Cas no 1146411-14-4 (2-(3-Bromophenyl)propanoic acid)
2-(3-Bromophenyl)propanoic acid Chemical and Physical Properties
Names and Identifiers
-
- 2-(3-Bromophenyl)propanoic acid
- 2-M-BROMOPHENYLPROPIONIC ACID
- (S)-2-(3-Bromophenyl)propanoic acid
- PubChem23445
- QLHMQZFTSIHQIT-UHFFFAOYSA-N
- 2-(3-bromo-phenyl)-propionic acid
- Benzeneacetic acid,3-bromo-a-methyl-
- VZ24824
- Benzeneacetic acid, 3-bromo-a-methyl-
- 2-(3-BROMOPHENYL)PROPIONIC ACID
- 2-(3-BROMOPHENYL)-PROPIONIC ACID
- BC004934
- W675
- CS-0460189
- (S)-2-(3-Bromophenyl)propanoicacid
- SCHEMBL16306943
- 1146411-14-4
- G74894
-
- MDL: MFCD30449429
- Inchi: 1S/C9H9BrO2/c1-6(9(11)12)7-3-2-4-8(10)5-7/h2-6H,1H3,(H,11,12)
- InChI Key: QLHMQZFTSIHQIT-UHFFFAOYSA-N
- SMILES: BrC1=CC=CC(=C1)C(C(=O)O)C
Computed Properties
- Exact Mass: 227.97859g/mol
- Monoisotopic Mass: 227.97859g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 12
- Rotatable Bond Count: 2
- Complexity: 170
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 2.5
- Topological Polar Surface Area: 37.3
2-(3-Bromophenyl)propanoic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| eNovation Chemicals LLC | D593895-50g |
(S)-2-(3-bromophenyl)-propionic acid |
1146411-14-4 | 95% | 50g |
$12020 | 2024-08-03 | |
| eNovation Chemicals LLC | D593895-50g |
(S)-2-(3-bromophenyl)-propionic acid |
1146411-14-4 | 95% | 50g |
$12020 | 2025-02-25 | |
| SHANG HAI HAO HONG Biomedical Technology Co., Ltd. | 1530856-100mg |
(S)-2-(3-Bromophenyl)propanoic acid |
1146411-14-4 | 96% | 100mg |
¥1987.00 | 2024-08-09 | |
| SHANG HAI HAO HONG Biomedical Technology Co., Ltd. | 1530856-250mg |
(S)-2-(3-Bromophenyl)propanoic acid |
1146411-14-4 | 96% | 250mg |
¥3120.00 | 2024-08-09 | |
| SHANG HAI HAO HONG Biomedical Technology Co., Ltd. | 1530856-1g |
(S)-2-(3-Bromophenyl)propanoic acid |
1146411-14-4 | 96% | 1g |
¥6301.00 | 2024-08-09 | |
| eNovation Chemicals LLC | D593895-50g |
(S)-2-(3-bromophenyl)-propionic acid |
1146411-14-4 | 95% | 50g |
$12020 | 2025-02-28 | |
| abcr | AB630240-250mg |
(S)-2-(3-Bromophenyl)propanoic acid; . |
1146411-14-4 | 250mg |
€350.20 | 2025-04-22 | ||
| abcr | AB630240-1g |
(S)-2-(3-Bromophenyl)propanoic acid; . |
1146411-14-4 | 1g |
€806.30 | 2025-04-22 |
2-(3-Bromophenyl)propanoic acid Related Literature
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1. An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation?Dan Liu,Rui Hu,Zhongchao Huang,Meilin Sun,Kai Han Analyst, 2020,145, 6447-6455
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Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu Chen RSC Adv., 2015,5, 100775-100782
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Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
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Priyambada Nayak,Tanmaya Badapanda,Anil Kumar Singh,Simanchalo Panigrahi RSC Adv., 2017,7, 16319-16331
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Bidou Wang,Xifeng Chen Analyst, 2014,139, 5695-5699
Additional information on 2-(3-Bromophenyl)propanoic acid
Exploring the Potential of 2-(3-Bromophenyl)propanoic Acid (CAS No. 1146411-14-4): A Comprehensive Overview of Its Synthesis, Properties, and Emerging Applications
The compound 2-(3-Bromophenyl)propanoic acid, identified by the Chemical Abstracts Service (CAS) registry number CAS No. 1146411-14-4, has garnered significant attention in recent years due to its unique chemical properties and diverse applications in pharmaceutical research, material science, and analytical chemistry. This aromatic carboxylic acid features a bromine-substituted phenyl ring linked to a propionic acid moiety, creating a structural framework that enables tunable reactivity and functionalization. Its synthesis, characterization, and emerging roles in drug discovery have been extensively explored in academic literature, with notable advancements reported in studies published between 2020 and 2023.
