2-溴-3,5-二硝基苯甲酸 | 116529-60-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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-溴-3,5-二硝基苯甲酸
• 英文名称: 2-bromo-3,5-dinitro-benzoic acid
• 英文别名: 2-Brom-3,5-dinitro-benzoesaeure；2-Brom-3.5-dinitrobenzoesaeure；2-Bromo-3,5-dinitrobenzoic acid
• CAS: 116529-60-3
• 化学式: C₇H₃BrN₂O₆
• 分子量: 291.015
• InChiKey: BBKJKUFARRJPRP-UHFFFAOYSA-N

物化性质

• 熔点：
  213℃
• 沸点：
  382.6±42.0 °C(Predicted)
• 密度：
  2.051

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 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：
  129
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Bromo-3,5-dinitrobenzoic acid
Synonyms:

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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: 2-Bromo-3,5-dinitrobenzoic acid
CAS number: 116529-60-3

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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: C7H3BrN2O6
Molecular weight: 291.0

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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, hydrogen bromide.

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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：

  2-溴-3,5-二硝基苯甲酸 在 sodium azide 、 五氯化磷 、 溶剂黄146 作用下， 生成 (2-bromo-3,5-dinitro-phenyl)-carbamic acid methyl ester
  参考文献：
  名称：

  Blanksma; Verberg, Recueil des Travaux Chimiques des Pays-Bas, 1934, vol. 53, p. 988,991

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氨基苯甲酸 在 硫酸 、 potassium nitrate 作用下， 生成 2-溴-3,5-二硝基苯甲酸
  参考文献：
  名称：

  Meisenheimer; Zimmermann; v. Kummer, Justus Liebigs Annalen der Chemie, 1926, vol. 446, p. 225

  摘要：

  DOI：

文献信息

• Synthesis of Methylene-Bridged Bisnaphthalenes as Building Blocks for Push-Pull Substituted Pentacenes
  作者：Frederic Wagner、Klaus Harms、Ulrich Koert

  DOI：10.1002/ejoc.201701540

  日期：2017.12.22

  prepare the substituted naphthalene building blocks. It was not possible to install a transmetallating function in the benzylic position due to side reactions with the nitro and the amino groups. A successful Suzuki reaction was achieved by using naphthyl trifluoroborates and bromomethyl naphthalenes. The resulting dinaphthyl methanes could be useful for the synthesis of push–pull substituted pentacenes

  已经研究了使用交叉偶联反应合成在一个萘上带有两个硝基和在另一个上带有两个氨基的亚甲基桥联双萘。Hauser-Heck 反应用于制备取代的萘结构单元。由于与硝基和氨基的副反应，不可能在苄基位置安装金属转移功能。通过使用萘基三氟硼酸盐和溴甲基萘实现了成功的 Suzuki 反应。所得二萘基甲烷可用于合成推拉取代并五苯。
• Processes of preparing asymmetric dinitrobenzamide mustard compounds, intermediate compounds useful therein and products obtained therefrom
  申请人：Atwell Graham John

  公开号：US20100121091A1

  公开（公告）日：2010-05-13

  The invention relates to methods of preparing compounds of formula (II) wherein Z represents —OR 1 or N(R 2 )R 2a —, where R 1 is lower alkylene (C 1 -C 6 ), R 2 is lower alkyl or H and R 2a is lower alkylene (C 1 -C 6 ) or H; Q is absent when R 2a is H and is otherwise selected from the group consisting of H, —OH and protected forms of —OH; one of X and Y is halogen and the other is —OSO 2 R 3 , where R 3 is selected from the group consisting of lower alkyl (C 1 -C 6 ), phenyl and CH 2 phenyl. The method comprises the steps of: (a) reacting a compound of formula (I) with aziridineethanol or a 2-[(2-haloethyl)amino]ethanol in the presence of a metal halide, to form a compound of the formula (III) wherein one of X and E is halogen and the other is hydroxy, and (b) reacting the compound of formula (III) with an alkyl- or arylsulfonyl halide or alkyl- or arylsulfonyl anhydride to obtain a compound of the formula (II). The invention also relates to methods of preparing compounds of formula (IV) from the compounds of formula (II) so obtained, and to novel compounds of formula (IIb) useful as intermediates in these methods.

  本发明涉及制备式（II）化合物的方法，其中Z代表—OR1或N（R2）R2a—，其中R1为低碳链（C1-C6），R2为低碳基或H，R2a为低碳链（C1-C6）或H；当R2a为H时，Q不存在，否则Q选择自羟基（—OH）和保护的羟基形式；X和Y中的一个是卤素，另一个是—OSO2R3，其中R3选择自低碳基（C1-C6）、苯基和CH2苯基。该方法包括以下步骤：（a）在金属卤化物的存在下，将式（I）化合物与环氧丙胺乙醇或2-[(2-卤基乙基)氨基]乙醇反应，形成式（III）化合物，其中X和E中的一个是卤素，另一个是羟基，（b）将式（III）化合物与烷基或芳基磺酰卤或烷基或芳基磺酰酐反应，得到式（II）化合物。本发明还涉及从所得到的式（II）化合物制备式（IV）化合物的方法，以及作为这些方法中间体的新型式（IIb）化合物。
• Hauser–Heck: Efficient Synthesis of γ-Aryl-β-ketoesters en Route to Substituted Naphthalenes
  作者：Frederic Wagner、Klaus Harms、Ulrich Koert

  DOI：10.1021/acs.orglett.5b02952

  日期：2015.11.20

  gamma-Aryl-beta-ketoesters can be prepared in one step from aryl bromides and bis(trimethylsilyl) enol ethers using catalytic amounts of Pd(dba)(2)/t-Bu3P and stoichiometric amounts of Bu3SnF. The wide range of gamma-(hetero)aryl-beta-ketoesters that can be obtained illustrate the scope and limitations of this novel Hauser-Heck combination. gamma-Aryl-beta-ketoesters with a 1,3-dioxane acetal in the ortho position can easily be transformed into the hydroxy naphthoate in very good yield. Aqueous formic acid at 65 degrees C provides optimal conditions for this deprotective aromatization.
• Stereochemistry of Biphenyls.¹ XLIII. The Effect of Substituents in the 4-Position of 2-Nitro-6-carboxy-2'-methoxybiphenyl
  作者：Roger Adams、H. R. Snyder

  DOI：10.1021/ja01273a039

  日期：1938.6
• WO2008/30112
  申请人：——

  公开号：——

  公开（公告）日：——