2-溴甲基-4-氟苯硼酸新戊二醇酯 | 673456-16-1

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟苯硼酸系列
• 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-溴甲基-4-氟苯硼酸新戊二醇酯
• 中文别名: 2-溴甲基-4-氟苯硼酸新戊基乙二醇酯
• 英文名称: 2-(2-(Bromomethyl)-4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane
• 英文别名: 2-[2-(bromomethyl)-4-fluorophenyl]-5,5-dimethyl-1,3,2-dioxaborinane
• CAS: 673456-16-1
• 化学式: C₁₂H₁₅BBrFO₂
• 分子量: 300.963
• InChiKey: DQRRGFNBYBOFHI-UHFFFAOYSA-N

物化性质

• 熔点：
  32-34

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2934999090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P201,P202,P261,P264,P270,P271,P280,P302+P352,P304+P340,P308+P313,P310,P330,P361,P403+P233,P405,P501
• 危险品运输编号：
  1759
• 危险性描述：
  H302,H314

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Bromomethyl-4-fluorophenylboronic acid, neopentyl glycol ester
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-Bromomethyl-4-fluorophenylboronic acid, neopentyl glycol ester
CAS number: 673456-16-1

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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, refrigerated.
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: C12H15BBrFO2
Molecular weight: 301.0

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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, hydrogen fluoride, 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-溴甲基-4-氟苯硼酸新戊二醇酯 在 盐酸 、 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 、 乙腈 为溶剂， 反应 12.0h， 生成 2-[(anthracen-9-ylmethyl-methyl-amino)methyl]-4-fluoroboronic acid
  参考文献：
  名称：

  Substituent effect on anthracene-based bisboronic acid glucose sensors

  摘要：

  Earlier we communicated an anthracene-based bisboronic acid sensor for glucose. Aimed at understanding the substituent effect, we have introduced various functional groups, such as the cyano, nitro, and fluoro group on the boronic acid moiety of this glucose sensor. Fluorescent binding studies indicated that the cyano-substituted sensor (4a) has the highest affinity (K 2540 M-1) for glucose, but the lowest selectivity (three-fold over fructose); the fluoro-substituted compound (4c) shows the lowest affinity (630 M-1) and a modest selectivity (15-fold over fructose); and the unsubstituted one (1a) shows the highest selectivity over fructose (43-fold) and a modest affinity (1472 M-1). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.034
• 作为产物：
  描述：

  4-氟-2-甲基苯硼酸 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 、 甲苯 为溶剂， 反应 36.0h， 生成 2-溴甲基-4-氟苯硼酸新戊二醇酯
  参考文献：
  名称：

  模块化固相合成方法可优化寡硼酸受体和传感器的结构和电子性能，以进行寡糖的水相识别。

  摘要：

  本文介绍了第一种完全模块化，平行固相合成方法的设计和优化，该方法用于生成定义明确的多胺寡硼酸受体和复杂寡糖的荧光传感器。合成方法允许有效构建受体多胺主链，然后控制胺苄基侧链的多样化。这种方法能够以模块化的方式测试被无阻碍的对位吸电子基团或供电子基团取代的不同芳基硼酸单元的作用。还通过使用Irori MiniKan技术组装受体子库，研究了这种自动合成方法的可行性。合成了包含两个或三个芳基硼酸的蒽封端的传感器的几个子库，并在中性水性介质中检查了它们与一系列模型二糖的结合。通过荧光滴定法对缔合常数的计算证实，聚胺主链中胺间间隔基结构的细微变化可对所得配合物的稳定性产生重大影响。最重要的是，这项研究导致确定了芳基硼酸酯单元的首选电子特性，并暗示了新一代的含有非常贫电子的芳基硼酸的受体可能会导致结合亲和力的显着改善。通过荧光滴定法对缔合常数的计算证实，聚胺主链中胺间间隔基结构的细微变化可对所得配合物

  DOI：

  10.1002/chem.200305400

文献信息

• Modular Solid-Phase Synthetic Approach To Optimize Structural and Electronic Properties of Oligoboronic Acid Receptors and Sensors for the Aqueous Recognition of Oligosaccharides
  作者：Duane Stones、Sukhdev Manku、Xiaosong Lu、Dennis G. Hall

  DOI：10.1002/chem.200305400

  日期：2004.1.5

  and optimization of the first entirely modular, parallel solid-phase synthetic approach for the generation of well-defined polyamine oligoboronic acid receptors and fluorescence sensors for complex oligosaccharides. The synthetic approach allows an effective building of the receptor polyamine backbone, followed by the controlled diversification of the amine benzylic side chains. This approach enabled

  本文介绍了第一种完全模块化，平行固相合成方法的设计和优化，该方法用于生成定义明确的多胺寡硼酸受体和复杂寡糖的荧光传感器。合成方法允许有效构建受体多胺主链，然后控制胺苄基侧链的多样化。这种方法能够以模块化的方式测试被无阻碍的对位吸电子基团或供电子基团取代的不同芳基硼酸单元的作用。还通过使用Irori MiniKan技术组装受体子库，研究了这种自动合成方法的可行性。合成了包含两个或三个芳基硼酸的蒽封端的传感器的几个子库，并在中性水性介质中检查了它们与一系列模型二糖的结合。通过荧光滴定法对缔合常数的计算证实，聚胺主链中胺间间隔基结构的细微变化可对所得配合物的稳定性产生重大影响。最重要的是，这项研究导致确定了芳基硼酸酯单元的首选电子特性，并暗示了新一代的含有非常贫电子的芳基硼酸的受体可能会导致结合亲和力的显着改善。通过荧光滴定法对缔合常数的计算证实，聚胺主链中胺间间隔基结构的细微变化可对所得配合物
• Substituent effect on anthracene-based bisboronic acid glucose sensors
  作者：Gurpreet Kaur、Hao Fang、Xingming Gao、Haibo Li、Binghe Wang

  DOI：10.1016/j.tet.2005.12.034

  日期：2006.3

  Earlier we communicated an anthracene-based bisboronic acid sensor for glucose. Aimed at understanding the substituent effect, we have introduced various functional groups, such as the cyano, nitro, and fluoro group on the boronic acid moiety of this glucose sensor. Fluorescent binding studies indicated that the cyano-substituted sensor (4a) has the highest affinity (K 2540 M-1) for glucose, but the lowest selectivity (three-fold over fructose); the fluoro-substituted compound (4c) shows the lowest affinity (630 M-1) and a modest selectivity (15-fold over fructose); and the unsubstituted one (1a) shows the highest selectivity over fructose (43-fold) and a modest affinity (1472 M-1). (c) 2005 Elsevier Ltd. All rights reserved.