4-溴-7-(二溴甲基)-2,1,3-苯并噻二唑 | 1239277-96-3

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 中文名称: 4-溴-7-(二溴甲基)-2,1,3-苯并噻二唑
• 中文别名: 4-溴-7-(二溴甲基)苯并[C][1,2,5]噻二唑
• 英文名称: 4-bromo-7-dibromomethyl-2,1,3-benzothiadiazole
• 英文别名: 4-Bromo-7-(dibromomethyl)benzo[c][1,2,5]thiadiazole；4-bromo-7-(dibromomethyl)-2,1,3-benzothiadiazole
• CAS: 1239277-96-3
• 化学式: C₇H₃Br₃N₂S
• 分子量: 386.892
• InChiKey: KMSKOKXCCSNUII-UHFFFAOYSA-N

物化性质

• 熔点：
  119-120 °C
• 沸点：
  400.5±40.0 °C(Predicted)
• 密度：
  2.431±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Bromo-7-(dibromomethyl)benzo[c][1,2,5]thiadiazole
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: 4-Bromo-7-(dibromomethyl)benzo[c][1,2,5]thiadiazole
CAS number: 1239277-96-3

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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: C7H3Br3N2S
Molecular weight: 386.9

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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, nitrogen oxides, 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：

  4-溴-7-(二溴甲基)-2,1,3-苯并噻二唑 在 乙醇 、 silver nitrate 作用下， 以 水 为溶剂， 生成 7-溴-4-醛基苯并[C][1,2,5]噻二唑
  参考文献：
  名称：

  基于乙烯分离的苯并噻二唑的新型低带隙分子：合成和带隙比较

  摘要：

  新的乙烯分离的苯并噻二唑是通过一种简便的方法首次合成的，它们的带隙比报道的含苯并噻二唑的化合物低。可以将这种新的含苯并噻二唑的单元引入π共轭小分子或聚合物的骨架中，以开发具有低带隙的新材料，这些材料可能在光电领域具有潜在的应用。

  DOI：

  10.1016/j.tetlet.2010.06.093
• 作为产物：
  描述：

  2,3-二氨基甲苯 在 吡啶 、 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 、 氢溴酸 、 溴 、 过氧化苯甲酰 作用下， 以 水 、 氯苯 为溶剂， 生成 4-溴-7-(二溴甲基)-2,1,3-苯并噻二唑
  参考文献：
  名称：

  用于溶液处理有机光伏的罗丹宁侧翼非富勒烯受体

  摘要：

  合成了一种带有 3-乙基罗丹宁侧翼基团的新型小分子 FBR 作为非富勒烯电子受体，用于溶液处理的本体异质结有机光伏 (OPV)。采用了一种简单的合成路线，为大规模制备这种材料提供了潜力。采用聚（3-己基噻吩）（P3HT）作为供体聚合物和 FBR 作为受体的倒置 OPV 器件的功率转换效率（PCE）高达 4.1%。瞬态和稳态光谱表明供体和受体均产生高效、超快的电荷和光电流。超快瞬态吸收光谱用于研究极化子产生效率以及复合动力学。确定 P3HT:FBR 混合物高度混合，导致相对于具有 P3HT:PC60BM 的比较器件产生更多的电荷，但由于非理想的形态，也导致更快的重组，与 P3HT:PC60BM 器件相比，受体不会聚集到足以产生适当的渗透途径，从而阻止快速的非偶合重组. 尽管存在这种非最佳形态，P3HT:FBR 器件表现出比 P3HT:PC60BM 器件更好的性能，用作对照，表明该受体显示出进一步优化的巨大希望。

