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Menthyl tosylate, also known as (1R,2S,5R)-5-methyl-2-(4-methylbenzenesulfonyloxy)cyclohexanol, is an organic compound derived from menthol and toluenesulfonic acid. It is a colorless to pale yellow liquid with a strong minty odor and is widely used in the pharmaceutical and fragrance industries. Menthyl tosylate serves as an intermediate in the synthesis of various drugs, such as bronchodilators and anti-inflammatory agents, and is also employed as a flavoring agent in food and beverages. Its chemical structure consists of a cyclohexane ring with a hydroxyl group, a methyl group, and a tosyl group (tosylate) attached to it, which contributes to its unique properties and applications.

2230-77-5

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2230-77-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2230-77-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,3 and 0 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2230-77:
(6*2)+(5*2)+(4*3)+(3*0)+(2*7)+(1*7)=55
55 % 10 = 5
So 2230-77-5 is a valid CAS Registry Number.

2230-77-5Relevant academic research and scientific papers

Chirality transfer through sulfur or selenium to chiral propellers

Skowronek, Pawel,cianowski, Jacek,Pacula, Agata J.,Gawroski, Jacek

, p. 69441 - 69444 (2015/09/01)

The mechanism of chirality transfer from a chiral alkyl substituent to a trityl moiety through sulfur or selenium atoms is analysed and discussed on the basis of ECD measurements, DFT structure and ECD spectra calculations. It is shown that the presence o

Synthesis of new monoterpene sulfonylimidazoles

Demakova,Sudarikov,Rubtsova,Frolova,Kuchin

scheme or table, p. 38 - 42 (2012/07/28)

Sulfonylimidazoles of monoterpenes of menthane, pinane, and carane nature were synthesized in 83-98% yields.

Clarification of the stereochemical course of nucleophilic substitution of arylsulfonate-based nucleophile assisting leaving groups

Braddock, D. Christopher,Pouwer, Rebecca H.,Burton, Jonathan W.,Broadwith, Phillip

supporting information; experimental part, p. 6042 - 6049 (2009/12/24)

(Chemical Equation Presented) Secondary alcohols modified as tosylates, PEG-sulfonates, or quisylates undergo inversion of configuration at the reacting center when treated with lithium halide in acetone at reflux, where the PEG-sulfonates and quisylates are substantially more reactive. In sterically hindered cases, elimination is a competing process. In contrast, when treated with TiCl4, simple secondary sulfonates give chloride products with partial inversion of configuration. Any observed retention of configuration in a given alkyl sulfonate substrate under these conditions is likely due to neighboring group participation or diastereoselective attack on a carbocation (or ion pair) rather than an SNi mechanism.

Syntheses and reactions of new optically active terpene dialkyl diselenides

Scianowski, Jacek,Rafinski, Zbigniew,Wojtczak, Andrzej

, p. 3216 - 3225 (2007/10/03)

The reaction of sodium diselenide with optically active alkyl tosylates or chlorides is found to be a useful method for the synthesis of optically active dialkyl diselenides. Optically active monoterpene diselenides derived from menthane, carane, pinane,

An efficient and selective tosylation of alcohols with p-toluenesulfonic acid

Das, Biswanath,Reddy, V. Saidi,Reddy, M. Ravinder

, p. 6717 - 6719 (2007/10/03)

Silica chloride has been found to be an efficient catalyst for facile tosylation of alcohols directly with p-toluenesulfonic acid in methylene chloride under reflux. The process is associated with selective tosylation of secondary alcohols over primary al

Cobalt(II) catalyzed tosylation of alcohols with p-toluenesulfonic acid

Velusamy, Subbarayan,Kumar, J. S. Kiran,Punniyamurthy

, p. 203 - 205 (2007/10/03)

Cobalt(II) chloride hexahydrate (CoCl2·6H2O) has been found to catalyze the tosylation of both aliphatic and aromatic alcohols with p-toluenesulfonic acid (p-TsOH) in high yields in 1,2-dichloroethane under reflux (ca. 80°C). In the

ZrCl4 as an efficient catalyst for selective tosylation of alcohols with p-toluenesulfonic acid

Das, Biswanath,Reddy, Vtukuri Saidi

, p. 1428 - 1429 (2007/10/03)

Tosylation of alcohols has directly been carried out with p-toluenesulfonic acid in methylene chloride under reflux using ZrCl4 as a catalyst. Primary alcohols were found to be tosylated chemoselectively over secondary alcohols.

Mechanisms of stereocontrol for doubly silylene-bridged Cs- and Cl-symmetric zirconocene catalysts for propylene polymerization. Synthesis and molecular structure of Li2[(1,2-Me2Si)2{C5H

Veghini, Dario,Henling, Lawrence M.,Burkhardt, Terry J.,Bercaw, John E.

, p. 564 - 573 (2007/10/03)

Doubly [SiMe2]-bridged metallocenes (1,2-SiMe2)2{η5-C5H 2-4-R}{η5-C5H-3,5-(CHMe2) 2}ZrCl2 (R = H (1a), CHMe2 (1b), SiMesub

Syntheses of Chiral Menthyl and Neomenthyl Sulfides, Sulfoxides and Sulfones

Blanco, Jose Manuel,Caamano, Olga,Fernandez, Franco,Nieto, Isabel

, p. 538 - 541 (2007/10/03)

Attempts to synthesize stereospecifically menthanethiol (2) and menthyl thiocyanate (3) from suitable electrophilic neomenthyl substrates (4a-c) and a variety of sulfur nucleophiles failed or predominatly led to β-elimination products.Almost quantitative

Chiral organolanthanides designed for asymmetric catalysis. Synthesis, characterization, and configurational interconversions of chiral, C1-symmetric organolanthanide halides, amides, and hydrocarbyls

Giardello, Michael A.,Conticello, Vincent P.,Brard, Laurent,Sabat, Michal,Rheingold, Arnold L.,Stern, Charlotte L.,Marks, Tobin J.

, p. 10212 - 10240 (2007/10/02)

This contribution describes the synthesis, structural systematics, absolute configurations, and structural interconversions of a series of C1-symmetric lanthanide chloro, hydrocarbyl, and amide complexes/precatalysts based on chiral chelating M

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