2-(2-溴苯基)丙腈 | 57775-10-7

• 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-(2-溴苯基)丙腈
• 英文名称: 2-(2-bromophenyl)propanenitrile
• 英文别名: 2-(2-bromophenyl)propionitrile
• CAS: 57775-10-7
• 化学式: C₉H₈BrN
• 分子量: 210.073
• InChiKey: CAKUAVIXSOZILM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(2-Bromophenyl)propanenitrile
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-(2-Bromophenyl)propanenitrile
CAS number: 57775-10-7

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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: C9H8BrN
Molecular weight: 210.1

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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-(2-溴苯基)丙腈 在 lithium aluminium tetrahydride 、 三氯化铝 、 偶氮二异丁腈 、 4 A molecular sieve 、 三正丁基氢锡 作用下， 以 乙醚 、 苯 为溶剂， 反应 16.0h， 生成 [1-Phenyl-eth-(E)-ylidene]-(2-phenyl-propyl)-amine
  参考文献：
  名称：

  自由基介导的芳基胺化及其在对映选择性二氢吲哚 α-氨基酸合成的收敛 [3 + 2] 策略中的应用

  摘要：

  描述了偶氮甲碱氮上芳基加成的范围。芳基、三氟甲基烷基和 α,β-不饱和酮亚胺通过芳基自由基与偶氮甲亚胺氮的 5-外环化参与区域选择性芳基-氮键形成。碳-氮相对于碳-碳键形成的选择性通常很高 (>95:5)，并且仅与锡烷 (0-10%) 的直接芳基自由基还原竞争。α-酮亚胺是一类很有前途的新型碳自由基受体，没有观察到竞争性芳基自由基还原。反应条件为 pH 中性，因此是可用于芳环胺化的最温和的方法之一。检测的酮亚胺没有受到锡烷竞争性还原的影响，与使用重氮和叠氮官能团作为碳自由基的氮源相比具有优势。自由基介导的芳基胺化反应采用 O'Donnell 相转移催化的甘氨酰亚胺对映选择性烷基化策略进行测序，以提供具有高 ee 的二氢吲哚α-氨基酸的任一对映体。这些新的受限苯丙氨酸衍生物现在可以很容易地用于各种应用的评估。

  DOI：

  10.1021/ja0284308
• 作为产物：
  描述：

  2-(2-bromophenyl)propanal oxime 在 copper diacetate 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以95%的产率得到2-(2-溴苯基)丙腈
  参考文献：
  名称：

  通过生物催化方法对手性腈的无氰化物和广泛适用的对映选择性合成平台

  摘要：

  报道了通过多种醛糖肟的生物催化对映选择性脱水合成手性腈的无氰化平台技术。具有高对映体过量> 90％的得到的腈EE（和高达99％ee值）在许多情况下，和“特权基板结构”相对于高对映选择性鉴定。此外，观察到令人惊讶的对映体特异性现象，通常在酶催化中没有观察到。取决于是否使用 外消旋醛肟肟底物的E或Z异构体，优选用相同的酶形成相应腈的一种或另一种对映体。

  DOI：

  10.1002/anie.201702952

文献信息

• PYRIMIDONE DERIVATIVES AND THEIR USE IN THE TREATMENT, AMELIORATION OR PREVENTION OF A VIRAL DISEASE
  申请人：Savira pharmaceuticals GmbH

  公开号：US20140194431A1

  公开（公告）日：2014-07-10

  The present invention relates to a compound having the general formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, codrug, cocrystal, prodrug, tautomer, racemate, enantiomer, or diastereomer or mixture thereof, which are useful in treating, ameloriating or preventing a viral disease. Furthermore, specific combination therapies are disclosed.

  本发明涉及具有通式（I）的化合物，可选地以药学上可接受的盐、溶剂合物、多型体、共药、共晶、前药、互变异构体、外消旋体、对映体或二对映体或其混合物的形式出现，这些化合物在治疗、缓解或预防病毒性疾病方面是有用的。此外，还披露了特定的联合疗法。
• Direct Synthesis of Cyclopropanes from <i>gem</i>-Dialkyl Groups through Double C–H Activation
  作者：Antonin Clemenceau、Pierre Thesmar、Maxime Gicquel、Alexandre Le Flohic、Olivier Baudoin

  DOI：10.1021/jacs.0c05887

  日期：2020.9.9

  numerous bioactive molecules, and a number of methods are available for their synthesis. However, one of the simplest cyclopropanation reactions involving the intramolecular coupling of two C-H bonds in a single step has remained an elusive transformation. We demonstrate herein that this reaction is accessible using aryl bromide or triflate precursors and the 1,4-Pd shift mechanism. The use of pivalate

