2,5-二溴苯硼酸 | 1008106-93-1

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 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: 2,5-二溴苯硼酸
• 中文别名: B-(2,5-二溴苯基)硼酸
• 英文名称: (2,5-dibromophenyl)boronic acid
• 英文别名: 2,5-Dibromophenylboronic acid
• CAS: 1008106-93-1
• 化学式: C₆H₅BBr₂O₂
• 分子量: 279.724
• InChiKey: CMLBXUUGERIZOO-UHFFFAOYSA-N

物化性质

• 熔点：
  237 - 241°C
• 沸点：
  382.0±52.0 °C(Predicted)
• 密度：
  2.09±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于二甲基亚砜（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  0.89
• 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：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2931900090
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

---

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

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2,5-Dibromophenylboronic acid
CAS number: 1008106-93-1

---

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.

---

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.

---

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.

---

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, refrigerated.
Storage:

---

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.

---

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: C6H5BBr2O2
Molecular weight: 279.7

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,5-二溴苯硼酸 在 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 水 为溶剂， 反应 3.0h， 生成 (5-bromo-2-formylphenyl)boronic acid
  参考文献：
  名称：

  硼酸酯基团对模型二溴芳基硼酸酯中溴-锂交换选择性的影响

  摘要：

  6-丁基-2-(2,5-二溴苯基)-1,3,6,2-二氧杂硼烷 (2,5-Br2C6H3B(OCH2CH2)2NBu) 和类似阴离子衍生物的 Br/Li 交换反应的选择性，使用 nBuLi 作为锂化试剂研究了 2,5-Br2C6H3B(OiPr)3Li 和 2,5-Br2C6H3BF3K。在前一种化合物的情况下，在 5 位有轻微的锂化倾向。对于 2,5-Br2C6H3B(OiPr)3Li，锂化仅发生在 C5，但对于 2,5-Br2C6H3BF3K，2-锂化是首选。对邻位和间位溴化苯基硼酸酯的锂化计算表明，邻位锂化芳基硼酸酯在热力学上更稳定，但 Br/Li 交换通常由动力学决定，这解释了选择性取决于类型的变化硼酸组。另外，2的成功生成，5-二硫代苯基硼酸酯物质 2,5-Li2C6H3B(OCH2CH2)2NBu 通过双 Br/Li 互变被报道。相关的6-丁基-2-[3-(2,5-二溴噻吩基)]-1

  DOI：

  10.1002/ejoc.201300145

文献信息

• 一种含硼有机电致发光化合物及其在有机电致发光器件上的应用
  申请人：江苏三月科技股份有限公司

  公开号：CN111471064A

  公开（公告）日：2020-07-31

  本发明公开了一种含硼有机电致发光化合物及其在有机电致发光器件上的应用，属于半导体技术领域。所述含硼有机电致发光化合物选自如通式(1)所示的结构：本发明还公开了上述含硼有机电致发光化合物在有机电致发光器件上的应用。本发明化合物作为有机电致发光器件的发光层材料使用时，器件的电流效率，功率效率和外量子效率均得到很大改善；同时，对于器件寿命提升非常明显。
• 一种以芴为核心的化合物及其应用
  申请人：江苏三月光电科技有限公司

  公开号：CN111253410A

  公开（公告）日：2020-06-09

  本发明公开了一种以芴为核心的化合物及其应用，本发明提供的有机化合物的结构如通式(1)所示。本发明提供的化合物具有较高的玻璃化转变温度和分子热稳定性、合适的HOMO和LUMO能级和较高的Eg，通过器件结构优化，可有效提升OLED器件的光电性能以及OLED器件的寿命。
• The Influence of Boronate Groups on the Selectivity of the Br-Li Exchange in Model Dibromoaryl Boronates
  作者：Krzysztof Durka、Sergiusz Luliński、Jaromir Smętek、Marek Dąbrowski、Janusz Serwatowski、Krzysztof Woźniak

  DOI：10.1002/ejoc.201300145

  日期：2013.5

  lithiation of ortho- and meta-brominated phenyl boronates revealed that ortho-lithiated aryl boronates are thermodynamically more stable, but that the Br/Li exchange is generally dictated by kinetics, which accounts for the variation of selectivity depending on the type of boronate group. In addition, the successful generation of the 2,5-dilithiophenyl boronate species 2,5-Li2C6H3B(OCH2CH2)2NBu by a double

  6-丁基-2-(2,5-二溴苯基)-1,3,6,2-二氧杂硼烷 (2,5-Br2C6H3B(OCH2CH2)2NBu) 和类似阴离子衍生物的 Br/Li 交换反应的选择性，使用 nBuLi 作为锂化试剂研究了 2,5-Br2C6H3B(OiPr)3Li 和 2,5-Br2C6H3BF3K。在前一种化合物的情况下，在 5 位有轻微的锂化倾向。对于 2,5-Br2C6H3B(OiPr)3Li，锂化仅发生在 C5，但对于 2,5-Br2C6H3BF3K，2-锂化是首选。对邻位和间位溴化苯基硼酸酯的锂化计算表明，邻位锂化芳基硼酸酯在热力学上更稳定，但 Br/Li 交换通常由动力学决定，这解释了选择性取决于类型的变化硼酸组。另外，2的成功生成，5-二硫代苯基硼酸酯物质 2,5-Li2C6H3B(OCH2CH2)2NBu 通过双 Br/Li 互变被报道。相关的6-丁基-2-[3-(2,5-二溴噻吩基)]-1