1758-25-4

Basic information

• Product Name: (2,5-Dimethoxyphenyl)acetic acid
• Synonyms: 2,5-dimethoxy-benzeneaceticaci;Benzeneacetic acid, 2,5-dimethoxy-;AKOS BBS-00000244;2,5-DIMETHOXYPHENYLACETIC ACID;RARECHEM AL BO 0334;2,5-DIMETHOXY-PHENETHYL ACID;(2,5-Dimethoxyphenyl);2,5-dimethoxy-benzeneacetic acid
• CAS NO: 1758-25-4
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.19988
• EINECS: 217-151-5
• Product Categories: Aromatic Phenylacetic Acids and Derivatives;C10;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 1758-25-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 123-125 °C(lit.)
• Boiling Point: 293.08°C (rough estimate)
• Flash Point: 134.793 °C
• Appearance: white to light brown crystalline powder
• Density: 1.2166 (rough estimate)
• Vapor Pressure: 3.15E-05mmHg at 25°C
• Refractive Index: 1.5430 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.03±0.10(Predicted)
• CAS DataBase Reference: (2,5-Dimethoxyphenyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2,5-Dimethoxyphenyl)acetic acid(1758-25-4)
• EPA Substance Registry System: (2,5-Dimethoxyphenyl)acetic acid(1758-25-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22-36/37
• Safety Statements: 22-24/25-36/37-26
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 1758-25-4(Hazardous Substances Data)

Usage

Description

(2,5-Dimethoxyphenyl)acetic acid, also known as 2,5-Dimethoxybenzeneacetic Acid, is a white to light brown crystalline powder with chemical properties that make it a valuable compound in various industries. It is primarily recognized for its role as a pharmaceutical intermediate and a useful reagent for organic synthesis.

Uses

Used in Pharmaceutical Industry:
(2,5-Dimethoxyphenyl)acetic acid is used as a pharmaceutical intermediate for [application reason] the synthesis of various drugs and medications. Its unique chemical structure allows it to be a key component in the development of new pharmaceuticals, contributing to the advancement of medical treatments.
Used in Organic Synthesis:
In the field of organic chemistry, (2,5-Dimethoxyphenyl)acetic acid serves as a useful reagent for [application reason] facilitating various chemical reactions and the creation of new organic compounds. Its versatility in organic synthesis makes it an essential tool for researchers and chemists working on the development of novel molecules and materials.
Note: The "application reason" part in the usage section would be filled based on the specific reason why (2,5-Dimethoxyphenyl)acetic acid is used in each application. Since the provided materials do not give specific reasons, I have left it as a placeholder for you to fill in with the appropriate information.

InChI:InChI=1/C10H12O4/c1-13-8-3-4-9(14-2)7(5-8)6-10(11)12/h3-5H,6H2,1-2H3,(H,11,12)/p-1

Upstream product

• 105-39-5 chloroacetic acid ethyl ester 
• 150-78-7 1,4-dimethoxybezene 
• 108-24-7 acetic anhydride 
• 3840-27-5 2,5-dimethoxybenzyl chloride 
• 124-38-9 carbon dioxide 
• 60732-17-4 2,5-dimethoxybenzyl bromide 
• 24599-58-4 2,5-dimethoxy toluene 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 33524-31-1 2,5-dimethoxybenzyl alcohol 
• 446831-24-9 1-bromo-4-chloromethyl-2,5-dimethoxy-benzene 
• 25245-34-5 1-bromo-2,5-dimethoxybenzene 
• 1201-38-3 2',5'-dimethoxyacetophenone 
• 66469-86-1 ethyl (2,5-dimethoxyphenyl)acetate 
• 10275-07-7 2-(3,6-dioxocyclohexa-1,4-dien-1-yl)acetic acid 

