6547-53-1

Basic information

• Product Name: 4-BENZYLOXYPHENYLACETIC ACID
• Synonyms: Benzeneacetic acid, 4-(phenylmethoxy)-;RARECHEM AL BO 1522;4-BENZYLOXYPHENYLACETIC ACID;BUTTPARK 146\04-05;Benzyloxyphenylaceticacid;NISTC6547531;4-Benzyloxyphenylacetic acid 98%;2-(4-(benzyloxy)phenyl)acetic acid
• CAS NO: 6547-53-1
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27
• EINECS: 229-463-9
• Product Categories: Aromatic Phenylacetic Acids and Derivatives;Benzene series;C13 to C42+;Carbonyl Compounds;Carboxylic Acids
• Mol File: 6547-53-1.mol
• Article Data: 41

Chemical Properties

• Melting Point: 119-123 °C(lit.)
• Boiling Point: 418.8 °C at 760 mmHg
• Flash Point: 158.5 °C
• Appearance: White/Crystalline Powder
• Density: 1.201 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.44±0.10(Predicted)
• Water Solubility: 89.9mg/L(25 oC)
• CAS DataBase Reference: 4-BENZYLOXYPHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLOXYPHENYLACETIC ACID(6547-53-1)
• EPA Substance Registry System: 4-BENZYLOXYPHENYLACETIC ACID(6547-53-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 6547-53-1(Hazardous Substances Data)

Usage

Description

4-Benzyloxyphenylacetic Acid, also known as (4-Benzyloxy)phenylacetic acid, is a para-substituted phenyl-acetic acid derivative with anti-inflammatory properties. Its crystals belong to the triclinic crystal system and are characterized by centrosymmetric dimeric forms linked by double hydrogen bonds between carboxyl groups. It is a white crystalline powder.

Uses

Used in Pharmaceutical Industry:
4-Benzyloxyphenylacetic Acid is used as an anti-inflammatory agent for its effective inflammation inhibition properties. It can be employed in the development of medications targeting various inflammatory conditions, potentially providing relief and improving the quality of life for patients suffering from such ailments.
Used in Research and Development:
In the field of research and development, 4-Benzyloxyphenylacetic Acid can be utilized as a key compound in the synthesis of other pharmaceuticals or as a starting material for the development of novel anti-inflammatory drugs. Its unique chemical structure and properties make it a valuable asset in the ongoing quest for new and improved treatments for inflammation-related disorders.
Used in Cosmetics Industry:
4-Benzyloxyphenylacetic Acid may also find applications in the cosmetics industry, where it could be used as an ingredient in skincare products designed to reduce inflammation and soothe irritated skin. Its anti-inflammatory properties could be beneficial for individuals with sensitive or acne-prone skin, contributing to a more comfortable and healthier complexion.

Upstream product

• 156-38-7 4-hydroxyphenylacetate 
• 100-39-0 benzyl bromide 
• 201230-82-2 carbon monoxide 
• 5544-60-5 4-(benzyloxy)benzyl bromide 
• 61439-59-6 2-(4-benzyloxyphenyl)ethanol 
• 83671-19-6 p-benzyloxyphenyl dichloroethylene 
• 68641-16-7 (4-benzyloxy-phenyl)-acetic acid methyl ester 
• 824-94-2 p-methoxybenzyl chloride 
• 71749-20-7 1-Benzyloxy-4-((Z)-2-methanesulfinyl-2-methylsulfanyl-vinyl)-benzene 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 100-44-7 benzyl chloride 
• 14191-95-8 4-cyanomethylphenol 
• 17138-28-2 (4-hydroxy-phenyl)-acetic acid ethyl ester 
• 836-42-0 4-benzyloxybenzyl chloride 

Downstream Products

• 126582-20-5 (E)-2,3-Bis-(4-benzyloxy-phenyl)-acrylic acid 
• 76787-10-5 N-<(3-methoxyphenyl)ethyl>-4-(benzyloxy)phenylacetamide 
• 89618-33-7 methyl 2-(4-benzyloxyphenyl)propionate 
• 177906-35-3 (4-benzyloxyphenyl)acetic acid succinimidyl ester 
• 848779-69-1 2-[4-(benzyloxy)phenyl]-N-[1-(2-pyrrolidin-1-ylethyl)-1H-indazol-4-yl]acetamide 
• 945493-39-0 methyl (S)-2-[N-allyl-3-(4-benzyloxyphenyl)acetamido]-5-(triisopropylsilyloxy)pentanoate 
• 156-38-7 4-hydroxyphenylacetate 
• 155944-28-8 (2S,3S,4R)-plakoridine A 
• 267888-94-8 [2-(4-Benzyloxy-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine 
• 267888-97-1 (2S,3R,4R)-4-Hydroxy-1-[2-(4-hydroxy-phenyl)-ethyl]-5-oxo-2-propyl-pyrrolidine-3-carboxylic acid methyl ester 
• 267888-95-9 (S)-3-[[2-(4-Benzyloxy-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amino]-hexanoic acid methyl ester 

Relevant articles and documents

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Structure-supercooling property relationship of phenylethyl phenylacetate derivatives and analogue

In this paper, three new compounds were synthesized by introduction of benzyloxy group to phenylethyl phenylacetate (PPA) and shorting the flexible ester linker. NMR spectra and mass spectra are achieved to confirm the structure of the compounds. The solid-liquid and liquid-solid phase change behaviors of PPA and these three compounds were explored by direct observation and differential scanning calorimetry (DSC) measurements. It was found that all four compounds would form supercooled liquids during a heating-cooling cycle. The supercooling degree is as large as 44 °C or above. The effects of benzyloxy group and the flexible linker on the phase transition processes as well as the supercooling degrees were discussed in detail with the computational optimized geometry of isolated molecules. It was revealed that the dihedral angles between adjacent phenyl rings play a significant role in tuning their phase transition temperatures. This work also discovers the high enthalpies of PPA derivatives and analogues in both solid-liquid and liquid-solid phase transition processes, making them great potentials for the thermal energy control of appropriate working temperature regions.

Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide

A simple, efficient, cheap, and broadly applicable system for the carboxylation of benzylic bromides with carbon monoxide and water is reported. Upon simple reaction with only 2.5 wt % of Pearlman's catalyst and 10 mol % of tetrabutylammonium bromide in tetrahydrofuran at 110 °C for 4 h, a range of benzylic bromides can be smoothly converted to the corresponding arylacetic acids in good to excellent yields after simple extraction and acid-base wash. The reaction was found to be broadly applicable, scalable, and could be successfully extended to the use of ex situ-generated carbon monoxide and applied to the synthesis of the nonsteroidal anti-inflammatory drug diclofenac.