N,N-Dimethylmethanesulfonamide

Base Information

• Chemical Name: N,N-Dimethylmethanesulfonamide
• CAS No.: 918-05-8
• Molecular Formula: C3H9 N O2 S
• Molecular Weight: 123.176
• Hs Code.: 2935009090
• European Community (EC) Number: 213-039-5
• NSC Number: 66043
• DSSTox Substance ID: DTXSID90238698
• Nikkaji Number: J101.120K
• Wikidata: Q83120975
• Mol file: 918-05-8.mol

Synonyms:N,N-Dimethylmethanesulfonamide;918-05-8;N,N-Dimethyl methanesulfonamide;Methanesulfonamide, N,N-dimethyl-;N,N-Dimethylmethanesulphonamide;NN-Dimethylmethanesulfonamide;N,N-dimethyl-methanesulfonamide;EINECS 213-039-5;C3H9NO2S;NSC66043;NCIOpen2_000106;SCHEMBL48217;Methanesulfonamide,N-dimethyl-;N,N'-dimethylmethanesulfonamide;WCFDSGHAIGTEKL-UHFFFAOYSA-;DTXSID90238698;MFCD00014740;NSC 66043;NSC-66043;AKOS003857896;METHANESULFONAMIDE,N,N-DIMETHYL-;AS-62974;FT-0629549;EN300-75798;A844071

Chemical Property of N,N-Dimethylmethanesulfonamide

Chemical Property:

• Vapor Pressure: 1.84mmHg at 25°C
• Melting Point: 49 °C
• Boiling Point: 119-120°C 17mm
• PKA: -3.35±0.70(Predicted)
• Flash Point: 54.1°C
• PSA: 45.76000
• Density: 1.158g/cm³
• LogP: 0.58840
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 123.03539970
• Heavy Atom Count: 7
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

N,N-DimethylMethanesulfonamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)S(=O)(=O)C

Technology Process of N,N-Dimethylmethanesulfonamide

There total 13 articles about N,N-Dimethylmethanesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

methanesulfonyl chloride (124-63-0) + dimethyl amine (124-40-3) → N,N-dimethylmethanesulfonamide (918-05-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1016/j.bmcl.2007.11.124

Reference yield: 85.0%

N-methylmethane sulphonamide (1184-85-6) + trimethylsulfoxonium iodide (1774-47-6) → N,N-dimethylmethanesulfonamide (918-05-8)

Guidance literature:

With aluminum oxide; potassium hydroxide; at 130 ℃; for 0.0666667h; microwave irradiation;

DOI:10.1080/00397910802045600

Reference yield: 82.0%

N,N-dimethylammonium chloride (506-59-2) + methanesulfonyl chloride (124-63-0) → N,N-dimethylmethanesulfonamide (918-05-8)

Guidance literature:

With triethylamine; In chloroform; at 0 - 20 ℃; for 72h; Inert atmosphere;

DOI:10.1080/00397911.2020.1821224

upstream raw materials:

methanesulfonyl chloride

dimethyl amine

tetra-N-methyl-ξ-propenediyldiamine

bis-(dimethylamino)methane

Downstream raw materials:

2-hydroxy-2,2-diphenyl-ethanesulfonic acid dimethylamide

2-(1-Hydroxy-cyclohexyl)-ethanesulfonic acid dimethylamide

<1-Hydroxy-cyclohexyl>-methyl-sulfonsaeure-N,N-dimethylamid

N,N-Dimethyl-C-trimethylsilanyl-methanesulfonamide

Refernces

• 1、 Shvets, Elena H.,Pidvorotnia, Anastasiia V.,Kulyk, Olesia G.,Mazepa, Alexander V.,Kolosov, Maksim A.. "A straightforward synthesis of 5-sulfonamidomethyl substituted 4,7-dihydroazolo[1,5-a]pyrimidines". supporting information. p. 114 - 122. Retrieved 2020/10/02.
• 2、 Park, William K.C.,Kennedy, Robert M.,Larsen, Scott D.,Miller, Steve,Roth, Bruce D.,Song, Yuntao,Steinbaugh, Bruce A.,Sun, Kevin,Tait, Bradley D.,Kowala, Mark C.,Trivedi, Bharat K.,Auerbach, Bruce,Askew, Valerie,Dillon, Lisa,Hanselman, Jeffrey C.,Lin, Zhiwu,Lu, Gina H.,Robertson, Andrew,Sekerke, Catherine. "Hepatoselectivity of statins: Design and synthesis of 4-sulfamoyl pyrroles as HMG-CoA reductase inhibitors". . p. 1151 - 1156. Retrieved 2008/09/19.