Downstream Products

• 521308-60-1 N-(4-butylamino-6-chloropyrimidin-5-yl)-2-(2,5-dimethoxyphenyl)acetamide 
• 403499-16-1 (3S)-5-[(2-chloro-6-fluorobenzyl)oxy]-3-{[(2S)-2-{[(2,5-dimethoxyphenyl)acetyl]amino}-3-methylbutanoyl]amino}-4-oxo-pentanoic Acid 
• 1173289-30-9 2-(2,5-dimethoxyphenyl)-N-(4-hydroxyphenethyl)acetamide 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 1326317-04-7 1-(6,7-dihydroxy-3,4-dihydroisoquinolin-2(1H)-yl)-2-(2,5-dihydroxyphenyl)ethanone 
• 1415466-31-7 N-(3'-methoxy-4'-benzyloxyphenylethyl)-2,5-dimethoxy phenylacetamide 
• 1612882-16-2 C₁₇H₁₆O₃S₂ 
• 1612882-26-4 C₁₇H₁₈O₃S₂ 
• 1612882-33-3 C₁₁H₁₆O₃ 
• 1612882-42-4 C₁₁H₁₅IO₂ 
• 10275-07-7 2-(3,6-dioxocyclohexa-1,4-dien-1-yl)acetic acid 

Relevant articles and documents

Preparation method of 2, 5-dimethoxyphenylacetic acid

The invention belongs to the technical field of drug synthesis, and particularly relates to a preparation method of 2, 5-dimethoxyphenylacetic acid, which comprises the following steps: A. Reacting 1,4-dimethoxybenzene with formaldehyde under the action of hydrogen halide, extracting by the reaction system, merging with organic phases, drying, concentrating under reduced pressure, and purifying the crude product to obtain 2-halon methyl-1, 4-dimethoxybenzene ; and B, under the protection of inert gas, putting the 2-halo methyl-1, 4-dimethoxybenzene obtained in the step A, magnesium or butyl lithium and carbon dioxide into a solvent, and then carrying out extraction and deactivation, reduced pressure distillation, extraction, organic phase combination and reduced pressure concentration toobtain the 2, 5-dimethoxyphenylacetic acid. The yield and the total yield of the 2, 5-dimethoxyphenylacetic acid obtained by the method disclosed by the invention are both higher than those of the 2,5-dimethoxyphenylacetic acid synthesized by a Willgerodt-Kindler method.

Preparation method of 2,5-dimethoxyphenylacetic acid

The invention belongs to the technical field of drug synthesis, and particularly relates to a preparation method of 2,5-dimethoxyphenylacetic acid, wherein the method comprises the following steps: A,reacting 1,4-dimethoxybenzene in a formylation system to obtain 2,5-dimethoxybenzaldehyde; B, reacting the 2,5-dimethoxybenzaldehyde obtained in the step A with a reducing agent, extracting a reaction system, then combining organic phases, drying, concentrating under reduced pressure and distilling a crude product to obtain 2,5-dimethoxybenzyl alcohol; C, reacting the 2,5-dimethoxybenzyl alcoholobtained in the step B with a bromination reagent to obtain 2-bromomethyl-1,4-dimethoxybenzene; and D, reacting the 2-bromomethyl-1,4-dimethoxybenzene obtained in the step C with magnesium or butyl lithium and carbon dioxide in a solvent to obtain the 2,5-dimethoxyphenylacetic acid. The yield and the total yield of the 2,5-dimethoxyphenylacetic acid obtained by the method disclosed by the invention are both higher than those of 2,5-dimethoxyphenylacetic acid synthesized by a Willegerdt-Kindler method.

Syntheses of Covalently-Linked Porphyrin-Quinone Complexes (1)

A synthetic route for the preparation of covalently-linked porphyrin-quinone and metalloporphyrin-quinone complexes as models for the phototrap in bacterial photosynthesis is described. 5-(4-Carboxyphenyl)-10,15,20-tritolylporphyrin, prepared by a mixed aldehyde approach, was attached to a benzoquinone center with a propanediol bridge by means of ester linkages.The starting point for the benzoquinone moiety was 2,5-dihydroxyphenylacetic acid, whose hydroquinone function was first protected by preparing its dimethylether.The spacing between the two centers of the complex could be altered simply by varying the length of the bridging group (a diol) employed.Boron tribromide was used to unmask the quinol derivatives in the final coupled products.The zinc(II) derivative of porphyrin quinone comple was prepared ba addition of a saturated solution of zinc acetate in methanol to a solution of the corresponding porphyrin-hydroquinone complex in dichloromethane at room temperature.The structures of these complexes were confirmed by nmr spectroscopy, uv-visible absorption, and mass spectroscopy.Oxidation of the quinol moiety in the covalently-linked complex to its corresponding quinonoid derivative was accomplished by treating a solution of the complex in dichloromethane with a stoichiometric amount of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, a high potential benzoquinone.