13612-34-5

Basic information

• Product Name: 2,5-Dimethylphenylacetic acid
• Synonyms: RARECHEM AL BO 0306;ASISCHEM D13366;(2,4-XYLYL)ACETIC ACID;2,5-XYLYLACETIC ACID;2,5-DIMETHYLPHENYLACETIC ACID;2,5-DIMETHYLPHENYLACETIC ACID,98+%;2-(2,5-dimethylphenyl)acetic acid;2,5-Dimethylbenzeneacetic acid
• CAS NO: 13612-34-5
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• EINECS: 237-097-6
• Product Categories: Aromatic Phenylacetic Acids and Derivatives
• Mol File: 13612-34-5.mol

Chemical Properties

• Melting Point: 128-130°C
• Boiling Point: 293.4 °C at 760 mmHg
• Flash Point: 190.5 °C
• Appearance: Light beige/Crystalline Powder
• Density: 1.098 g/cm³
• Vapor Pressure: 0.000789mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.31±0.10(Predicted)
• BRN: 2502313
• CAS DataBase Reference: 2,5-Dimethylphenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethylphenylacetic acid(13612-34-5)
• EPA Substance Registry System: 2,5-Dimethylphenylacetic acid(13612-34-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• Hazardous Substances Data: 13612-34-5(Hazardous Substances Data)

Usage

Chemical Properties

light beige crystalline powder

Synthesis Reference(s)

Tetrahedron Letters, 32, p. 5741, 1991 DOI: 10.1016/S0040-4039(00)93544-5

InChI:InChI=1/C10H12O2/c1-7-3-4-8(2)9(5-7)6-10(11)12/h3-5H,6H2,1-2H3,(H,11,12)/p-1

Upstream product

• 16213-85-7 (2,5-dimethylphenyl)acetonitrile 
• 871898-25-8 3,6-dimethyl-cyclohepta-1,3,6-trienecarboxylic acid 
• 124-38-9 carbon dioxide 
• 824-45-3 2,5-dimethylbenzyl chloride 
• 106-42-3 para-xylene 
• 50690-11-4 2,5-dimethylphenacyl chloride 
• 127-09-3 sodium acetate 
• 107-21-1 ethylene glycol 
• 201230-82-2 carbon monoxide 
• 589-18-4 4-Methylbenzyl alcohol 
• 2142-73-6 1-(2,5-dimethylphenyl)-1-ethanone 
• 95-72-7 2-chloro-1,4-dimethyl-benzene 
• 6972-51-6 2-(2,5-dimethylphenyl)ethan-1-ol 
• 50837-53-1 2,5-dimethylbenzyl bromide 

Downstream Products

• 6972-51-6 2-(2,5-dimethylphenyl)ethan-1-ol 
• 101687-29-0 3-<β-(2',5'-dimethylphenylacetamido)ethyl>indole 
• 127035-84-1 4-[(E)-2-(2,5-Dimethyl-phenyl)-vinyl]-2,6-dimethyl-phenol 
• 101708-40-1 1-(2',5'-dimethylbenzyl)-β-carboline 
• 101687-23-4 3,4-dihydro-1-(2',5'-dimethylbenzyl)-β-carboline 
• 1034471-80-1 cyanomethyl 2-(2,5-dimethylphenyl)acetate 

Relevant articles and documents

Method for preparing 2, 5-dimethylphenylacetyl chloride

The invention discloses a method for preparing 2, 5-dimethylphenylacetyl chloride, and belongs to the field of pesticide intermediate synthesis. According to the method, p-xylene is used as an initialraw material, chloromethylation, cyaniding, hydrolysis and acylating chlorination are carried out, 2, 5-dimethylphenylacetyl chloride is obtained after continuous reaction without purification, the total yield of the four steps of reaction is 75%, and the product purity is greater than 99.0%. The method is simple in process and only needs to purify the final product and is low in operation cost,mild in reaction condition and high in yield and product purity and is very easy to realize industrial production.

Method for preparing 2,5-dimethylphenylacetic acid from 2,5-dimethylhalobenzene as raw material

The invention relates to the field of organic synthesis, in particular to a method for preparing 2,5-dimethylphenylacetic acid by taking 2,5-dimethylhalobenzene as a raw material, which comprises thefollowing steps of: reacting 2,5-dimethylhalobenzene with magnesium to generate Grignard reagent 2,5-dimethylphenyl magnesium halide; 2,5-dimethylphenylmagnesium halide reacts with ethylene oxide to generate 2,5-dimethylphenylethanol; 2,5-dimethylphenylethanol is oxidized to 2,5-dimethylphenylacetic acid by NaClO and NaClO2 under TEMPO or 4-OH TEMPO catalyst. The invention has the advantages thatthe use of expensive noble metal catalysts and highly toxic cyanidation reagents is avoided in the synthesis process of 2,5-dimethylphenylacetic acid, the reagents used are environment-friendly, the cost is reduced, the process is simplified, the yield is higher, the defects of the prior art are overcome, and the method is suitable for large-scale industrial production.

