3-溴噻吩-2-硼酸 | 162607-26-3

• 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-2-硼酸
• 中文别名: 3-溴-2-噻吩基硼酸
• 英文名称: (3-bromothiophen-2-yl)boronic acid
• 英文别名: 3-bromothiophene-2-boronic acid
• CAS: 162607-26-3
• 化学式: C₄H₄BBrO₂S
• 分子量: 206.856
• InChiKey: QDTJETFCBPOSSV-UHFFFAOYSA-N

物化性质

• 熔点：
  201-203℃
• 沸点：
  353.2±52.0 °C(Predicted)
• 密度：
  1.87

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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromothiophene-2-boronic 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-Bromothiophene-2-boronic acid
CAS number: 162607-26-3

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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, under −20◦C.
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-2-硼酸 在 双氧水 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.0h， 以9.5 g的产率得到3-bromothiophen-2(5H)-one
  参考文献：
  名称：

  HISTONE ACETYLTRANSFERASE (HAT) INHIBITOR AND USE THEREOF

  摘要：

  本发明涉及一种组蛋白乙酰转移酶（HAT）抑制剂。提供了一种由通式I表示的化合物，其药学上可接受的盐，立体异构体，对映异构体，顺反异构体，对映异构体，消旋体，多晶型，溶剂合物或其同位素标记化合物（包括氘取代），以及其制备方法，包含相同的药物组成，以及在治疗各种HAT相关疾病或症状中的用途。

  公开号：

  EP3782995A1
• 作为产物：
  描述：

  2,3-二溴噻吩 在 正丁基锂 、 乙醚 作用下， 生成 3-溴噻吩-2-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

• Preparation of Brominated 2-Alkoxythiophenes via Oxidation and Etherification of 2-Thienyltrifluoroborate Salts
  作者：Jonathan I. Tietz、Alexander J. Seed、Paul Sampson

  DOI：10.1021/ol3022897

  日期：2012.10.5

  The synthesis of ring brominated long-chain 2-alkoxythiophenes is reported, involving mild (Oxone) oxidation of readily prepared 2-thienyltrifluoroborate salts followed by Mitsunobu etherification. Both procedures are operationally straightforward and use inexpensive reagents. Using this approach, several novel mono- and dibrominated octyloxythiophenes with previously elusive substitution patterns

  据报道，环溴化长链2-烷氧基噻吩的合成涉及容易制备的2-噻吩基三氟硼酸盐的温和（Oxone）氧化，然后进行Mitsunobu醚化。两种方法在操作上都很简单，并且使用廉价的试剂。使用这种方法，制备了几种新颖的具有以前难以捉摸的取代方式的单溴和二溴辛基氧基噻吩。一种这样的化合物被修饰为新型的5-烷氧基噻吩并[3,2- b ]噻吩-2-羧酸酯，这标志着该化合物家族的首次合成。
• フォトクロミック化合物、及びそれを用いた書き換え可能型光記録分子材料、蛍光ラベル材料、セキュリティーインク
  申请人：国立大学法人横浜国立大学

  公开号：JP2016069367A

  公开（公告）日：2016-05-09

  【課題】開環体及び閉環体の両異性体において発光を示すフォトクロミック分子を提供する。【解決手段】ヘキサトリエン骨格を有するフォトクロミズムユニットと、前記フォトクロミズムユニットのヘキサトリエン骨格の環化位置の炭素に結合した蛍光発光ユニットを備えるフォトクロミック化合物。【選択図】図３

  提供在开环体和闭环体的两个异性体中显示发光的光致变色分子。具有六元烯骨架的光致变色单元，以及带有连接到光致变色单元六元烯骨架环化位置碳的荧光发射单元的光致变色化合物。【选择图】图3
• Synthesis, crystal structure and reactivity of η²-thiophyne Ni complexes
  作者：Misaki Terada、Yuji Nishii、Masahiro Miura

  DOI：10.1039/c8cc00705e

  日期：——

  The first synthesis and crystal structures of five-membered ring aryne complexes, Ni(dcpe)(η2-thiophyne) and Ni(dcpe)(η2-benzo[b]thiophyne), are described. The aryne fragments retain considerable aromatic character and the two coordinated carbon atoms exhibit distinct reactivity due to their asymmetric nature.

  的五元环芳炔络合物第一合成和晶体结构，镍（η（DCPE）2 -thiophyne）和Ni（DCPE）（η 2 -苯并[ b ] thiophyne），中描述。亚芳基片段保留了相当大的芳族特征，并且两个配位的碳原子由于它们的不对称性质而显示出不同的反应性。
• 一种3-溴-2-氨基噻吩的合成方法
  申请人：徐艳

  公开号：CN107880015B

  公开（公告）日：2020-05-08

  本发明公开了一种3‑溴‑2‑氨基噻吩的合成方法，属于有机合成技术领域。以3‑溴噻吩为原料，经锂试剂去质子后，与硼酸酯或氯硅烷反应后，在氧化亚铜催化下与氨水反应得到3‑溴‑2‑氨基噻吩。该合成方法原料易得、成本低，产品收率高，反应操作简便，提供了有效制备3‑溴‑2‑氨基噻吩方法，易于放大以及实现工业化生产。
• HISTONE ACETYLTRANSFERASE (HAT) INHIBITOR AND USE THEREOF
  申请人：Shanghai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：EP3782995A1

  公开（公告）日：2021-02-24

  The present invention relates to a histone acetyltransferase (HAT) inhibitor. Provided are a compound represented by general formula I, a pharmaceutically acceptable salt, a stereoisomer, an enantiomer, a diastereomer, an atropisomer, a racemate, a polymorph, a solvate or an isotope-labeled compound (including deuterium substitution) thereof, a preparation method therefor, a pharmaceutical composition comprising the same, and use thereof in the treatment of various HAT-related diseases or conditions.

  本发明涉及一种组蛋白乙酰转移酶（HAT）抑制剂。提供了一种由通式I表示的化合物，其药学上可接受的盐，立体异构体，对映异构体，顺反异构体，对映异构体，消旋体，多晶型，溶剂合物或其同位素标记化合物（包括氘取代），以及其制备方法，包含相同的药物组成，以及在治疗各种HAT相关疾病或症状中的用途。