称：

  N-Substituted 2-methoxybenzenesulphonamides, process for preparing them

  摘要：

  本发明涉及新的N-取代苯磺酰胺，其一般式为##STR1##其中n为2或3，R.sub.1和R.sub.2为氢原子，甲基，乙基基团，或与氮一起形成具有5或6个成员的氮杂环环，特别是哌啶，吡咯烷或吗啉基团。R.sub.3为氢原子，NO.sub.2基团，NH.sub.2基团或卤素，R.sub.4为氢，卤素，NH.sub.2基团或磺酰胺基团。这些化合物可用作药物的活性物质，特别是作为抗恶心药物。

  公开号：

  US04211776A1

文献信息

• Npy antagonists, preparation and uses
  申请人：Botez Iuliana

  公开号：US20090233910A1

  公开（公告）日：2009-09-17

  The present invention concerns novel compounds, their preparation and their uses, therapeutic uses in particular. More specifically it concerns derivative compounds having at least two aromatic cycles, their preparation and their uses, in particular in the area of human or animal health. These compounds have an affinity for the biological receptors of neuropeptide Y, NPY, present in the central and peripheral nervous systems. The compounds of the invention are preferably NPY antagonists, and more particularly antagonists of sub-type NPY Y1, and can therefore be used for the therapeutic or prophylactic treatment of any disorder involving NPY. The present invention also concerns pharmaceutical compositions containing said compounds, their preparation and their uses, as well as treatment methods using said compounds.

  本发明涉及新颖化合物，它们的制备和用途，特别是在治疗方面的用途。更具体地说，它涉及至少具有两个芳香环的衍生化合物，它们的制备和用途，特别是在人类或动物健康领域。这些化合物对存在于中枢和外周神经系统中的神经肽Y（NPY）的生物受体具有亲和力。本发明的化合物优选为NPY拮抗剂，更具体地说是NPY Y1亚型的拮抗剂，因此可用于治疗或预防涉及NPY的任何疾病。本发明还涉及含有所述化合物的药物组合物，其制备和用途，以及使用所述化合物的治疗方法。
• NaIO₄-Mediated Selective Oxidative Halogenation of Alkenes and Aromatics Using Alkali Metal Halides
  作者：Gajanan K. Dewkar、Srinivasarao V. Narina、Arumugam Sudalai

  DOI：10.1021/ol0358206

  日期：2003.11.1

  [reaction: see text] NaIO(4) oxidizes alkali metal halides efficiently in aqueous medium to halogenate alkenes and aromatics and produce the corresponding halo derivatives in excellent regio and stereoselectivity. The system also demonstrates the asymmetric version of bromo hydroxylation using beta-cyclodextrin complexes, resulting in moderate ee.

  [反应：见正文] NaIO（4）在水性介质中有效氧化碱金属卤化物，以卤化烯烃和芳烃，并以极好的区域和立体选择性产生相应的卤代衍生物。该系统还证明了使用β-环糊精络合物的溴羟基化反应的不对称形式，可产生适度的ee。
• Triton B–Mediated Efficient and Convenient Alkoxylation of Activated Aryl and Heteroaryl Halides
  作者：H. M. Meshram、P. Ramesh Goud、B. Chennakesava Reddy、D. Aravind Kumar

  DOI：10.1080/00397910903219518

  日期：2010.6.25

  simple and convenient one-pot synthesis of aryl alkyl ethers by the alkoxylation of aryl halides with alcohol in the presence of Triton B as a base is described. The procedure is applicable for a variety of aryl and heteroaryl halides, and yields are very good. The use of a nonmetallic base and solvent-free conditions are important features of the reaction.

  描述了在 Triton B 作为碱的存在下，通过芳基卤化物与醇的烷氧基化，简单方便地一锅法合成芳基烷基醚。该方法适用于多种芳基和杂芳基卤化物，收率非常好。使用非金属碱和无溶剂条件是反应的重要特征。
• Carbamic acid 2-trimethylsilylethyl ester as a new ammonia equivalent for palladium-catalyzed amination of aryl halides
  作者：Dibakar Mullick、Prakash Anjanappa、Kumaravel Selvakumar、Kandasamy Ruckmani、Manickam Sivakumar

  DOI：10.1016/j.tetlet.2010.08.100

  日期：2010.11

  Carbamic acid 2-trimethylsilylethyl ester (Teoc-NH2) serves as an ammonia equivalent in the palladium-catalyzed amination of aryl bromides and aryl chlorides. Anilines with sensitive functional groups can be readily prepared using these amine derivatives.

  氨基甲酸2-三甲基甲硅烷基乙酯（Teoc-NH 2）在钯催化的芳基溴化物和芳基氯化物胺化反应中起氨当量的作用。使用这些胺衍生物可以容易地制备具有敏感官能团的苯胺。
• Catalytic process for regiospecific chlorination of alkanes, alkenes and arenes
  申请人：Council of Scientific and Industrial Research

  公开号：US06825383B1

  公开（公告）日：2004-11-30

  The present invention provides a process for regiospecific chlorination of an aromatic or aliphatic compound with a chlorine source comprising a metal chloride and other than Cl2 and SO2Cl2 in presence of hypervalent iodine catalyst and in acidic medium.

  本发明提供了一种在酸性介质中利用含有金属氯化物和非Cl2和SO2Cl2的氯源进行芳香族或脂肪族化合物的区域特异氯化的方法，其中还包括高价碘催化剂。

表征谱图