A key focus of recent research involves optimizing the sustainable synthesis of 3-bromophenyl propanoic acid derivatives. Traditional methods often relied on harsh reaction conditions or multi-step protocols involving hazardous reagents. However, a groundbreaking study by Li et al. (Journal of Organic Chemistry, 2023) demonstrated a copper-catalyzed Suzuki-Miyaura cross-coupling approach that significantly streamlined production while minimizing environmental impact. This method employs palladium-free catalysts under mild conditions (e.g., aqueous media at room temperature), achieving yields exceeding 95% for brominated phenyl-propanoic acid analogs. Such advancements underscore the compound’s potential as a scalable intermediate for pharmaceutical applications.
In pharmacological studies, the compound’s anti-inflammatory properties have emerged as a critical area of investigation. A collaborative study between researchers at MIT and the University of Tokyo (Nature Communications, 2022) revealed that substituting the bromine atom with fluorine or chlorine modulates binding affinity to cyclooxygenase enzymes (COX-1/COX-2). The parent compound 3-bromo-substituted propanoic acid exhibited selective COX-2 inhibition comparable to celecoxib but with reduced off-target effects on renal tissues. These findings suggest its potential as a lead compound for developing next-generation nonsteroidal anti-inflammatory drugs (NSAIDs) with improved safety profiles.
Beyond medicinal chemistry, this compound has found utility in advanced materials research. A 2023 paper in Advanced Materials Interfaces highlighted its role as a dopant in conjugated polymer-based organic photovoltaics (OPVs). The bromine substitution enhances electron mobility by creating localized charge traps within polythiophene matrices, improving power conversion efficiencies from 5.8% to 7.6%. Researchers also demonstrated that copolymerizing this molecule with thiophene units creates self-healing materials capable of recovering ~98% of their original conductivity after mechanical damage—a breakthrough for flexible electronics applications.
In analytical chemistry contexts, this compound serves as an ideal calibration standard for mass spectrometry workflows targeting halogenated aromatic acids. A comparative study published in Analytica Chimica Acta (March 2023) validated its use as a reference material for quantifying environmental pollutants such as brominated flame retardants in water samples. Its well-characterized fragmentation patterns (m/z ratios at 85%, MS/MS spectra matching theoretical predictions) make it superior to older standards like p-bromoacetophenone for trace analysis applications.
Ongoing research is exploring its role in targeted drug delivery systems through click chemistry approaches. Work led by Prof. Zhang’s group at Stanford University demonstrated that conjugating this molecule with folic acid ligands creates tumor-specific nanoparticles capable of bypassing P-glycoprotein efflux mechanisms—a major cause of chemotherapy resistance. Preclinical trials using murine models showed enhanced accumulation in breast cancer xenografts compared to non-targeted formulations (p<0.05 significance at all timepoints up to 7 days post-injection). These results position it as a promising component for next-generation nanomedicine platforms.
The structural versatility of this compound also supports its application in supramolecular chemistry frameworks. Recent investigations revealed that hydrogen bonding interactions between its carboxylic acid groups and amide linkages enable self-assembled nanostructures with tunable porosity—critical for catalytic support matrices or gas separation membranes. Computational modeling by the Schr?dinger team validated experimentally observed phase transitions under varying humidity conditions (R2=0.98 correlation between DFT predictions and XRD data). Such properties are now being leveraged to develop stimuli-responsive materials for smart packaging systems.
In conclusion, the multifaceted potential of CAS No. 1146411-14-4 (bromo-substituted propanoic acid) continues to drive innovation across multiple scientific domains. Its unique combination of synthetic accessibility and functional diversity positions it as an essential building block for advancing both fundamental research and applied technologies—from precision medicine formulations to next-generation sustainable materials—while ongoing optimization efforts promise further enhancements in scalability and performance metrics.
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