3-(3-溴苯基)丙酸 | 42287-90-1

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: 3-(3-溴苯基)丙酸
• 中文别名: 3-溴-3-苯基丙酸；间溴苯丙酸
• 英文名称: 3-(3-bromophenyl)propanoic acid
• 英文别名: 3-(3-bromophenyl)propionic acid；(3-bromophenyl)propionic acid
• CAS: 42287-90-1
• 化学式: C₉H₉BrO₂
• mdl: MFCD01310792
• 分子量: 229.073
• InChiKey: DWKWMFSWLCIMKI-UHFFFAOYSA-N

物化性质

• 熔点：
  72-76 °C
• 沸点：
  336.3±17.0 °C(Predicted)
• 密度：
  1.531±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  常规情况下不会分解，也没有任何危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn
• 危险类别码：
  R22
• 危险品运输编号：
  3261
• 安全说明：
  S26,S36/37/39
• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  密封、阴凉、干燥处保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-(3-Bromophenyl)propanoic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H319: Causes serious eye irritation
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 3-(3-Bromophenyl)propanoic acid
CAS number: 42287-90-1

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.
Storage: Store in closed vessels.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C9H9BrO2
Molecular weight: 229.1

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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, 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：

  3-(3-溴苯基)丙酸 在 甲醇 、 gold 、 氢气 、 caesium carbonate 作用下， 100.0 ℃ 、506.66 kPa 条件下， 反应 79.0h， 以91%的产率得到3-苯基丙酸
  参考文献：
  名称：

  无载体纳米孔金催化的芳香族溴化物的加氢脱溴：氢分子的杂化裂解。

  摘要：

  无载体纳米多孔金（AuNPore）是一种高效，实用且可回收的催化剂，可用于芳族溴化物的加氢脱溴。AuNPore催化的芳族溴化物加氢脱溴反应在相对较低的氢气压力和较低温度下进行得很顺利，从而获得了相应的非溴化变体的良好或优异的收率。选择性加氢脱溴反应仅在氯原子共存时发生。首次的机理研究表明，H-H键以异解的方式在AuNPore表面分裂，生成Au-H氢化物。

  DOI：

  10.1002/cctc.202000674
• 作为产物：
  描述：

  5-(3-bromo-benzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione 在 水 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 3-(3-溴苯基)丙酸
  参考文献：
  名称：

  通过氯磺酸介导的芳基丙酸的Friedel-Crafts环化反应有效合成卤代茚满酮及其在烷基化反应中的应用

  摘要：

  分两步从苄基麦德鲁姆酸衍生物合成了几种卤代茚满酮。尽管几种路易斯酸对于富电子芳烃上的Friedel-Crafts闭环反应有效，但对于缺电子芳烃而言，这种化学方法无效。在此据报道，氯磺酸（用作溶剂）是用于吸电子芳烃环化的有效试剂。这些分子可用于随后的烷基化反应。使用钯催化的格利雅偶联反应证明了5,7-二溴茚满酮的选择性烷基化，可以提供高收率的单烷基化茚满酮。

  DOI：

  10.1016/j.tet.2006.10.065

文献信息

• AMINE DERIVATIVE COMPOUNDS FOR TREATING OPHTHALMIC DISEASES AND DISORDERS
  申请人：Acucela, Inc.

  公开号：US20160193181A1

  公开（公告）日：2016-07-07

  Provided are amine derivative compounds, pharmaceutical compositions thereof, and methods of treating ophthalmic diseases and disorders, such as age-related macular degeneration and Stargardt's Disease, using said compounds and compositions.

  提供的是胺衍生物化合物、其药物组合物，以及使用所述化合物和组合物治疗眼科疾病和障碍的方法，例如年龄相关的黄斑变性和斯达格特病。
• [EN] THIOPENE-BASED TRICYCLIC COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS COMPRISING SAME<br/>[FR] COMPOSÉS TRICYCLIQUES À BASE DE THIOPÈNE ET COMPOSITIONS PHARMACEUTIQUES RENFERMANT LESDITS COMPOSÉS
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003084959A1

  公开（公告）日：2003-10-16

  Compounds having the formula (I), and pharmaceutically-acceptable salts, hydrates and prodrugs thereof, are useful as anti-inflammatory agents, in which R1, R2, and R3 are hydrogen, halogen, alkyl, or perfluoroalkyl; R4 is an optionally substituted alkyl or cycloalkyl group; X is a linker; A is an aryl, heteroaryl, heterocycle, cycloalkyl, or is absent; and R7 is a substituent on A as defined in the specification.

  具有公式(I)的化合物，以及其中所述化合物的药物可接受的盐、水合物和前药，作为抗炎剂是有用的，其中R1、R2和R3是氢、卤素、烷基或全氟烷基；R4是可选地取代的烷基或环烷基团；X是连接基；A是芳基、杂芳基、杂环、环烷基，或是缺失的；R7是如说明书中定义的A上的取代基。
• Palladium Nanoparticles in Suzuki Cross-Couplings: Tapping into the Potential of Tris-Imidazolium Salts for Nanoparticle Stabilization
  作者：Marc Planellas、Roser Pleixats、Alexandr Shafir

  DOI：10.1002/adsc.201100574

  日期：2012.3

  magnetic resonance, transmission electron microscopy, electron diffraction and dynamic light scattering. The new materials proved effective in Suzuki cross‐coupling at a loading of 0.2% palladium. Thus, using a tris‐imidazolium iodide‐palladium material, a series of biaryl products has been prepared starting from aryl bromides and some activated chlorides. The possibility that this catalytic activity might