  DOI：

  10.1021/ja5110602

文献信息

• 一种含有苯并[c][1,2,5]噻二唑衍生物受体结构单元的有机发光材料及应用
  申请人：浙江工业大学

  公开号：CN111471043B

  公开（公告）日：2022-07-26

  本发明提供的一种基于苯并[c][1,2,5]噻二唑‑4‑醛基受体和2‑(苯并[c][1,2,5]噻二唑‑4‑亚甲基)丙二腈受体的给体‑受体结构的有机发光材料及其应用。所述有机发光材料为受体‑给体分离的体系，其中受体为苯并[c][1,2,5]噻二唑‑4‑醛基或2‑(苯并[c][1,2,5]噻二唑‑4‑亚甲基)丙二腈，给体为咔唑及衍生物或苯噁嗪等。该材料中最低未占有轨道(LUMO)均处于受体，最高占有轨道(HOMO)均处于给体中，因此，通过受体结构及给体的电性调节可对发光材料的分子轨道能级进行有效调控。通过调控发光材料的结构或给体的供电子能力，可方便的调节材料分子的发光颜色。本发明的有机发光材料具有发光颜色易调的特点，可作为发光材料用于OLED器件中的制备。
• [EN] POLYCYCLIC TLR7/8 ANTAGONISTS AND USE THEREOF IN THE TREATMENT OF IMMUNE DISORDERS<br/>[FR] ANTAGONISTES DE TLR7/8 POLYCYLIQUES ET LEUR UTILISATION DANS LE TRAITEMENT DE MALADIES IMMUNES
  申请人：MERCK PATENT GMBH

  公开号：WO2017106607A1

  公开（公告）日：2017-06-22

  The present invention relates to compounds of Formula (I) and pharmaceutically acceptable compositions thereof, useful as toll-like receptor 7/8 (TLR7/8) antagonists. In Formula (I), Ring A is aryl or heteroaryl; Ring B is aryl or heteroary; and X is C(R4)2, O, NR4, S, S(R4), or S(R4)2.

  本发明涉及式(I)的化合物及其药学上可接受的组合物，作为Toll样受体7/8（TLR7/8）拮抗剂。在式(I)中，环A是芳基或杂芳基；环B是芳基或杂芳基；X是C(R4)2、O、NR4、S、S(R4)或S(R4)2。
• Compounds for organic thin-film solar cells and organic thin-film solar cells
  申请人：Wong Ken-Tsung

  公开号：US08802975B2

  公开（公告）日：2014-08-12

  Provided are compounds with a donor moiety, a first acceptor moiety and a second acceptor moiety, as shown by Formula (I): With the unique molecular design, compounds of Formula (I) can provide a desirable power conversion efficiency. Moreover, this invention also provides organic thin-film solar cells comprising the above-mentioned compounds.

  提供的化合物具有给体基团、第一受体基团和第二受体基团，如公式(I)所示：通过独特的分子设计，公式(I)的化合物可以提供理想的功率转换效率。此外，本发明还提供了包括上述化合物的有机薄膜太阳能电池。
• New low bandgap molecules based on ethylene-separated benzothiadiazoles: synthesis and bandgap comparison
  作者：Yanmei Liu、Hua Lai、Hongliang Zhong、Erjian Xu、Junping Du、Yuxue Li、Qiang Fang

  DOI：10.1016/j.tetlet.2010.06.093

  日期：2010.8

  New ethylene-separated benzothiadiazoles were synthesized for the first time by using a facile procedure, and they showed lower bandgaps than the reported benzothiadiazole-containing compounds. This new benzothiadiazole-containing unit could be introduced into the backbone of the π-conjugated small molecules or polymers to develop new materials with a low bandgap that may have potential applications

  新的乙烯分离的苯并噻二唑是通过一种简便的方法首次合成的，它们的带隙比报道的含苯并噻二唑的化合物低。可以将这种新的含苯并噻二唑的单元引入π共轭小分子或聚合物的骨架中，以开发具有低带隙的新材料，这些材料可能在光电领域具有潜在的应用。
• TLR7/8 antagonists and uses thereof
  申请人：Merck Patent GmbH

  公开号：US10399957B2

  公开（公告）日：2019-09-03

  The present invention relates to compounds of Formula I and pharmaceutically acceptable compositions thereof, useful as TLR7/8 antagonists.

  本发明涉及可用作 TLR7/8 拮抗剂的式 I 化合物及其药学上可接受的组合物。