93-25-4

Basic information

• Product Name: 2-Methoxyphenylacetic acid
• Synonyms: RARECHEM AL BO 0118;RARECHEM AL BO 0116;O-METHOXYPHENYLACETIC ACID;ORTHO METHOXYL PHENYL ACETIC ACID;2-methoxy-benzeneaceticaci;Acetic acid, (o-methoxyphenyl)-;Benzeneaceticacid,2-methoxy-;o-Methoxyphenylessigsαure
• CAS NO: 93-25-4
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 202-231-4
• Product Categories: Aromatic Phenylacetic Acids and Derivatives;C9;Carbonyl Compounds;Carboxylic Acids;Aromatics;Miscellaneous Reagents
• Mol File: 93-25-4.mol
• Article Data: 20

Chemical Properties

• Melting Point: 88-90 °C(lit.)
• Boiling Point: 254.38°C (rough estimate)
• Flash Point: 117.1 °C
• Appearance: White to slightly pink-cream/Crystalline Powder
• Density: 1.1708 (rough estimate)
• Vapor Pressure: 0.000903mmHg at 25°C
• Refractive Index: 1.5101 (estimate)
• Storage Temp.: Store at RT.
• Solubility: 9.2g/l
• PKA: 4.14±0.10(Predicted)
• Water Solubility: SOLUBLE
• BRN: 2047573
• CAS DataBase Reference: 2-Methoxyphenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxyphenylacetic acid(93-25-4)
• EPA Substance Registry System: 2-Methoxyphenylacetic acid(93-25-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 93-25-4(Hazardous Substances Data)

Usage

Description

2-Methoxyphenylacetic acid is a white to slightly pink-cream crystalline powder with cytotoxic potential, making it a valuable compound for pharmaceutical research and development.

Uses

Used in Pharmaceutical Industry:
2-Methoxyphenylacetic acid is used as a pharmaceutical intermediate for its cytotoxic properties, which can be harnessed in the development of drugs targeting specific diseases and conditions. Its unique chemical structure allows for the synthesis of various pharmaceutical compounds, contributing to the advancement of medicine.

Synthesis Reference(s)

Journal of the American Chemical Society, 70, p. 1930, 1948 DOI: 10.1021/ja01185a084

Purification Methods

Crystallise the acid from H2O, EtOH or aqueous EtOH, pet ether/Et2O and dry it in a vacuum desiccator over Sicapent. The amide has m 131o (from EtOH). [Beilstein 10 H 188, 10 III 422, 10 IV 536.]

InChI:InChI=1/C9H10O3/c1-12-8-5-3-2-4-7(8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)/p-1

Upstream product

• 578-58-5 2-methylmethoxybenzene 
• 1822-71-5 n-pentylsodium 
• 109-66-0 pentane 
• 614-75-5 2-Hydroxyphenylacetic acid 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 855658-52-5 (2-methoxy-phenyl)-malonic acid 
• 121985-99-7 2-hydroxy-2-(2-methoxyphenyl)acetonitrile 
• 7169-17-7 2-diazo-1-(2-methoxyphenyl)ethanone 
• 6948-65-8 2-phenyl-4-(2'-methoxyphenylidene)-5-oxazolone 
• 56772-78-2 1-(2,2-dichlorovinyl)-2-methoxybenzene 
• 49711-50-4 2-cyano-3-(2'-methoxy-1'-phenyl)acrylic acid 
• 7035-03-2 2-methoxy-benzeneacetonitrile 
• 142-82-5 n-heptane 

Downstream Products

• 55801-78-0 2'-nitro-2-methoxy-trans-stilbene 
• 19090-04-1 chroman-3-one 
• 32940-15-1 5-methoxy-2-tetralone 
• 6342-77-4 2-methoxy-benzenepropanoic acid 
• 22955-75-5 3-(2-methoxyphenyl)propionyl chloride 
• 124067-29-4 3-(2-anisyl)-α-diazo-2-propanone 
• 33209-75-5 4-(2-Methoxyphenyl)-butanoic acid 
• 90266-01-6 1-diazo-4-(2'-methoxyphenyl)butan-2-one 
• 124067-30-7 4-Methoxy-indan-2-one 
• 132589-74-3 phenacyl 2-methoxyphenylacetate 
• 124931-83-5 (2-Methoxy-phenyl)-acetic acid 2'-hydroxy-[1,1']binaphthalenyl-2-yl ester 
• 22532-50-9 Acetic acid 2-(2-methoxy-phenyl)-ethyl ester 
• 74384-26-2 phenyl 2-(2-methoxyphenyl)acetate 
• 92549-46-7 1-(2,4-dihydroxy-phenyl)-2-(2-methoxy-phenyl)-ethanone 

Relevant articles and documents

Method for preparing carboxylic acid by one-pot method

The invention discloses a method for preparing carboxylic acid by a one-pot method, which comprises the steps of carrying out a Corey-Fuchs process on 1,1-dibromo olefin under the action of n-butyllithium, reacting with isopropanol pinacol borate, quenching with hydrogen chloride, oxidizing with an oxidant, separating and purifying to obtain carboxylic acid. The method disclosed by the invention is a one-pot preparation method, is simple and convenient to operate, does not need to use metal catalysis, uses cheap and easily available reagents for reaction, is green and environment-friendly, hasmild reaction conditions and wide substrate applicability, and provides a new way for rapidly preparing a series of carboxylic acids containing different functional groups.

Methoxyphenylacetic acid, intermediate thereof, and preparation method of salt thereof

The invention discloses methoxyphenylacetic acid, an intermediate thereof, and a preparation method of a salt thereof. The invention provides a preparation method of hydroxyl phenylacetate, wherein the method may be a method (1) or a method (2). The method has high yield, high purity, simple operation process, mild reaction conditions, short reaction time and low demand on equipment. A catalyst in the method is recyclable, so that the method has simple post-treatment. The method is environment-friendly, is low in production cost and is suitable for industrial production.

Photocaging of Single and Dual (Similar or Different) Carboxylic and Amino Acids by Acetyl Carbazole and its Application as Dual Drug Delivery in Cancer Therapy

A new fluorescent photoremovable protecting group (FPRPG) based on acetylcarbazole framework has been explored for the first time release of single and dual (similar or different) substrates from single chromophore. Mechanistic studies of the photorelease process revealed that photorelease of two (similar or different) substrates from acetyl carbazole proceeds via a stepwise pathway. Further, we constructed photoresponsive dual drug delivery system (DDS) to release two different anticancer drugs (caffeic acid and chlorambucil, 1 equiv each). In vitro study reveals that our DDS exhibit excellent properties like biocompatibility, cellular uptake, and photoregulated dual drug release.