2-溴-5-硝基苯甲醛 | 84459-32-5

• 物质功能分类: 化学试剂 - 有机试剂 - 脂肪醛（含缩醛，半缩醛）
• 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-5-硝基苯甲醛
• 英文名称: 2-bromo-5-nitrobenzaldehyde
• CAS: 84459-32-5
• 化学式: C₇H₄BrNO₃
• 分子量: 230.018
• InChiKey: LJASZNNBVOTAAN-UHFFFAOYSA-N

物化性质

• 熔点：
  105-107 °C
• 沸点：
  307.2±27.0 °C(Predicted)
• 密度：
  1.781

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 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：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2913000090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Bromo-5-nitrobenzaldehyde
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-Bromo-5-nitrobenzaldehyde
CAS number: 84459-32-5

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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.
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: C7H4BrNO3
Molecular weight: 230.0

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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, nitrogen oxides, 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-5-硝基苯甲醛 在 盐酸羟胺 、 三乙胺 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 4.0h， 生成 2-溴-5-硝基苯甲腈
  参考文献：
  名称：

  一种3，5-二取代恶二唑化合物的制备方法

  摘要：

  本发明公开了一种3，5‑二取代恶二唑化合物N‑((3‑(2‑溴‑5‑硝基苯基)‑1,2,4‑恶二唑‑5‑基)甲基)乙胺的制备方法，以4‑硝基溴苯为起始原料，经过醛基化、肟化、消除、加成、关环、取代反应得到目标产物7，本发明产物作为模板小分子来合成多种多样的化合物库。

  公开号：

  CN108299333A
• 作为产物：
  描述：

  邻溴苯甲醛 在 硫酸 、 硝酸 作用下， 以68%的产率得到2-溴-5-硝基苯甲醛
  参考文献：
  名称：

  1 H-茚2-甲醛衍生物的有机催化区域特异性合成：通过使用空间要求苛刻的催化剂来抑制环烯烃异构化†

  摘要：

  1 H-茚-2-甲醛衍生物的区域特异性合成是通过在氨基催化剂存在下用Hantzsch酯进行无过渡金属还原的邻甲酰基反式肉桂醛的环化反应而实现的。特别地，通过引入空间上需要的立体确定的氨基催化剂，可以有效地抑制所得产物的环烯烃异构化。

  DOI：

  10.1039/c6ob01918h

文献信息

• SUBSTITUTED BRIDGED UREA ANALOGS AS SIRTUIN MODULATORS
  申请人：GLAXOSMITHKLINE LLC

  公开号：US20150152108A1

  公开（公告）日：2015-06-04

  The present invention relates to novel substituted bridged urea compounds, corresponding related analogs, pharmaceutical compositions and methods of use thereof. Sirtuin-modulating compounds of the present invention may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders, which include, but are not limited to, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity. The present invention also related to compositions comprising a sirtuin-modulating compound in combination with another therapeutic agent.

  本发明涉及新型取代桥式脲化合物，相应的相关类似物，药物组合物以及其使用方法。本发明的抑制素调节化合物可用于延长细胞寿命，并治疗和/或预防各种疾病和疾病，包括但不限于与衰老或压力、糖尿病、肥胖、神经退行性疾病、心血管疾病、血液凝块疾病、炎症、癌症和/或潮红有关的疾病或疾病，以及那些会受益于增加线粒体活性的疾病或疾病。本发明还涉及包含抑制素调节化合物与另一治疗剂组合的组合物。
• Relay Catalysis: Enantioselective Synthesis of Cyclic Benzo-Fused Homoallylic Alcohols by Chiral Brønsted Acid-Catalyzed Allylboration/Ring Closing Metathesis
  作者：Santos Fustero、Elsa Rodríguez、Rubén Lázaro、Lidia Herrera、Silvia Catalán、Pablo Barrio

  DOI：10.1002/adsc.201201095

  日期：2013.4.15

  Six‐ and seven‐membered benzo‐fused cyclic homoallylic alcohols can be readily synthesized by a tandem chiral Brønsted acid‐catalyzed allyl (crotyl)boration/ring closing metathesis sequence performed under orthogonal relay catalysis conditions. Excellent enantio‐ and diastereoselectivities are obtained in most of the cases. In addition, the parent crotylboration/RCM process is also described. The required

