3,4-二溴苯甲酸 | 619-03-4

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸的卤化、磺化、硝化或亚硝化衍生物
• 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: 3,4-二溴苯甲酸
• 英文名称: 3,4-dibromobenzoic acid
• 英文别名: 3,4-Dibrom-benzoesaeure
• CAS: 619-03-4
• 化学式: C₇H₄Br₂O₂
• 分子量: 279.916
• InChiKey: DHMPDNLGFIBQCK-UHFFFAOYSA-N

物化性质

• 熔点：
  235-236 °C
• 沸点：
  356.0±32.0 °C(Predicted)
• 密度：
  2.083±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3,4-Dibromobenzoic 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: 3,4-Dibromobenzoic acid
CAS number: 619-03-4

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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.
Storage: Store in closed vessels.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H4Br2O2
Molecular weight: 279.9

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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, 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

制备方法与用途

3,4-二溴苯甲酸在室温下呈现无色晶体状态，沸点为276℃。它作为医药中间体被广泛应用，并且在高分子塑料成型加工方面具有重要作用。它用作特种增塑剂，在聚合树脂中添加后能够提供所需的柔性与韧性。

制备过程如下：首先将甲苯进行硝化反应得到对位产物，然后使用Fe/HCl 还原得到对氨基甲苯；接着直接溴化得到1－氨基－2,5－二溴－4－甲基苯；再通过NaNO2/HCl 反应生成一重氮盐；随后用H2PO3还原得到3,4-二溴甲苯；最后通过高锰酸钾氧化，最终获得3,4-二溴苯甲酸。

反应信息

• 作为反应物：
  描述：

  3,4-二溴苯甲酸 在 吡啶 、 氯化亚砜 、 五氯化磷 、 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 xylene 为溶剂， 反应 6.17h， 生成 5-(3,4-dibromophenyl)-2-(p-nitrophenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Blackhall, Alexander; Brydon, Donald L.; Javaid, Khalid, Journal of Chemical Research, Miniprint, 1984, # 12, p. 3485 - 3497

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲酸 在 水 、 溴 作用下， 生成 3,4-二溴苯甲酸
  参考文献：
  名称：

  Koopal, Recueil des Travaux Chimiques des Pays-Bas, 1915, vol. 34, p. 162

  摘要：

  DOI：

文献信息

• Preparation of aromatic and heteroaromatic carboxylic acids by catalytic ozonolysis
  申请人：——

  公开号：US20030216577A1

  公开（公告）日：2003-11-20

  A process for catalytically oxidizing alkylaromatic compounds of the formula (I) Ar—CH 2 —R where Ar is an optionally substituted, aromatic or heteroaromatic 5-membered or 6-membered ring or a ring system having up to 20 carbon atoms where Ar may optionally be fused to a C 1 -C 6 -alkyl group in which up to 2 carbon atoms may be replaced by a heteroatom, and R is hydrogen, phenyl, benzyl or heteroaryl, where the phenyl, benzyl or heteroaryl radicals may also be joined to Ar by a bridge, or R together with Ar forms an optionally substituted ring system which may contain one or more optionally substituted heteroatoms, to the corresponding aromatic or heteroaromatic carboxylic acids in a solvent with ozone in the presence of a transition metal catalyst and optionally in the presence of an acid at a temperature between −70° C. and 110° C. to the corresponding carboxylic acid.

  将式(I)中的烷基芳香化合物催化氧化为相应的芳香或杂芳羧酸的过程是在溶剂中，在存在过渡金属催化剂和可选地存在酸的情况下，利用臭氧将式(I)中的化合物氧化为相应的芳香或杂芳羧酸的过程。其中，式(I)中Ar为可选地取代的芳香或杂芳5-或6-成员环或具有多达20个碳原子的环系统，其中Ar可选地与一个C1-C6-烷基基团融合，其中最多有2个碳原子可被杂原子取代；R为氢、苯基、苄基或杂芳基，其中苯基、苄基或杂芳基基团也可以通过桥连接到Ar，或R与Ar一起形成一个可选地取代的环系统，该环系统可以含有一个或多个可选地取代的杂原子，反应温度在-70°C至110°C之间。
• Cobalt-Catalyzed Oxidations in Volumetrically Expanded Liquids by Compressed Gases
  申请人：Givens Richard S.

  公开号：US20080139841A1

  公开（公告）日：2008-06-12

  Oxidations of hydrocarbons, cycloalkanes and alkenes, arylalkanes, and a variety of other organic substrates are accomplished by cobalt-N-hydroxysuccinimide co-catalyzed reactions with dioxygen under unusually mild, near ambient conditions of temperature and pressure. The improved safety of the oxidation method and the high yields of product obtained make use of a unique combination of cobalt (II) complexes with N-hydroxysuccinimide. These autoxidation reactions do not have prolonged initiation times. Many of these reactions can be safely performed under normal chemical laboratory conditions and do not require specialized equipment or reagents.

