3-溴噻吩-4-硼酸 | 101084-76-8

• 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 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 3-溴噻吩-4-硼酸
• 中文别名: 4-溴噻吩-3-硼酸
• 英文名称: 3-bromothiophene-4-boronic acid
• 英文别名: 4-bromo-3-thiopheneboronic acid；(4-Bromothiophen-3-yl)boronic acid
• CAS: 101084-76-8
• 化学式: C₄H₄BBrO₂S
• 分子量: 206.856
• InChiKey: GGPJEVFFYNCPJV-UHFFFAOYSA-N

物化性质

• 熔点：
  193-195 °C
• 沸点：
  353.2±52.0 °C(Predicted)
• 密度：
  1.87±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  9
• 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：
  68.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R22
• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Bromothiophene-3-boronic acid
Synonyms: 4-Bromothiophen-3-ylboronic acid

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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-Bromothiophene-3-boronic acid
CAS number: 101084-76-8

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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: C4H4BBrO2S
Molecular weight: 206.9

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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, sulfur 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：

  3-溴噻吩-4-硼酸 、 氮杂环丁烷-3-甲酸甲酯盐酸盐 在 氧气 、 copper diacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 以4%的产率得到methyl 1-(4-bromo-3-thienyl)azetidine-3-carboxylate
  参考文献：
  名称：

  [EN] SUBSTITUTED TRICYCLIC AMIDES, ANALOGUES THEREOF, AND METHODS USING SAME
  [FR] AMIDES TRICYCLIQUES SUBSTITUÉS, ANALOGUES DE CEUX-CI ET PROCÉDÉS LES METTANT EN OEUVRE

  摘要：

  本公开涵盖了替代三环酰胺，或其类似物的化合物，其化学式为(I)，其中X、Y、环A、R1、R5、R6和R7如本文所定义，并包括化合物(I)的组合物，可用于治疗或预防患者体内的乙型肝炎病毒（HBV）和/或丙型肝炎病毒（HDV）感染。

  公开号：

  WO2021229302A1
• 作为产物：
  描述：

  3,4-二溴噻吩 在 正丁基锂 、 乙醚 作用下， 生成 3-溴噻吩-4-硼酸
  参考文献：
  名称：

  Lawesson, Arkiv foer Kemi, 1957, vol. 11, p. 373,379, 380

  摘要：

  DOI：

文献信息

• Synthesis of thieno[2,3-<i>h</i>]-/[3,2-<i>h</i>]quinolines and thieno[2,3-<i>f</i>] quinolines by Brønsted acid mediated cycloisomerisation
  作者：Marian Blanco Ponce、Eugenio Torres Rodríguez、Anika Flader、Peter Ehlers、Peter Langer

  DOI：10.1039/d0ob01194k

  日期：——

  Several thieno[2,3-h]-/[3,2-h]- and [2,3-f]quinolines have been synthesised from 2,3-dihalogenated pyridines or -quinolines by site-selective Pd catalysed cross-coupling reactions and Brønsted acid mediated cycloisomerisations as the final key step. This newly developed synthetic strategy is used in a modular way to synthesize diverse regioisomeric derivatives, tolerates various functional groups,

  几种噻吩并[2,3 - h ]-/[3,2 - h ]-和[2,3 - f ]喹啉已由2,3-二卤代吡啶或-喹啉通过位点选择性Pd催化交叉偶联合成反应和布朗斯台德酸介导的环异构化是最后的关键步骤。这种新开发的合成策略以模块化方式用于合成多种区域异构衍生物，耐受各种官能团，并以高选择性进行，并且以高总产率分离所需的最终产物。
• Synthesis of fused 1,2-naphthoquinones with cytotoxic activity using a one-pot three-step reaction
  作者：Anton A. Nechaev、Pratap R. Jagtap、Ema Bažíková、Johana Neumannová、Ivana Císařová、Eliška Matoušová

  DOI：10.1039/d1ob00205h

  日期：——

  A method for the synthesis of fused 1,2-naphthoquinones, as analogues of biologically active natural terpene quinones, is described. The intermediate polycyclic naphthalenes were prepared by a one-pot palladium-catalysed process from simple alkynes, one of which was made from an optically pure biomass-derived levoglucosenone. The prepared methoxy-substituted naphthalenes were subsequently transformed

  描述了一种合成稠合 1,2-萘醌的方法，作为具有生物活性的天然萜醌的类似物。中间体多环萘是通过一锅钯催化工艺从简单的炔烃制备的，其中一种是由光学纯的生物质衍生的左旋葡糖烯酮制成的。制备的甲氧基取代的萘随后通过三价碘介导的氧化一步转化为 1,2-萘醌。发现萘醌产品具有细胞毒性。
• Synthesis and Properties of Bisphosphole‐Bridged Ladder Oligophenylenes
  作者：David Hanifi、Andrew Pun、Yi Liu

