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METHYL 3,5-DIMETHYLBENZOATE is an aromatic carboxylic acid ester that serves as a precursor for various chemical compounds and has potential applications in the pharmaceutical industry. It is characterized by its unique chemical structure, which allows it to be used in the synthesis of different compounds with diverse properties and functions.

25081-39-4

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25081-39-4 Usage

Uses

Used in Pharmaceutical Industry:
METHYL 3,5-DIMETHYLBENZOATE is used as a precursor for the preparation of four carbon isostere related to highly active 4-pyridinemethanols. These compounds are subsequently evaluated for their antimalarial activity, making METHYL 3,5-DIMETHYLBENZOATE an essential component in the development of potential treatments for malaria.
Used in Organic Synthesis:
METHYL 3,5-DIMETHYLBENZOATE is used as a ligand during monomer screening for the synthesis and investigation of various europium compounds containing pinacolyl methylphosphonate with different ligands. Its unique chemical properties make it a valuable component in the development of these compounds.
Used in Total Synthesis:
METHYL 3,5-DIMETHYLBENZOATE is used in the total synthesis of (±)-indoxamycin B, a complex organic compound with potential applications in the pharmaceutical industry. Its role in this synthesis process highlights its importance in the creation of complex molecules with specific properties and functions.

Check Digit Verification of cas no

The CAS Registry Mumber 25081-39-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,0,8 and 1 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 25081-39:
(7*2)+(6*5)+(5*0)+(4*8)+(3*1)+(2*3)+(1*9)=94
94 % 10 = 4
So 25081-39-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O2/c1-7-4-8(2)6-9(5-7)10(11)12-3/h4-6H,1-3H3

25081-39-4 Well-known Company Product Price

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  • Alfa Aesar

  • (A12287)  Methyl 3,5-dimethylbenzoate, 98%   

  • 25081-39-4

  • 5g

  • 300.0CNY

  • Detail
  • Alfa Aesar

  • (A12287)  Methyl 3,5-dimethylbenzoate, 98%   

  • 25081-39-4

  • 25g

  • 978.0CNY

  • Detail

25081-39-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name METHYL 3,5-DIMETHYLBENZOATE

1.2 Other means of identification

Product number -
Other names methyl 3,5-dimethyl benzoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:25081-39-4 SDS

25081-39-4Relevant articles and documents

Triazacyclophane (TAC)-scaffolded histidine and aspartic acid residues as mimics of non-heme metalloenzyme active sites

Albada, H. Bauke,Soulimani, Fouad,Jacobs, Hans J. F.,Versluis, Cees,Weckhuysen, Bert M.,Liskamp, Rob M. J.

, p. 1088 - 1092 (2012)

We describe the synthesis and coordination behaviour to copper(ii) of two close structural triazacyclophane-based mimics of two often encountered aspartic acid and histidine containing metalloenzyme active sites. Coordination of these mimics to copper(i)

AUTOMATED DIAZOMETHANE GENERATOR, REACTOR AND SOLID PHASE QUENCHER

-

Page/Page column 14-16, (2022/03/09)

An automated apparatus (Diazo-M-pen and Diazo-M-cube) for production, utilization and quenching of highly toxic diazomethane comprising of integrated pumps, tubular flow reactor, liquid-liquid micro-separator, solid MOF quencher etc.

GLUCOSE SENSITIVE INSULIN DERIVATIVES

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Page/Page column 82; 93; 106, (2020/10/20)

The present invention relates to novel insulin derivatives and their use in the treatment or prevention of medical conditions relating to diabetes. The insulin derivatives are glucose sensitive and display glucose-sensitive albumin binding. The invention

Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide

Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven

supporting information, p. 17887 - 17896 (2020/08/19)

An efficient palladium-catalyzed chlorocarbonylation of aryl (pseudo)halides that gives access to a wide range of carboxylic acid derivatives has been developed. The use of butyryl chloride as a combined CO and Cl source eludes the need for toxic, gaseous carbon monoxide, thus facilitating the synthesis of high-value products from readily available aryl (pseudo)halides. The combination of palladium(0), Xantphos, and an amine base is essential to promote this broadly applicable catalytic reaction. Overall, this reaction provides access to a great variety of carbonyl-containing products through in situ transformation of the generated aroyl chloride. Combined experimental and computational studies support a reaction mechanism involving in situ generation of CO.