  烃类、环烷烃、烯烃、芳基烷烃以及其他多种有机底物的氧化反应可以通过钴-N-羟基琥珀酰亚胺共催化反应与二氧化碳在异常温和、接近环境条件下的温度和压力下完成。氧化方法的改进安全性和获得的高产率产品利用了钴(II)络合物与N-羟基琥珀酰亚胺的独特组合。这些自氧化反应没有长时间的启动时间。许多这些反应可以在正常化学实验室条件下安全进行，不需要专门的设备或试剂。
• Imidazole derivatives
  申请人：May & Baker Limited

  公开号：US04185992A1

  公开（公告）日：1980-01-29

  Imidazole derivatives of the formula: ##STR1## wherein R.sup.1 represents hydrogen, or an alkyl group containing from 1 to 10 carbon atoms or an alkenyl or alkynyl group containing from 2 to 10 carbon atoms, and R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each represent hydrogen, halogen or trifluoromethoxy, or a methyl, ethyl, propyl or isopropyl group optionally substituted by one or more fluorine atoms, or one of the symbols R.sup.2, R.sup.3 and R.sup.4 represents methoxy and at least one of the other symbols R.sup.2, R.sup.3 and R.sup.4 represents halogen or trifluoromethoxy or a methyl, ethyl, propyl or isopropyl group optionally substituted by one or more fluorine atoms, are new compounds useful as herbicides.

  咪唑衍生物的化学式为：##STR1## 其中 R.sup.1 代表氢，或者含有1至10个碳原子的烷基基团，或者含有2至10个碳原子的烯基或炔基基团，而 R.sup.2、R.sup.3 和 R.sup.4，可以相同也可以不同，每个代表氢、卤素或三氟甲氧基，或者一个或多个氟原子取代的甲基、乙基、丙基或异丙基基团，或者其中一个符号 R.sup.2、R.sup.3 和 R.sup.4 代表甲氧基，而其他符号 R.sup.2、R.sup.3 和 R.sup.4 中至少有一个代表卤素或三氟甲氧基，或者一个或多个氟原子取代的甲基、乙基、丙基或异丙基基团，这些新化合物可用作除草剂。
• The Discovery of 2-Aminobenzimidazoles That Sensitize <i>Mycobacterium smegmatis</i> and <i>M. tuberculosis</i> to β-Lactam Antibiotics in a Pattern Distinct from β-Lactamase Inhibitors
  作者：T. Vu Nguyen、Meghan S. Blackledge、Erick A. Lindsey、Bradley M. Minrovic、David F. Ackart、Albert B. Jeon、Andrés Obregón-Henao、Roberta J. Melander、Randall J. Basaraba、Christian Melander

  DOI：10.1002/anie.201612006

  日期：2017.3.27

  suppress β‐lactam resistance in Mycobacterium smegmatis. Several non‐bactericidal compounds were identified that reversed intrinsic resistance to β‐lactam antibiotics in a manner distinct from β‐lactamase inhibitors. Activity also translates to M. tuberculosis, with a lead compound from this study potently suppressing carbenicillin resistance in multiple M. tuberculosis strains (including multidrug‐resistant

  筛选了2-氨基苯并咪唑衍生物的文库，以抑制耻垢分枝杆菌中β-内酰胺的抗性。鉴定了几种非杀菌化合物，它们以与β-内酰胺酶抑制剂不同的方式逆转了对β-内酰胺抗生素的内在抗性。活性也可转化为结核分枝杆菌，该研究中的先导化合物可有效抑制多种结核分枝杆菌菌株（包括耐多药菌株）对羧苄青霉素的耐药性。初步的机理研究表明，先导化合物的作用机理不同于传统的β-内酰胺酶抑制剂。
• Compounds and Methods for Inhibiting the Interaction of BCL Proteins with Binding Partners
  申请人：CASTRO C. Alfredo

  公开号：US20080114167A1

  公开（公告）日：2008-05-15

  The invention relates to isoxazolidine containing compounds that bind to bcl proteins and inhibit Bcl function. The compounds may be used for treating and modulating disorders associated with hyperproliferation, such as cancer.

  该发明涉及含有结合到Bcl蛋白并抑制Bcl功能的异氧杂环丙氨酸化合物。这些化合物可用于治疗和调节与过度增殖相关的疾病，如癌症。