  受各种钯源在咪唑基离子液体中形成纳米颗粒的倾向性的启发，我们现在报道带有十六烷基链和桥连间苯三甲部分的三咪唑盐是有效的钯纳米颗粒稳定剂，是通过钯的Chaudret型氢化有效制备的。双（二亚苄基丙酮）钯（0）​​。钯纳米粒子已经以纯净形式分离出来，其特征为1H核磁共振，透射电子显微镜，电子衍射和动态光散射。在钯含量为0.2％的情况下，新材料在铃木交叉偶联中被证明是有效的。因此，使用碘化三咪唑鎓钯材料，已从芳基溴化物和一些活化的氯化物开始制备了一系列联芳基产品。这种可能性，这催化活性可能是由于钯n中形成-杂环卡宾已通过固态寻址13 C NMR，并且其中所述酸性2-H用甲基取代的咪唑鎓类似物的合成。
• Novel thiophene derivatives, their process of preparation and the pharmaceutical compositions which comprise them
  申请人：——

  公开号：US20040072871A1

  公开（公告）日：2004-04-15

  A compound of formula (I) selected from: 1 wherein: X represents oxygen or sulphur, Y represents oxygen, —NH— or —N(C 1 -C 6 )alkyl-, R a represents hydrogen, halogen, (C 1 -C 3 )alkyl, hydroxyl or (C 1 -C 3 )alkoxy, R b represents hydrogen, halogen or (C 1 -C 3 )alkyl, A represents phenyl, pyridyl, (C 5 -C 6 )cycloalkyl or (C 5 -C 6 )cycloalkenyl, R 1 and R 2 each represent a group selected from hydrogen, halogen, cyano, nitro, haloalkyl, haloalkoxy, alkyl, alkenyl, alkynyl, —OR 4 , —NR 4 R 5 , —S(O) n R 4 , —C(O)R 4 , —CO 2 R 4 , —O—C(O)R 4 , —C(O)NR 4 R 5 , —NR 5 —C(O)R 4 , —NR 5 —SO 2 R 4 , -T-CN, -T-OR 4 , -T-OCF 3 , -T- NR 4 R 5 , -T-S(O) n R 4 , -T-C(O)R 4 , -T-CO 2 R 4 , -T-O—C(O)R 4 , -T-C(O)NR 4 R 5 , -T-NR 4 —C(O)R 5 , -T-NR 4 —SO 2 R 5 , —R 6 and -T-R 6 in which n, T, R 4 , R 5 and R 6 are as defined in the description, R 3 represents an —R 7 or —U—R 11 group in which R 7 represents hydrogen, alkyl, aryl, cycloalkyl or heterocycle, U represents a linear or branched alkylene chain and R 11 is defined in the description, their optical isomers or their addition salts with a pharmaceutically acceptable acid or base, and their use as inhibitor of metalloproteinase and more specifically of metalloproteinase-12.

  公式（I）所选的化合物如下： 其中： X代表氧或硫， Y代表氧，-NH-或-N（C1-C6）烷基-， Ra代表氢，卤素，（C1-C3）烷基，羟基或（C1-C3）甲氧基， Rb代表氢，卤素或（C1-C3）烷基， A代表苯基，吡啶基，（C5-C6）环烷基或（C5-C6）环烯基， R1和R2分别代表从氢，卤素，氰基，硝基，卤代烷基，卤代甲氧基，烷基，烯基，炔基，-OR4，-NR4R5，-S（O）nR4，-C（O）R4，-CO2R4，-O—C（O）R4，-C（O）NR4R5，-NR5—C（O）R4，-NR5—SO2R4，-T-CN，-T-OR4，-T-OCF3，-T-NR4R5，-T-S（O）nR4，-T-C（O）R4，-T-CO2R4，-T-O—C（O）R4，-T-C（O）NR4R5，-T-NR4—C（O）R5，-T-NR4—SO2R5，-R6和-T-R6中选择的基团，其中n，T，R4，R5和R6如描述中所定义， R3代表-R7或-U-R11基团，其中R7代表氢，烷基，芳基，环烷基或杂环烷基，U代表线性或支链烷基链，R11如描述中所定义， 它们的光学异构体或它们与药学上可接受的酸或碱形成的加合盐，以及它们作为金属蛋白酶抑制剂，更具体地是金属蛋白酶-12的抑制剂的用途。
• Photocatalytic Decarboxylative Coupling of Aliphatic N‐hydroxyphthalimide Esters with Polyfluoroaryl Nucleophiles
  作者：Xiangli Yi、Runze Mao、Lara Lavrencic、Xile Hu

  DOI：10.1002/anie.202108465

  日期：2021.10.25

  of alkylated polyfluoroarenes remains challenging. Here we describe a decarboxylative coupling reaction of N-hydroxyphthalimide esters of aliphatic carboxylic acids with polyfluoroaryl zinc reagents (Zn-ArF) via synergetic photoredox and copper catalysis. This method readily converts primary and secondary alkyl carboxylic acids into the corresponding polyfluoroaryl compounds, which could have a wide

  多氟芳烃是医学和材料化学中的一类重要化合物。烷基化多氟芳烃的合成仍然具有挑战性。在这里，我们描述了脂肪族羧酸的 N-羟基邻苯二甲酰亚胺酯与多氟芳基锌试剂 (Zn-Ar F ) 通过协同光氧化还原和铜催化进行的脱羧偶联反应。该方法很容易将伯烷基羧酸和仲烷基羧酸转化为相应的多氟芳基化合物，该化合物可以具有广泛的 F 含量 (2F-5F) 和芳基上可变的 F 取代模式。实现了广泛的范围和良好的官能团相容性，包括在天然产物和药物衍生的底物上。机理研究表明，[Cu-(Ar F ) 2 ]物种可能负责将多氟芳基转移至烷基自由基。

表征谱图