N-Methyl methanesulfonamide Chemical Properties

Boiling point:

118°C/0.3mmHg(lit.)

Density 

1.194±0.06 g/cm3(Predicted)

refractive index 

1.4500 to 1.4540

Flash point:

53 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

clear liquid

pka

11.57±0.40(Predicted)

Specific Gravity

1.28

color 

Colorless to Almost colorless

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)

Safety Information

RIDADR 

UN 1993 9/PG III

RTECS 

PB0476750

HazardClass 

9

PackingGroup 

III

HS Code 

2935909099

N-Methyl methanesulfonamide Usage And Synthesis

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

N-Methyl methanesulfonamide(1184-85-6)Related Product Information

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• Methyl methanesulfonate
• Ethyl methanesulfonate
• ETHYL METHANESULFONYLACETATE
• Sulfacetamide sodium
• Phthalylsulfathiazole
• ACID VIOLET 5
• 2-CHLOROMETHYL-3,4-DIMETHOXY PYRIDINE HYDROCHLORIDE
• N,N'-DIACETYLSULFANILAMIDE
• Sulfameter
• 1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide
• Diazald-N-methyl-13C-N-methyl-d3
• Saccharin
• N-Phenyl-bis(trifluoromethanesulfonimide)
• Sulfisoxazole
• n-[4-(4-fluorophenyl)-5-formyl-6-(1-methylethyl)-2-pyrimidinyl-n-methyl-methanesulfonamide
• 1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide succinate
• 2-(4-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine