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Methanesulfonic acid 2-methylphenyl ester, also known as toluenesulfonic acid methyl ester, is a clear, colorless liquid with a sweet, pungent odor. It is a strong acid catalyst commonly used in various chemical reactions, and also serves as a solvent and intermediate in the production of pharmaceuticals, dyes, and fragrances. Due to its potential to cause irritation and its highly flammable nature, it requires careful handling and storage.

1009-01-4

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1009-01-4 Usage

Uses

Used in Chemical Reactions:
Methanesulfonic acid 2-methylphenyl ester is used as a strong acid catalyst for facilitating various chemical reactions such as esterifications, polymerizations, and alkylation reactions. Its strong acidic properties make it a versatile catalyst in the chemical industry.
Used in Pharmaceutical Production:
In the pharmaceutical industry, Methanesulfonic acid 2-methylphenyl ester is used as an intermediate in the synthesis of various drugs. Its reactivity and solubility properties contribute to the production of a wide range of pharmaceutical compounds.
Used in Dye and Fragrance Industries:
Methanesulfonic acid 2-methylphenyl ester is utilized as an intermediate in the production of dyes and fragrances. Its ability to participate in various chemical reactions aids in the creation of a diverse array of colorants and aromatic compounds.
Used as a Solvent:
Due to its solubility properties, Methanesulfonic acid 2-methylphenyl ester is used as a solvent in various applications, particularly in the chemical and industrial processes where its ability to dissolve other substances is required.
Safety Precautions:
It is crucial to handle Methanesulfonic acid 2-methylphenyl ester with care to avoid skin, eye, and respiratory irritation. Being highly flammable, it should be stored and used in well-ventilated areas, away from heat and ignition sources, to prevent accidents and ensure safe working conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 1009-01-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,0 and 9 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1009-01:
(6*1)+(5*0)+(4*0)+(3*9)+(2*0)+(1*1)=34
34 % 10 = 4
So 1009-01-4 is a valid CAS Registry Number.

1009-01-4Relevant articles and documents

Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates

Lei, Xiangyang,Jalla, Anusha,Abou Shama, Mhd A.,Stafford, Jamie M.,Cao, Billy

supporting information, p. 2578 - 2585 (2015/09/01)

Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding

Palladium-catalyzed intra-and intermolecular C-H arylation using mesylates: Synthetic scope and mechanistic studies

Ferguson, Devin M.,Rudolph, Stacey R.,Kalyani, Dipannita

, p. 2395 - 2401 (2014/07/21)

This paper describes the development of Pd-catalyzed inter-and intramolecular direct arylation using mesylates. Furthermore, a sequential mesylation/arylation protocol using phenols as substrates is described. These transformations are general with respect to the electronics of the C-H substrates and allow for the synthesis of diverse heterocyclic motifs in good yields. Both arenes and heteroarenes efficiently participate in these reactions. Preliminary mechanistic studies are presented for both inter-and intramolecular arylations.

Cyanation of unactivated aryl chlorides and aryl mesylates catalyzed by palladium and hemilabile MOP-type ligands

Tu, Yahui,Zhang, Yi,Xu, Sheng,Zhang, Zhaoguo,Xie, Xiaomin

supporting information, p. 2938 - 2942 (2015/01/16)

Palladium-catalyzed cyanation of aryl halides and pseudo halides with potassium hexacyanoferrate is described employing the hemilabile, bulky, and electron-rich MOP-type ligands. When the mixture of t-BuOH and H2O was used as the solvent and K2CO3 as the base, the MOP-type ligands showed high efficiency for the palladium-catalyzed cyanation. The effect of ligand structure was studied in detail, and 2-di-tert-butylphosphino-2′-isopropoxy-1,1′-binaphthyl was the more effective for the cyanation. The catalyst system allows the cyanation of unactivated aryl chlorides, and even aryl mesylates to occur in good yields. Furthermore, the reactivity of different arylated reagents in the catalytic system was found to be: ArBr > ArCl >> ArOMs > ArOSO2Im > ArOSO2NMe2.

Neopentylglycolborylation of aryl mesylates and tosylates catalyzed by Ni-based mixed-ligand systems activated with Zn

Wilson, Daniela A.,Wilson, Christopher J.,Moldoveanu, Costel,Resmerita, Ana-Maria,Corcoran, Patrick,Hoang, Lisa M.,Rosen, Brad M.,Percec, Virgil

supporting information; experimental part, p. 1800 - 1801 (2010/04/24)

(Chemical Presented) The mixed-ligand system NiCl2(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electrondeficient aryl mesylates and tosylates. The ad

A simple preparation of aryl methanesulfonates by thermal decomposition of dry arenediazonium O-benzenedisulfonimides in methanesulfonic acid

Barbero, Margherita,Degani, Iacopo,Dughera, Stefano,Fochi, Rita,Perracino, Paolo

, p. 90 - 93 (2007/10/03)

Aryl methansulfonates 3 (18 examples) were easily prepared by thermal decomposition of dry arenediazonium o-benzenedisulfonimides 1 in methanesulfonic acid (2). The reactions were carried out at temperatures between 60 and 120°C for times between 0.5 and 8 h. The aryl methanesulfonates were obtained in reproducible yield of 70-90%, with few exceptions. In all cases the o-benzenedisulfonimide (4) could be recovered in good yields which can then be reused to prepare the salts 1. When thermal decomposition of salts 1 was carried out in trifluoromethanesulfonic acid (5) at 90-120°C for 1-2 h, aryl trifluoromethanesulfonates 6 were obtained in 73-78% yield (3 examples).

Aryl Mesylates in Metal Catalyzed Homo- and Cross-Coupling Reactions. 4. Scope and Limitations of Aryl Mesylates in Nickel Catalyzed Cross-Coupling Reactions

Percec, Virgil,Bae, Jin-Young,Hill, Dale H.

, p. 6895 - 6903 (2007/10/03)

This paper describes the synthetic utility of aryl mesylates derived from phenols in various transition metal-catalyzed cross-coupling reactions.The Ni(0)-catalyzed cross-couplings of aryl mesylates with organometallic carbanion synthons (organotin, -magnesium, and -zinc compounds) are described.It is demonstrated that Stille-type coupling reaction based on organotin compounds results in low yields due to the sluggish transmetalation step of the reaction cycle.Good to high yields of cross-coupled products are obtained by using more reactive organomagnesium and -zinc compounds as coupling partners.The Ni(0)-catalyzed cyanation of aryl mesylates is also described.Various aryl mesylates are converted to aryl nitriles in high yields by reaction with KCN in the presence of Ni(0) catalyst in DMF.In addition, the Ni(0)-catalyzed aromatic nucleophilic substitution reaction of aryl mesylates with the heteroatom-nucleophile, benzenethiolate anion, is also presented.

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