Production Method 1

447-43-8

81170-13-0

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Methanol ;  1 h, 0 °C
2.1 Reagents: Barium hydroxide Catalysts: Iridium(1+), carbonyltris(1,3-dihydro-1,3-dimethyl-2H-benzimidazol-2-ylidene)-, … ;  12 h, 140 °C; 140 °C → 70 °C
2.2 Reagents: Sulfuric acid Solvents: Water ;  acidified, 70 °C

Reference

Modular Access to Quaternary α-Hydroxyl Acetates by Catalytic Cross-Coupling of Alcohols

Zeng, Guangkuo; et al, ACS Catalysis, 2023, 13(3), 2061-2068

Production Method 2

403-42-9

81170-13-0

Reaction Conditions

1.1 Reagents: Selenium dioxide Solvents: 1,4-Dioxane ,  Water ;  reflux
2.1 Reagents: Sodium borohydride Solvents: Methanol ;  1 h, 0 °C
3.1 Reagents: Barium hydroxide Catalysts: Iridium(1+), carbonyltris(1,3-dihydro-1,3-dimethyl-2H-benzimidazol-2-ylidene)-, … ;  12 h, 140 °C; 140 °C → 70 °C
3.2 Reagents: Sulfuric acid Solvents: Water ;  acidified, 70 °C

Reference

Modular Access to Quaternary α-Hydroxyl Acetates by Catalytic Cross-Coupling of Alcohols

Zeng, Guangkuo; et al, ACS Catalysis, 2023, 13(3), 2061-2068

Production Method 3

17951-22-3

81170-13-0

Reaction Conditions

1.1 Reagents: Barium hydroxide Catalysts: Iridium(1+), carbonyltris(1,3-dihydro-1,3-dimethyl-2H-benzimidazol-2-ylidene)-, … ;  12 h, 140 °C; 140 °C → 70 °C
1.2 Reagents: Sulfuric acid Solvents: Water ;  acidified, 70 °C

Reference

Modular Access to Quaternary α-Hydroxyl Acetates by Catalytic Cross-Coupling of Alcohols

Zeng, Guangkuo; et al, ACS Catalysis, 2023, 13(3), 2061-2068

Production Method 4

403-42-9

105-13-5

81170-13-0

123-11-5

Reaction Conditions

1.1 Reagents: 2,6-Lutidine ,  Tetrabutylammonium bromide ,  Tetrabutylammonium perchlorate ,  Tempo Solvents: Acetonitrile ;  5.5 h, 5 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  acidified

Reference

Pairing Electrocarboxylation of Unsaturated Bonds with Oxidative Transformation of Alcohol and Amine

Zhang, Xin; et al, ChemSusChem, 2023, 16(19),

2-(4-fluorophenyl)-2-hydroxypropanoic acid Raw materials

• 4-fluoroacetophenone
• 1-(4-Fluorophenyl)-2,2-dihydroxyethanone
• 4-Methoxybenzyl alcohol
• 1-(4-Fluorophenyl)-1,2-ethanediol

2-(4-fluorophenyl)-2-hydroxypropanoic acid Preparation Products

• p-Methoxybenzaldehyde (123-11-5)
• 2-(4-fluorophenyl)-2-hydroxypropanoic acid (81170-13-0)

• 1. An approach to 7-aza-1-phosphanorbornane complexes: strain promoted rearrangement of 1-iminylphosphirane complexes and cycloaddition with olefins?
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• 2. Acentric and chiral heterometallic inorganic–organic hybrid frameworks mediated by alkali or alkaline earth ions: synthesis and NLO properties
  Huabin Zhang,Shaowu Du CrystEngComm, 2014,16, 4059-4068
• 3. An atlas of endohedral Sc2S cluster fullerenes?
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• 4. An asymmetric supercapacitor based on controllable WO3 nanorod bundle and alfalfa-derived porous carbon?
  Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu Ma RSC Adv., 2021,11, 37631-37642
• 5. An aqueous ammonia sensor based on an inkjet-printed polyaniline nanoparticle-modified electrode
  Karl Crowley,Eimer O'Malley,Aoife Morrin,Malcolm R. Smyth,Anthony J. Killard Analyst, 2008,133, 391-399

