6728-21-8

Basic information

• Product Name: allyl methanesulfonate
• Synonyms: 3-(Mesyloxy)-1-propene;Methanesulfonic acid allyl ester;Methanesulfonic acid=allyl ester;allyl methanesulfonate;ALLYLMETHANESULPHONATE;PROP-2-EN-1-YL METHANESULFONATE
• CAS NO: 6728-21-8
• Molecular Formula: C₄H₈O₃S
• Molecular Weight: 136.18
• Mol File: 6728-21-8.mol

Chemical Properties

• Boiling Point: 220.45°C (rough estimate)
• Flash Point: 93.6°C
• Appearance: /
• Density: 1.283 (estimate)
• Vapor Pressure: 0.0962mmHg at 25°C
• Refractive Index: 1.4640 (estimate)
• CAS DataBase Reference: allyl methanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: allyl methanesulfonate(6728-21-8)
• EPA Substance Registry System: allyl methanesulfonate(6728-21-8)

Safety Data

• Hazardous Substances Data: 6728-21-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H8O3S/c1-3-4-7-8(2,5)6/h3H,1,4H2,2H3

Upstream product

• 20907-32-8 sodium allyloxide 
• 124-63-0 methanesulfonyl chloride 
• 107-18-6 allyl alcohol 
• 106-95-6 allyl bromide 
• 7143-01-3 Methanesulfonic anhydride 
• 107-19-7 propargyl alcohol 

Downstream Products

• 557-31-3 3-ethoxyprop-1-ene 
• 6937-97-9 allyl(benzyl)sulfide 
• 4165-79-1 1,1-diphenyl-3-buten-1-ol 
• 300-57-2 allylbenzene 
• 83604-75-5 2-(1-Allyl-4-hydroxy-piperidin-4-yl)-N-cyclohexyl-N-methyl-propionamide 
• 73735-22-5 (1-Allyl-piperidin-4-yl)-(3-benzyl-3H-imidazo[4,5-b]pyridin-2-yl)-amine 
• 1123-34-8 1-allyl-1-cyclohexanol 
• 61219-93-0 N-allyl-3-(trifluoromethyl)benzenamine 
• 15258-46-5 N-allyl-p-toluidine 
• 3480-96-4 N,N-diallyl-p-toluidine 
• 589-09-3 N-allyl-N-phenylamine 
• 6247-00-3 N,N-diallylaniline 
• 60340-28-5 1-phenylhex-5-en-3-ol 
• 74333-46-3 anti-2-phenyl-5-hexen-3-ol 

Relevant articles and documents

Synthesis and preliminary evaluation of the anti-cancer activity on A549 lung cancer cells of a series of unsaturated disulfides

We synthesized a series of small symmetrical unsaturated disulfides by a multi-step reaction starting from organic alcohols, and we performed a preliminary test to evaluate the effect of these compounds on the viability of A549 lung cancer cells. The garlic-derived natural compound diallyl disulfide, known for its anticancer activity, was used as the lead compound in this study. We synthesized five DADS analogues having different carbon chain lengths and different positions of the double bonds. Two analogues exhibited a promising antitumor activity in vitro, and the allylic double bond did not seem to be the main driving force.

Efficient synthesis of organic thioacetates in water

Thioacetates as precursors of thiols are interesting starting points for synthesizing other organosulfur compounds. Herein, we propose a simple, efficient and fast method to obtain organic thioacetates using water as a solvent. Taking into account the great attention that has been paid toward environmentally friendly synthetic procedures in the past decades, we prove the role and the strength of the thioacetate anion as a nucleophile for nucleophilic displacement reactions in an aqueous medium. The reactions were carried out under pH control, to prevent the decomposition of the mesylate starting materials, using potassium carbonate as a safe and mild base. A simple work up allows products to be obtained with excellent yield and acceptable purity.

A 2 - ((4R, 6S) - 6-substituted methyl-2-substituent -1,3-dioxane-4-yl) acetate preparation method

The invention relates to a method for preparing 2-((4R, 6S)-6-substituted methyl-2-substituent group-1,3-dioxane-4-yl) acetate. The method comprises the following steps: by utilizing substituted ethylene and 3,3-dialkoxy propionate or 3-alkoxy acrylate, preparing 2-((4R, 6S)-6-substituted methyl-2-ester group methyl-1,3-dioxane-4-yl) acetate under catalysis of a Lewis acid; and preparing ethyl 2-((4R, 6S)-6-chloromethyl-2-substituted phenyl-1,3-dioxane-4-yl) acetate through hydrolysis ring opening and ring formation protection, performing hydrolysis ring opening again, performing ring formation protection with a carbonyl compound X or glycol XI thereof, and thus obtaining 2-((4R, 6S)-6-substituted methyl-2-substituent group-1,3-dioxane-4-yl) acetate. A chiral center is established by utilizing an equatorial bond stable form of a six-membered ring chair structure, and a chiral auxiliary reagent is not additionally used. The raw materials are readily available, the reaction process is short, asymmetric reduction of carbonyl is avoided, flammable and combustible reducing agents are not used, and the preparation method is easy, convenient, environment-friendly and suitable for large-scale industrial production.