  通过在正交中继催化条件下进行串联的手性布朗斯台德酸催化的烯丙基（巴豆基）硼酸酯/环闭合复分解序列，可以轻松合成六元和七元苯并稠合的环状均丙醇。在大多数情况下，均具有出色的对映选择性和非对映选择性。另外，还描述了母体巴豆基硼化/ RCM方法。所需的基材，邻位乙烯基苯甲醛可以很容易地一步一步从市售原料中获得。催化剂和反应物也可以从商业供应商处获得。该反应显示出广泛的官能团相容性，也适用于杂芳族底物。在芳香环的任何位置都可以取代；然而，在6位的取代导致对映选择性的大幅下降。
• A Short Approach to N-Aryl-1,2,3,4-tetrahydroisoquinolines from N-(2-Bromobenzyl)anilines via a Reductive Amination/Palladium-Catalyzed Ethoxyvinylation/Reductive N-Alkylation Sequence
  作者：Franz Bracher、Carina Glas、Ricky Wirawan

  DOI：10.1055/s-0040-1706002

  日期：2021.6

  Starting from readily available ortho-brominated aromatic aldehydes and primary aromatic amines, condensation of these building blocks under reductive conditions gives N-aryl 2-bromobenzylamines. The C-3/C-4-unit of the tetrahydroisoquinoline is introduced using commercially available 2-ethoxyvinyl pinacolboronate under Suzuki conditions. Finally, the obtained crude ortho-ethoxyvinyl benzylamines are cyclized

  N-芳基-1,2,3,4-四氢异喹啉是通过方便且简短的方法获得的，在芳环上均具有宽范围的取代基，且官能团耐受性高。从容易获得的邻溴代芳族醛和伯芳族胺开始，这些结构单元在还原条件下的缩合得到N-芳基2-溴苄基胺。在铃木条件下，使用可商购的2-乙氧基乙烯基频哪醇硼酸酯引入四氢异喹啉的C-3 / C-4-单元。最后，使用三乙基硅烷/ TFA的组合，通过分子内的还原胺化作用，将获得的粗制邻乙氧基乙烯基苄基胺环化，得到所需的N-芳基-1,2,3,4-四氢异喹啉。
• Tandem Nucleophilic Addition−Intramolecular Aza-Michael Reaction: Facile Synthesis of Chiral Fluorinated Isoindolines
  作者：Santos Fustero、Javier Moscardó、María Sánchez-Roselló、Elsa Rodríguez、Pablo Barrio

  DOI：10.1021/ol102341n

  日期：2010.12.3

  A highly stereoselective synthesis of fluorinated 1,3-disubstituted isoindolines is described. To this end, a tandem reaction consisting of a diastereoselective addition of fluorinated nucleophiles to Ellman’s N-(tert-butanesulfinyl)imines followed by an intramolecular aza-Michael reaction has been developed. This strategy allows for the construction of isoindolines bearing several degrees of fluorination

  描述了氟化的1，3-二取代的异吲哚啉的高度立体选择性的合成。为此，已经开发了一种串联反应，该串联反应包括将氟化的亲核试剂非对映选择性地加至Ellman的N-（叔丁烷亚磺酰基）亚胺，然后进行分子内的氮杂-Michael反应。该策略允许构建带有数个氟化度的异二氢吲哚（单，二或三氟甲基以及更重的氟化基团）。在大多数情况下，产物都是单一异构体形式。
• Denitrogenative Hydrotrifluoromethylation of Benzaldehyde Hydrazones: Synthesis of (2,2,2‐Trifluoroethyl)arenes
  作者：Zhensheng Zhao、Kevin C. Y. Ma、Claude Y. Legault、Graham K. Murphy

  DOI：10.1002/chem.201902818

  日期：——

  hydrazones of arylaldehydes with Togni's CF3 -benziodoxolone reagent, in the presence of potassium hydroxide and cesium fluoride, induces a denitrogenative hydrotrifluoromethylation event to produce (2,2,2-trifluoroethyl)arenes. This novel reaction was tolerant to many electronically-diverse functional groups and substitution patterns, as well as naphthyl- and heteroaryl-derived substrates. Advantages of this

  在氢氧化钾和氟化铯的存在下，芳基醛的azo与Togni的CF3-苯并恶唑酮试剂反应，会引发脱氮加氢三氟甲基化反应，从而生成（2,2,2-三氟乙基）芳烃。这种新颖的反应可耐受许多电子多样性的官能团和取代方式，以及萘基和杂芳基衍生的底物。该方法的优点包括容易大规模获得speed前体，速度和操作简便性，并且不含过渡金属。