| Identification | More | [Name]
N-Methyl methanesulfonamide | [CAS]
1184-85-6 | [Synonyms]
AKOS 91020
METHYL SULFONOYL METHYL AMINE
METHYL SULFONYL METHYLAMINE
Methy sulfonyl methylamine
N-METHYL METHANESULFONAMIDE
methanesulfonamide,n-methyl
methansulfonsaure-n-methylamid
n-methyl-methanesulfonamid | [EINECS(EC#)]
217-809-1 | [Molecular Formula]
C2H7NO2S | [MDL Number]
MFCD00776277 | [Molecular Weight]
109.15 | [MOL File]
1184-85-6.mol |
| Chemical Properties | Back Directory | [Boiling point ]
118°C/0.3mmHg(lit.) | [density ]
1.194±0.06 g/cm3(Predicted) | [refractive index ]
1.4500 to 1.4540 | [Fp ]
53 °C | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
clear liquid | [pka]
11.57±0.40(Predicted) | [color ]
Colorless to Almost colorless | [Specific Gravity]
1.28 | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C2H7NO2S/c1-3-6(2,4)5/h3H,1-2H3 | [InChIKey]
UHNHTTIUNATJKL-UHFFFAOYSA-N | [SMILES]
CS(NC)(=O)=O | [CAS DataBase Reference]
1184-85-6(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
N-Methyl methanesulfonamide is used as a pharmaceutical or pesticide intermediate. | [Synthesis]
Methanesulfonyl chloride (100 g, 1.0 eq.) was added slowly and dropwise to a stirred ethanol solution of monomethylamine (8 M in EtOH, 525 mL, 4.8 eq.) at 0 °C. After the dropwise addition, the reaction mixture was warmed to room temperature and stirred continuously for 16 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was diluted with dichloromethane (200 mL) and the isolated solid was filtered. The filtrate was concentrated to afford the target product, N-methylsulfonylmethylamine, as an orange oil (82 g, yield not indicated). The product was characterized by 1H NMR (CDCl3, 400 MHz): δ 4.819 (broad single peak, 1H), 2.929 (single peak, 3H), 2.789 (single peak, 3H). | [Toxics Screening Level]
The initial threshold screening level (ITSL) for methyl methane sulfonamide is 0.1 μg/m3(annual averaging time). | [References]
[1] Patent: WO2015/38417, 2015, A1. Location in patent: Page/Page column 82
[2] Journal of Organic Chemistry, 2003, vol. 68, # 13, p. 5300 - 5309
[3] Journal of the Chemical Society, 1955, p. 669,674
[4] Journal of the Chemical Society, 1965, p. 3228 - 3234
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1986, p. 1211 - 1216 |
|
|