Method of synthesizing 2,5-dimethyl phenylacetic acid through 2,5-dimethyl benzyl halide

The invention relates to the field of organic synthesis, in particular to a method of synthesizing 2,5-dimethyl phenylacetic acid through 2,5-dimethyl benzyl halide. The method comprises the followingsteps that 2,5-dimethyl benzyl halide reacts with magnesium to generate a Grignard reagent, namely, 2,5-dimethyl benzyl magnesium halide; 2,5-dimethyl benzyl magnesium halide reacts with paraformaldehyde to generate 2,5-dimethyl phenylethanol; and 2,5-dimethyl phenylethanol is oxidized into 2,5-dimethyl phenylacetic acid through NaClO and NaClO2 under a TEMPO or 4-OH TEMPO catalyst. The method has the advantages that in the synthesis process of 2,5-dimethyl phenylacetic acid, use of expensive noble metal catalysts and hypertoxic cyaniding reagents is avoided, the adopted reagents are environmentally friendly, the cost is lowered, the technology is simplified, the yield is high, the deficiencies in the prior art are overcome, and the method is suitable for large-scale industrial production.

Method for preparing 2,5-dimethyl phenylacetic acid

The invention relates to the field of organic synthesis and in particular to a method for preparing 2,5-dimethyl phenylacetic acid. The method comprises the following steps: enabling 2,5-dimethyl benzyl halide to react with magnesium to generate a Grignard reagent, namely 2,5-dimethyl phenmethyl magnesium halide; and enabling the 2,5-dimethyl phenmethyl magnesium halide to react with carbon dioxide, so as to generate 2,5-dimethyl phenylacetic acid. The method has the advantages that in the synthesis process of the 2,5-dimethyl phenylacetic acid, an expensive noble metal catalyst and/or a toxiccyaniding reagent is not used, the reagents used in the method are environmentally friendly, the cost can be lowered, the process can be simplified, reaction steps can be shortened, the yield is high, defects of the prior art can be overcome, and the method is applicable to large-scale industrial production.

Synthesis and biological evaluation of 3-arylcoumarin derivatives as potential anti-diabetic agents

A variety of substituted 3-arylcoumarin derivatives were synthesised through microwave radiation heating. The method has characteristics of environmental friendliness, economy, simple separation, and purification process, less by-products and high reaction yield. Those 3-arylcoumarin derivatives were screened for antioxidant, α-glucosidase inhibitory and advanced glycation end-products (AGEs) formation inhibitory. Most compounds exhibited significant antioxidant and AGEs formation inhibitory activities. Anti-diabetic activity studies showed that compounds 11 and 17 were equipotent to the standard drug glibenclamide in vivo. According to the experimental results, the target compound 35 can be used as a lead compound for the development of new anti-diabetic drugs. The whole experiment showed that anti-diabetic activity is prevalent in 3-arylcoumarins, which added a new natural skeleton to the development of anti-diabetic active drugs.

Synthesis and biological evaluation of 3-arylcoumarins as potential anti-Alzheimer's disease agents

Alzheimer's disease, a neurodegenerative illness, has the extremely complex pathogenesis. Accumulating evidence indicates there is a close relationship between several enzymes and Alzheimer's disease. Various substituted 3-arylcoumarin derivatives were synthesised, and their in vitro activity, including cholinesterase inhibitory activity, monoamine oxidase inhibitory activity, and antioxidant activity were investigated. Most of the compounds exhibited high activity; therefore 3-arylcoumarin compounds have the potential as drug candidates for the treatment of Alzheimer's disease.

Aromatic Claisen Rearrangements of Benzyl Ketene Acetals: Conversion of Benzylic Alcohols to (ortho-Tolyl)acetates

Claisen rearrangements of benzyl vinyl ethers are much less facile than those of aliphatic allyl vinyl ethers, and their synthetic utility has remained relatively unexplored. A one-pot procedure is reported for the generation and Claisen rearrangement of benzyl vinyl ethers that contain an activating α-alkoxy substituent on the vinyl group. A [3,3]-sigmatropic mechanism was supported by trapping of the intermediate isotoluene in an intramolecular Alder–ene reaction.

METHOD FOR PREPARING 2,5-DIMETHYLPHENYLACETIC ACID

Provided is a method for preparing 2,5-dimethylphenylacetic acid, wherein p-xylene is mixed with paraformaldehyde and concentrated hydrochloric acid in a solvent of ion liquid to obtain 2,5-dimethyl benzyl chloride by the chloromethylation reaction. Then, 2,5-dimethyl benzyl chloride is introduced into a reactor with an acid binding agent and a solvent, the carbonylation and hydrolysis reaction is conducted in the presence of a catalyst to obtain 2,5-dimethylphenylacetic acid. The present process has new route, less synthesis steps, simple operation, lower cost, increased yield, and is friendly to the environment. Therefore, the method is suitable for industrial production.

A METHOD FOR PREPARING 2,5-DIMETHYLPHENYLACETIC ACID

Provided is a method for preparing 2,5-dimethylphenylacetic acid, wherein p-xylene is mixed with paraformaldehyde and concentrated hydrochloric acid in a solvent of ion liquid to obtain 2,5-dimethyl benzyl chloride by the chloromethylation reaction. Then, 2,5-dimethyl benzyl chloride is introduced into a reactor with an acid binding agent and a solvent, the carbonylation and hydrolysis reaction is conducted in the presence of a catalyst to obtain 2,5-dimethylphenylacetic acid. The present process has new route, less synthesis steps, simple operation, lower cost, increased yield, and is friendly to the environment. Therefore, the method is suitable for industrial production.

An efficiently cobalt-catalyzed carbonylative approach to phenylacetic acid derivatives

A highly efficient cobalt-catalyzed carbonylative approach to phenylacetic acid derivatives under one atmosphere pressure is reported. This methodology represents a useful extension of benzimidazole used as ligand in metal catalysis, and the catalytic mechanism has been proved by computer simulation. Notably, this new cobalt precatalyst, which promotes the carbonylation reaction dramatically and has already been used for scale-up experiment of phenylacetic acid derivatives.