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Halobenzenes Fluorobenzenes

2-(4-Fluorophenyl)-2-Hydroxypropanoic Acid: A Comprehensive Overview

2-(4-Fluorophenyl)-2-hydroxypropanoic acid (CAS No. 81170-13-0) is a compound of significant interest in the fields of organic chemistry, pharmacology, and materials science. This compound, also referred to as 4-fluorophenyl 2-hydroxypropanoic acid, has garnered attention due to its unique structural properties and potential applications in drug development and advanced materials. In this article, we will delve into the chemical structure, synthesis methods, biological activities, and recent research findings related to this compound.

The molecular structure of 2-(4-fluorophenyl)-2-hydroxypropanoic acid is characterized by a hydroxyl group (-OH) and a fluorophenyl group attached to the central carbon atom of a propanoic acid backbone. This arrangement imparts the compound with both hydrophilic and lipophilic properties, making it versatile for various applications. The presence of the fluorine atom in the aromatic ring further enhances the compound's stability and reactivity, which are critical factors in its utilization across different industries.

Recent studies have highlighted the potential of 2-(4-fluorophenyl)-2-hydroxypropanoic acid as a precursor for synthesizing bioactive molecules. Researchers have explored its role in the development of antimicrobial agents, where its ability to disrupt bacterial membranes has shown promise in combating drug-resistant pathogens. Additionally, the compound has been investigated for its potential as a pharmaceutical intermediate, serving as a building block for more complex drug molecules with enhanced therapeutic efficacy.

In terms of synthesis, 2-(4-fluorophenyl)-2-hydroxypropanoic acid can be prepared through various methods, including nucleophilic substitution reactions and oxidative coupling processes. One notable approach involves the reaction of 4-fluorophenol with an appropriate electrophile under controlled conditions to yield the desired product. The choice of synthetic pathway depends on factors such as scalability, cost-effectiveness, and the desired purity of the final product.

The biological activity of 2-(4-fluorophenyl)-2-hydroxypropanoic acid has been extensively studied in recent years. Preclinical studies have demonstrated its ability to modulate cellular signaling pathways, making it a potential candidate for treating conditions such as inflammation and oxidative stress-related disorders. Furthermore, its role in modulating enzyme activity has opened new avenues for its application in enzyme inhibition studies.

From a materials science perspective, 2-(4-fluorophenyl)-2-hydroxypropanoic acid has been explored for its potential in creating advanced biomaterials and sensors. Its ability to form stable complexes with metal ions has led to its use in designing sensors for detecting heavy metal ions in environmental samples. This property underscores its versatility across multiple disciplines.

In conclusion, 2-(4-fluorophenyl)-2-hydroxypropanoic acid (CAS No. 81170-13-0) is a multifaceted compound with diverse applications spanning drug discovery, materials science, and environmental monitoring. Its unique chemical properties and versatile structure continue to drive innovative research, positioning it as a key player in advancing scientific and technological frontiers.

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• 132741-29-8((2R)-2-(3,4-Difluorophenyl)-2-hydroxyacetic Acid)
• 30444-49-6(Propanoic acid,2-hydroxy-, monophenyl deriv. (9CI))
• 395-05-1(2-(3-Fluorophenyl)-2-hydroxyacetic acid)
• 132741-31-2(3,5-difluoromandelic acid)
• 395-33-5(4-Fluoromandelic acid)
• 56031-84-6(Benzeneacetic acid, a-hydroxy-a,4-dimethyl-, (R)- (9CI))
• 515-30-0(a-Phenyllactic acid)
• 3966-30-1((S)-(+)-2-Hydroxy-2-phenylpropionic Acid)
• 162050-73-9((S)-2-Hydroxy-2-(p-tolyl)propanoic acid)