4112-03-2

Basic information

• Product Name: METHYLSULFAMIC ACID
• Synonyms: METHYLSULAMIC ACID;METHYLSULFAMIC ACID;methylsulphamic acid;Sulfamic acid, methyl-;Methylamidosulfuric acid;Methylsulfamic acid,98%;Methylsulfamic acid 98%
• CAS NO: 4112-03-2
• Molecular Formula: CH₅NO₃S
• Molecular Weight: 111.12
• EINECS: 223-895-1
• Product Categories: Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Organic Building Blocks;Sulfonic/Sulfinic Acids;Sulfur Compounds
• Mol File: 4112-03-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 191 °C (dec.)(lit.)
• Appearance: White/Crystals or Crystalline Powder
• Density: 1.339 (estimate)
• Refractive Index: 1.5130 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -8.47±0.27(Predicted)
• CAS DataBase Reference: METHYLSULFAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: METHYLSULFAMIC ACID(4112-03-2)
• EPA Substance Registry System: METHYLSULFAMIC ACID(4112-03-2)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4112-03-2(Hazardous Substances Data)

Usage

Chemical Properties

white crystals or crystalline powder

Uses

Methylsulfamic acid has been used in the preparation of nitroaroyl- or nitroarylsulphonyl-sulphamic acids via condensation reaction with certain nitroaroyl and nitroarylsulphonyl chlorides.

InChI:InChI=1/CH5NO3S/c1-2-6(3,4)5/h2H,1H3,(H,3,4,5)

Upstream product

• 105-40-8 Ethyl N-methylcarbamate 
• 26119-97-1 methylsulfamic acid phenyl ester 
• 7446-11-9 sulfur trioxide 
• 74-89-5 methylamine 
• 7664-93-9 sulfuric acid 
• 42258-28-6 methyl-μ-imido-disulfuric acid ; dipotassium salt 
• 7732-18-5 water 
• 624-83-9 methyl isocyanate 
• 96-31-1 N,N'-Dimethylurea 

Downstream Products

• 7664-93-9 sulfuric acid 
• 74-89-5 methylamine 
• 89894-62-2 2,4-dichloro-5-chlorosulfonylbenzoic acid N-methylamide 
• 10438-96-7 N-methylsulfamoyl chloride 

Relevant articles and documents

Proton-in-flight mechanism for the spontaneous hydrolysis of N-methyl O-phenyl sulfamate: Implications for the design of steroid sulfatase inhibitors

The hydrolysis of N-methyl O-phenyl sulfamate (1) has been studied as a model for steroid sulfatase inhibitors such as Coumate, 667 Coumate, and EMATE. At neutral pH, simulating physiological conditions, hydrolysis of 1 involves an intramolecular proton transfer from nitrogen to the bridging oxygen atom of the leaving group. Remarkably, this proton transfer is estimated to accelerate the decomposition of 1 by a factor of 1011. Examination of existing kinetic data reveals that the sulfatase PaAstA catalyzes the hydrolysis of sulfamate esters with catalytic rate accelerations of ～104, whereas the catalytic rate acceleration generated by the enzyme for its cognate substrate is on the order of ～1015. Rate constants for hydrolysis of a wide range of sulfuryl esters, ArOSO2X-, are shown to be correlated by a two-parameter equation based on pKa ArOH and pKaArOSO2XH.

SYNTHESIS OF METHYLSULFAMIDIC ACID.

Methylsulfamidic acid (MSA) and its homologs are key substances in production of synthetic sweeteners, dyes, and means of control of agricultural pests. A method has been devised for production of MSA by sulfonation of dimethylurea with 20-30% oleum in absence of a solvent by 75-80 degree , followed by isolation of MSA by crystallization in 70-75% sulfuric acid. The dependence of the MSA yield on different reaction conditions was studied. Three reaction routes studied were: sulfonation with sulfur trioxide, sulfonation with oleum in a solvent, and sulfonation with oleum without a solvent.