  DOI：10.1002/asia.201200631

  日期：2012.11

  towards LOPPs with multiple phosphorous bridges. Herein, we describe the synthesis and properties of a new class of bisphosphole‐bridged ladder oligo(p‐phenylene)s and the related phosphoxides. The synthesis of phospholes was achieved by a four‐fold free‐radical phosphanylation reaction of a tetrabromo p‐terphenylene or biphenyl‐thiophene. Sequential trapping of four highly reactive aryl radicals occurred

  具有桥连杂原子的梯型低聚亚苯基（LOPP）是有趣的系统，因为它们具有刚性的结构特征，在共面芳族骨架上更有效的电子离域和强大的分子间相互作用，因此提供了新颖的电子和光物理性质。结合了多个磷中心的LOPP结合了出色的电子性能和LOPP的刚性共轭骨架，因此将其定位为一类有吸引力的有机半导体。迄今为止，仍然缺乏针对具有多个磷桥的LOPP的有效合成方法。在这里，我们描述了新型的双膦桥式梯形寡核苷酸（p-亚苯基）和相关的磷氧化物。磷酸的合成是通过四溴对-对亚苯基或联苯-噻吩的四价自由基膦酰化反应实现的。有效地发生了四个高反应性芳基的顺序捕集，从而得到了所需的含磷梯形化合物。磷脂的氧化物被证明是强荧光团，可以用作有机半导体材料的潜在n型构建基块。
• 1-HETEROCYCLYLSULFONYL, 2-AMINOMETHYL, 5- (HETERO-) ARYL SUBSTITUTED 1-H-PYRROLE DERIVATIVES AS ACID SECRETION INHIBITOR
  申请人：Kajino Masahiro

  公开号：US20090275591A1

  公开（公告）日：2009-11-05

  The present invention provides a compound having a superior acid secretion inhibitory effect and showing an antiulcer activity and the like. The present invention provides a compound represented by the formula (I) wherein R 1 is a nitrogen-containing monocyclic heterocyclic group optionally condensed with a benzene ring or a heterocycle, the nitrogen-containing monocyclic heterocyclic group optionally condensed with a benzene ring or a heterocycle optionally has substituent(s), R 2 is an optionally substituted C 6-14 aryl group, an optionally substituted thienyl group or an optionally substituted pyridyl group, R 3 and R 4 are each a hydrogen atom, or one of R 3 and R 4 is a hydrogen atom and the other is an optionally substituted lower alkyl group, an acyl group, a halogen atom, a cyano group or a nitro group, and R 5 is an alkyl group or a salt thereof.

  本发明提供一种具有优异的抑制酸分泌作用并具有抗溃疡活性等的化合物。本发明提供一种由式（I）表示的化合物，其中R1是一种含氮的单环杂环基，可选择与苯环或杂环缩合，该含氮的单环杂环基可选择与苯环或杂环具有取代基，R2是可选择取代的C6-14芳基、可选择取代的噻吩基或可选择取代的吡啶基，R3和R4分别是氢原子，或者R3和R4中的一个是氢原子，另一个是可选择取代的低碳基、酰基、卤素原子、氰基或硝基，R5是烷基或其盐。
• 1-HETEROCYCLYLSULFONYL, 2-AMINOMETHYL, 5- (HETERO-) ARYL SUBSTITUTED 1-H-PYRROLE DERIVATIVES AS ACID SECRETION INHIBITORS
  申请人：Kajino Masahiro

  公开号：US20110144161A1

  公开（公告）日：2011-06-16

  The present invention provides a compound having a superior acid secretion inhibitory effect and showing an antiulcer activity and the like. The present invention provides a compound represented by the formula (I) wherein R 1 is a nitrogen-containing monocyclic heterocyclic group optionally condensed with a benzene ring or a heterocycle, the nitrogen-containing monocyclic heterocyclic group optionally condensed with a benzene ring or a heterocycle optionally has substituent(s), R 2 is an optionally substituted C 6-14 aryl group, an optionally substituted thienyl group or an optionally substituted pyridyl group, R 3 and R 4 are each a hydrogen atom, or one of R 3 and R 4 is a hydrogen atom and the other is an optionally substituted lower alkyl group, an acyl group, a halogen atom, a cyano group or a nitro group, and R 5 is an alkyl group or a salt thereof.

  本发明提供了一种具有优越的酸分泌抑制作用和抗溃疡活性等的化合物。本发明提供了一种由式（I）表示的化合物，其中R1是一种氮含杂环单环芳基，可选地与苯环或杂环缩合，所述氮含杂环单环芳基可选地具有取代基，R2是一种可选地取代的C6-14芳基、可选地取代的噻吩基或可选地取代的吡啶基，R3和R4各自是氢原子，或者R3和R4中的一个是氢原子，另一个是可选的取代较低烷基、酰基、卤素原子、氰基或硝基，R5是一种烷基或其盐。