Uniting C1-Ammonium Enolates and Transition Metal Electrophiles via Cooperative Catalysis: The Direct Asymmetric α-Allylation of Aryl Acetic Acid Esters

The direct, catalytic, asymmetric α-functionalization of acyclic esters constitutes a significant challenge in the area of asymmetric catalysis, particularly where the configurational integrity of the products is problematic. Through the unprecedented mer

Synthesis and properties of alkoxy- and alkenyl-substituted peralkylated imidazolium ionic liquids

Novel peralkylated imidazolium ionic liquids bearing alkoxy and/or alkenyl side chains have been synthesized and studied. Different synthetic routes towards the imidazoles and the ionic liquids comprising bromide, iodide, methanesulfonate, bis(trifluoromethylsulfonyl)imide ([NTf2] -), and dicyanamide {[N(CN)2]-} as the anion were evaluated, and this led to a library of analogues, for which the melting points, viscosities, and electrochemical windows were determined. Incorporation of alkenyl moieties hindered solidification, except for cations with high symmetry. The alkoxy-derivatized ionic liquids are often crystalline; however, room-temperature ionic liquids (RTILs) were obtained with the weakly coordinating anions [NTf2]- and [N(CN)2] -. For the viscosities of the peralkylated RTILs, an opposite trend was found, that is, the alkoxy derivatives are less viscous than their alkenyl-substituted analogues. Of the crystalline compounds, X-ray diffraction data were recorded and related to their molecular properties. Upon alkoxy substitution, the electrochemical cathodic limit potential was found to be more positive, whereas the complete electrochemical window of the alkenyl-substituted imidazolium salts was shifted to somewhat more positive potentials. Im melting! A library of fully substituted imidazolium ionic liquids is synthesized. The cations are provided with alkenyl or alkoxy moieties. The alkenyl-substituted analogues with low symmetry undercool very well, whereas the alkoxy-substituted compounds are readily crystallizable but have lower viscosities. Single-crystal X-ray diffraction analysis shows a relationship between the intermolecular interactions and the melting points of the solid compounds.

Cyclization of 1,6-enynes catalyzed by gold nanoparticles supported on TiO2: Significant changes in selectivity and mechanism, as compared to homogeneous Au-catalysis

Gold nanoparticles supported on TiO2 (1.2 mol %) catalyze, for the first time under heterogeneous conditions, the cycloisomerization of a series of 1,6-enynes in high yields. In several cases, the product selectivity differs significantly as compared to homogeneous Au(I)-catalysis. Based on product analysis and stereoisotopic studies it is proposed that the major or exclusive pathway involves a 5-exo cyclization mode to form stereoselectively gold cyclopropyl carbenes that undergo a single cleavage pathway, in contrast to homogeneous Au-catalysis where the double cleavage pathway operates substantially.

PRODUCTION OF COMPOUNDS COMPRISING CF30 GROUPS

The present invention relates to a process for the preparation of compounds containing CF3O groups using compounds containing at least one group Y, in which Y=—Hal, —OSO2(CF2)zF, —OSO2CzH2z+1 (z=1-10), —OSO2F, —OSO2Cl, —OC(O)CF3— or —OSO2Ar, to a process for the preparation of compounds containing CF3O groups using KOCF3 and/or RbOCF3, and to novel compounds containing CF3O groups, and to the use thereof.

POLYMERS PREPARED FROM MIXTURES OF MULTIFUNCTIONAL N-VINYLFORMAMIDE AND HYBRID REACTIVE N-VINYLFORMAMIDE CROSSLINKING MONOMER MOIETIES AND USES THEREOF

The present invention provides polymers resulting from polymerization of at least one reactive vinyl monomer moiety and a multifunctional N-vinylformamide crosslinking moiety; polymers resulting from polymerization of at least one reactive vinyl monomer moiety and a hybrid N-vinylformamide crosslinking moiety having at least one N-vinylformamide functionality and at least one other reactive vinyl functionality; polymers resulting from polymerization of at least one hybrid reactive N-vinylformamide monomer moiety having one N-vinylformamide functionality and at least one other reactive non-vinyl functionality and a multifunctional N-vinylformamide crosslinking moiety; and polymers resulting from polymerization of at least one hybrid reactive N-vinylformamide monomer moiety having one N-vinylformamide functionality and at least one other reactive non-vinyl functionality and a hybrid N-vinylformamide crosslinking moiety having at least one N-vinylformamide functionality and at least one other reactive vinyl functionality. The invention further provides a wide variety of compositions comprising the novel crosslinked polymers.

A highly active catalyst supported molecular sieves-NaHCO3 mixture for the selective and advantageous N-monoalkylation of amines

Amines are mono-N-alkylated by alkylmesylates in the presence of catalyst supported molecular sieves-NaHCO3 mixture in a regioselective, chemoselective and non-toxic process. Observed chemoselectivity is supported by 'DFT'.

4,4,4-Trichlorobutyl methanesulfonate

The invention provides the novel compound 4,4,4-trichlorobutyl methanesufonate, useful as an intermediate in the production of certain agricultural pesticides, and a process for its manufacture.