GLUCOSE-SENSITIVE ALBUMIN-BINDING DERIVATIVES

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Page/Page column 47; 48, (2019/05/30)

This invention relates to glucose-sensitive albumin-binding diboron conjugates. More particularly the invention provides novel diboron compounds, and in particular diboronate or diboroxole compounds, useful as intermediate compounds for the synthesis of diboron conjugates. The diboron compounds are characterized by formula (I), which is: R1-X-R2, and wherein "X" is a mono- to multiatomic linker and where R1 and R2, which may be identical or different, each represents a group of Formula (lla) or (IIb) Also described are diboron conjugates represented by the general Formula (I'), which is: R1'-X'-R2', in which either the moeities R1' or R2' or X' carry a drug that is covalently attached to the diboron compound.

Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters

Haydl, Alexander M.,Hartwig, John F.

supporting information, p. 1337 - 1341 (2019/02/26)

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

Comparison of Phenylacetates with Benzoates and Phenylpropanoates as Antifeedants for the Pine Weevil, Hylobius abietis

Unelius, C. Rikard,Bohman, Bj?rn,Nordlander, G?ran

, p. 11797 - 11805 (2018/11/21)

This study concludes an extensive investigation of antifeedants for the pine weevil, Hylobius abietis (Coleoptera: Curculionidae), an economically important pest of planted conifer seedlings. Building on the previously reported antifeedant effects of benzoates and phenylpropanoids (aromatic compounds with one- or three-carbon-atom substituents on the benzene ring), we here report the antifeedant effects of compounds with two-carbon-atom side chains (i.e., phenylacetates). We also present new results; the best antifeedants from the benzoate class were tested at 10-fold lower concentrations in order to find the optimal antifeedants. Generally, for all three compound classes, efficient antifeedants were found to have one or two methyl, chloro, or methoxy substituents on the aromatic ring. For monosubstituted phenylpropanoids, the substituent preferably should be in the para-position. In the search for synergistic antifeedant effects among the three compound classes, combinations of compounds from the three classes were tested in binary and ternary mixtures.

Trimethylphosphate as a Methylating Agent for Cross Coupling: A Slow-Release Mechanism for the Methylation of Arylboronic Esters

He, Zhi-Tao,Li, Haoquan,Haydl, Alexander M.,Whiteker, Gregory T.,Hartwig, John F.

supporting information, p. 17197 - 17202 (2018/12/14)

A methyl group on an arene, despite its small size, can have a profound influence on biologically active molecules. Typical methods to form a methylarene involve strong nucleophiles or strong and often toxic electrophiles. We report a strategy for a new, highly efficient, copper and iodide co-catalyzed methylation of aryl- and heteroarylboronic esters with the mild, nontoxic reagent trimethylphosphate, which has not been used previously in coupling reactions. We show that it reacts in all cases tested in yields that are higher than those of analogous copper-catalyzed reactions of MeOTs or MeI. The combination of C-H borylation and this methylation with trimethylphosphate provides a new approach to the functionalization of inert C-H bonds and is illustrated by late-stage methylation of four medicinally active compounds. In addition, reaction on a 200 mmol scale demonstrates reliability of this method. Mechanistic studies show that the reaction occurs by a slow release of methyl iodide by reaction of PO(OMe)3 with iodide catalyst, rather than the typical direct oxidative addition to a metal center. The low concentration of the reactive electrophile enables selective reaction with an arylcopper intermediate, rather than nucleophilic groups on the arylboronate, and binding of tert-butoxide to the boronate inhibits reaction of the electrophile with the tert-butoxide activator to form methyl ether.

Iron(III)/TEMPO-Catalyzed Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles by Oxidative Cyclization under Mild Conditions

Zhang, Guofu,Yu, Yidong,Zhao, Yiyong,Xie, Xiaoqiang,Ding, Chengrong

supporting information, p. 1373 - 1377 (2017/06/27)

A simple and efficient cationic Fe(III)/TEMPO-catalyzed oxidative cyclization of aroyl hydrazones has been developed for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole derivatives. The reaction offers a broad scope, good functional-group tolerance, and high yields under mild conditions in the presence of O 2.

Nickel-catalyzed methylation of aryl halides/tosylates with methyl tosylate

Wang, Jiawang,Zhao, Jianhong,Gong, Hegui

supporting information, p. 10180 - 10183 (2017/09/23)

This work describes the cross-electrophile methylation of aryl bromides and aryl tosylates with methyl tosylate. The mild reaction conditions allow effective methylation of a wide set of heteroaryl electrophiles and dimethylation of dibromoarenes.

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