4-硝基间苯二酚 | 3163-07-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-硝基间苯二酚
• 中文别名: 4-硝基苯-1,3-二醇
• 英文名称: 4-nitroresorcinol
• 英文别名: 4-nitrobenzene-1,3-diol；4-Nitro-resorcin；1,3-dihydroxy-4-nitrobenzene；4-nitro-1,3-benzenediol；2,4-Dihydroxy-nitrobenzol
• CAS: 3163-07-3
• 化学式: C₆H₅NO₄
• mdl: MFCD04117945
• 分子量: 155.11
• InChiKey: CYEZXDVLBGFROE-UHFFFAOYSA-N

物化性质

• 熔点：
  122 °C
• 沸点：
  278.88°C (rough estimate)
• 密度：
  1.5553 (rough estimate)
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）、甲醇（少许）
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2908999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319
• 储存条件：
  室温下，使用了惰性气体。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Nitrobenzene-1,3-diol
Synonyms: 4-Nitroresorcinol

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 4-Nitrobenzene-1,3-diol
CAS number: 3163-07-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C6H5NO4
Molecular weight: 155.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-硝基间苯二酚 在 氯仿 、 溴 作用下， 生成 1-溴-2,4-二甲氧基-5-硝基苯
  参考文献：
  名称：

  Kaneniwa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1955, vol. 75, p. 785

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基间苯二胺 在 sodium hydroxide 作用下， 生成 4-硝基间苯二酚
  参考文献：
  名称：

  Allan; Langner, Chemicke Listy, 1951, vol. 45, p. 283

  摘要：

  DOI：

文献信息

• Highly efficient nitration of phenolic compounds by zirconyl nitrate
  作者：J. Jon Paul Selvam、V. Suresh、K. Rajesh、S. Ravinder Reddy、Y. Venkateswarlu

  DOI：10.1016/j.tetlet.2006.02.057

  日期：2006.4

  Zirconyl nitrate was found to be an excellent reagent in the nitration of phenol and substituted phenols to give nitrated phenols. This procedure works efficiently on most of the examples at room temperature yielding nitro derivatives in fair to good yields with high regioselectivity.

  发现硝酸氧锆是在苯酚和取代的苯酚的硝化中得到硝化的苯酚的极好试剂。该方法在室温下对大多数实施例有效地进行，以高的区域选择性以中等至良好的产率产生硝基衍生物。
• A New Method for Nitration of Phenolic Compounds
  作者：Min Shi、Shi‐Cong Cui

  DOI：10.1002/adsc.200303111

  日期：2003.11

  Phenolic compounds can be nitrated by 65% nitric acid in the presence of catalytic amounts of montmorillonite KSF and bismuth(III) nitrate to give the corresponding nitrated products in good yields in a heterogeneous phase. The co-catalyst of KSF and Bi(NO3)3 can be easily recovered and reused in the next batch of nitration.

  在催化量的蒙脱土KSF和硝酸铋（III）存在下，可以用65％的硝酸将酚类化合物硝化，从而在异相中以良好的收率得到相应的硝化产物。KSF和Bi（NO 3）3的助催化剂可以很容易地回收并在下一批硝化中重复使用。
• [EN] FLUORESCENT RED EMITTING FUNCTIONALIZABLE CALCIUM INDICATORS<br/>[FR] INDICATEURS DE CALCIUM FLUORESCENTS POUVANT ÊTRE FONCTIONNALISÉS ÉMETTANT DANS LE ROUGE
  申请人：PARIS SCIENCES LETTRES QUARTIER LATIN

  公开号：WO2015078948A1

  公开（公告）日：2015-06-04

  The present invention relates to compounds of formula (I), and a process for manufacturing said compounds. The invention further relates to the use of the compounds of the invention for the detection of calcium ions and to a method of detecting intracellular calcium.

  本发明涉及式(I)的化合物，以及制造所述化合物的方法。本发明进一步涉及将本发明的化合物用于检测钙离子，以及检测细胞内钙的方法。
• Highly Efficient Nitration of Phenolic Compounds in Solid Phase or Solution Using Bi(NO₃)₃·5H₂O as Nitrating Reagent
  作者：Hong-Bin Sun、Ruimao Hua、Yingwu Yin

  DOI：10.1021/jo0514669

  日期：2005.10.1

  Bi(NO3)3·5H2O was used as an efficient nitrating reagent in the nitration of phenolic compounds to give nitrated phenols in good to high yields. The nitration reaction proceeded smoothly by grinding 1 equiv of phenol, 2-methylphenol, 4-methylphenol, or 4-chlorophenol and Bi(NO3)3·5H2O, and the nitration of other phenolic compounds could be performed in acetone at ambient temperature (22−30 °C).

  在酚类化合物的硝化反应中，Bi（NO 3）3 ·5H 2 O被用作有效的硝化试剂，从而以良好或高收率得到硝化的苯酚。通过研磨1当量的苯酚，2-甲基苯酚，4-甲基苯酚或4-氯苯酚和Bi（NO 3）3 ·5H 2 O可以使硝化反应顺利进行，其他酚类化合物的硝化反应可以在丙酮中于室温进行温度（22-30°C）。
• Highly Efficient Catalytic Nitration of Phenolic Compounds by Nitric Acid with a Recoverable and Reusable Zr or Hf Oxychloride Complex and KSF
  作者：Min Shi、Shi-Cong Cui、Wan-Po Yin

  DOI：10.1002/ejoc.200400921

  日期：2005.6

  Phenolic compounds can be nitrated with 60% nitric acid (1.2 equiv.) in the presence of catalytic amounts of a Zr or Hf oxychloride complex and montmorillonite KSF to give the corresponding nitrated products in good yields in a heterogeneous catalytic system. The co-catalyst and montmorillonite can be easily recovered and reused in the next batch of nitration. This is a practical process for the nitration

  在催化量的 Zr 或 Hf 氧氯化物配合物和蒙脱石 KSF 存在下，酚类化合物可以用 60% 的硝酸（1.2 当量）硝化，在多相催化系统中以良好的产率得到相应的硝化产物。助催化剂和蒙脱石可以很容易地回收并在下一批硝化中重复使用。这是一种以清洁方式硝化酚类化合物的实用工艺。C Wiley-VCH Verlag GmbH & Co.