  环丙烷是在许多生物活性分子中发现的重要结构基序，并且有许多方法可用于它们的合成。然而，在一个步骤中涉及两个 CH 键的分子内偶联的最简单的环丙烷化反应之一仍然是一个难以捉摸的转变。我们在此证明该反应可以使用芳基溴或三氟甲磺酸酯前体和 1,4-Pd 转移机制进行。发现使用新戊酸盐作为碱对于将机械途径转向环丙烷而不是先前获得的苯并环丁烯产品至关重要。化学计量机制研究允许鉴定芳基和烷基新戊酸钯，它们通过五元钯环处于平衡状态。与新戊酸盐，导致四元钯环中间体和环丙烷产物的第二次 C(sp3)-H 活化是有利的。开发了一种催化反应，并显示出生成各种芳基环丙烷的广泛范围，包括有价值的双环 [3.1.0] 系统。该方法被应用于最近批准的抗失眠药物 lemborexant 的简洁合成。
• Method for the treatment of CNS disorders with substituted 2-imidazoles or imidazole derivatives
  申请人：Galley Guido

  公开号：US20070197621A1

  公开（公告）日：2007-08-23

  The present invention relates a method for treating depression, anxiety disorders, bipolar disorder, attention deficit hyperactivity disorder, stress-related disorders, psychotic disorders such as schizophrenia, neurological diseases such as Parkinson's disease, neurodegenerative disorders such as Alzheimer's disease, epilepsy, migraine, hypertension, substance abuse and metabolic disorders such as eating disorders, diabetes, diabetic complications, obesity, dyslipidemia, disorders of energy consumption and assimilation, disorders and malfunction of body temperature homeostasis, disorders of sleep and circadian rhythm, and cardiovascular disorders which comprises administering to an individual a therapeutically effective amount of a compound of formula I wherein R, R 1 , R 2 , A and n are as defined in the specification and to their pharmaceutically active salts. The invention also relates to novel compounds of formula I, pharmaceutical compositions containing them, and methods for their preparation.

  本发明涉及一种治疗抑郁症、焦虑症、双相情感障碍、注意力缺陷多动障碍、压力相关障碍、精神分裂症等精神障碍、帕金森病等神经系统疾病、阿尔茨海默病等神经退行性疾病、癫痫、偏头痛、高血压、物质滥用、进食障碍、糖尿病、糖尿病并发症、肥胖症、血脂异常、能量消耗和吸收障碍、体温稳态障碍、睡眠和昼夜节律障碍以及心血管疾病的方法，包括向个体施用化合物I的治疗有效量，其中R、R1、R2、A和n如规范中所定义，以及其药用活性盐。该发明还涉及化合物I的新颖化合物、含有它们的药物组合物以及它们的制备方法。
• Diastereoselective Construction of Eight-Membered Carbocycles through Palladium-Catalyzed C(sp³)–H Functionalization
  作者：Bin Wan、Zhuoer Lu、Zhuo Wu、Cang Cheng、Yanghui Zhang

  DOI：10.1021/acs.orglett.0c04244

  日期：2021.2.19

  2-alkylphenyl bromides with biphenylene has been developed. The reactions formed eight-membered carbocycles through C(sp3)–H activation and the formation of two C–C bonds, and the chiral products were obtained with excellent diastereoselectivity. The reaction provides a new strategy for the construction of eight-membered carbocycles, and the products represent a novel type of chiral scaffold.

  已经开发了2-烷基苯基溴化物与联苯的钯催化的交叉偶联反应。反应通过C（sp 3）–H活化和两个C–C键的形成形成八元碳环，并且手性产物的非对映选择性极好。该反应为八元碳环的构建提供了新的策略，产物代表了一种新型的手性支架。
• Rhodium‐Catalyzed (4+1) Cycloaddition between Benzocyclobutenones and Styrene‐Type Alkenes
  作者：Shusuke Ochi、Zining Zhang、Ying Xia、Guangbin Dong

  DOI：10.1002/anie.202202703

  日期：2022.5.23

  An unusual (4+1), instead of a normal (4+2), cycloaddition has been developed between benzocyclobutenones and styrene-type alkenes via the Rh-catalyzed C−C activation, which provides a distinct one-carbon ring expansion approach to access multi-substituted 2-indanones.

  通过 Rh 催化的 C−C 活化，苯并环丁烯酮和苯乙烯型烯烃之间形成了一种不寻常的 (4+1) 环加成反应，而不是正常的 (4+2) 环加成反应，这提供了一种独特的单碳环扩展方法获得多取代的2-茚满酮。