5347-82-0

Basic information

• Product Name: Bis(methanesulfonyl)amine
• Synonyms: Bis(methanesulfonyl)amine;Bis(methylsulfonyl)amine;N-(Methylsulfonyl)methanesulfonamide
• CAS NO: 5347-82-0
• Molecular Formula: C₂H₇NO₄S₂
• Molecular Weight: 173.2113
• Mol File: 5347-82-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 152-153 °C
• Boiling Point: 307.3°Cat760mmHg
• Flash Point: 139.6°C
• Appearance: /
• Density: 1.54g/cm³
• Vapor Pressure: 0.000731mmHg at 25°C
• Refractive Index: 1.491
• PKA: -0.57±0.40(Predicted)
• CAS DataBase Reference: Bis(methanesulfonyl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(methanesulfonyl)amine(5347-82-0)
• EPA Substance Registry System: Bis(methanesulfonyl)amine(5347-82-0)

Safety Data

• Hazardous Substances Data: 5347-82-0(Hazardous Substances Data)

Usage

Description

Bis(methanesulfonyl)amine, also known as dimethylsulfamidic acid or BMSA, is a colorless, crystalline solid with a strong acidic nature and high water solubility. It is a chemical compound with the formula (CH3SO2)2NH, commonly utilized as a reagent in organic synthesis and a catalyst in various chemical reactions. BMSA also finds applications in the pharmaceutical and agricultural industries and has been investigated for its potential in treating certain medical conditions, such as neurodegenerative diseases. However, due to its high toxicity and corrosive properties, careful handling and storage are essential.

Uses

Used in Organic Synthesis:
Bis(methanesulfonyl)amine is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the formation of desired products in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Bis(methanesulfonyl)amine is used as a catalyst to accelerate specific chemical reactions, enhancing the efficiency of drug production processes and aiding in the synthesis of pharmaceutical compounds.
Used in Agricultural Industry:
Bis(methanesulfonyl)amine is employed in the agricultural sector, where it serves as a catalyst in the production of agrochemicals, contributing to the development of more effective and efficient crop protection products.
Used in Research for Neurodegenerative Diseases:
BMSA is used as a potential treatment in research studies for neurodegenerative diseases, due to its unique chemical properties that may offer therapeutic benefits in managing such conditions.

InChI:InChI=1/C2H7NO4S2/c1-8(4,5)3-9(2,6)7/h3H,1-2H3

Upstream product

• 96088-56-1 N,O-Bis(methylsulfonyl)hydroxylamin 
• 176759-56-1 trimethylsilyl N,N-dimesylamidosulfonate 
• 7647-01-0 hydrogenchloride 
• 87293-07-0 trimethyl(dimesylamino)stannane 
• 87293-07-0 trimethyl(dimesylamino)stannane 
• 120622-89-1 N-Trichloracetyl-dimesylamin 
• 123694-18-8 γ-Dimesylamino-Δ^β,γ-butenolid 
• 75142-05-1 Trimesylhydroxylamine 

Downstream Products

• 89912-97-0 ethyl-bis-methanesulfonyl-amine 
• 122804-91-5 tetraphenylstibonium dimesylaminide*chloroform 
• 155532-91-5 tricyclohexyltin(IV)dimesylamide 
• 155532-90-4 C₂₀H₂₁NO₄S₂Sn 
• 172295-53-3 diphenylbismuth(III)-dimesylamide 
• 1374016-44-0 N-(methylsulfonyl)-N-(2-phenylallyl)methanesulfonamide 
• 1374869-47-2 N,N'-(1-(3-methoxyphenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1441987-22-9 2-chloro-N,N-bis(methylsulfonyl)benzamide 
• 1345824-03-4 N,N'-(1-phenylethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 120622-90-4 N,N-bis(methanesulfonyl)benzamide 
• 1441987-15-0 4-chloro-N,N-bis(methanesulfonyl)benzamide 

Relevant articles and documents

POLYSULFONYLAMINE: TEIL LXXI. EIN MOLEKUEL MIT EINER LANGEN Si(sp3)-O-BINDUNG: SYNTHESE, STRUKTUR UND REAKTIVITAET VON N,N-DIMESYLAMIDOSCHWEFELSAEURETRIMETHYLSILYLESTER

The title compound (MeSO2)2N-SO2-O-SiMe3 (2; m.p. 57 deg C) is obtained by treating (MeSO2)2N-SiMe3 (3) with one equivalent of sulfur trioxide in CH2Cl2 at -20 deg C.The crystal structure of 2 (triclinic, space group P) was established by low-temperature X-ray diffraction.The most interesting feature of the molecular structure is the geometry of the S-O-Si sequence, displaying a very long Si(sp3)-O bond, a short S(sp3)-O bond and a large angle at oxygen (mean values for two independent molecules: Si-O 174.1, S-O 151.1 pm, S-O-Si 134.3 deg).The coordination at nitrogen is trigonal-planar (S-N-S 118.5-121.0 deg, S-N 170.5-173.1 pm). 2 is instantaneously hydrolyzed by excess water to form (MeSO2)2NH, sulfuric acid and (Me3Si)2O.In vacuo at 60 deg C, molten 2 will readily dissociate into its precursors 3 and SO3.It is shown that 2 may react either as an SO3 donor or as a sulfosilylating reagent.Reaction with Lewis bases such as Me3N, pyridine or R2PCl (R = tBu, Ph) proceeds with the formation of the corresponding complexes B*SO3; thermolysis of the isolable phosphane complexes affords the respective phosphane oxides R2(Cl)PO.Sulfosilylation of phenol, cyclohexene or 2,3-dimethyl-2-butene with 2 in CH2Cl2 gives the trimethylsilyl esters of 4-hydroxybenzenesulfonic, cyclohexene-3-sulfonic, or 2,3-dimethyl-1-butene-3-sulfonic acids, respectively.Key words: Trimethylsilyl N,N-dimesylamidosulfonate, synthesis, X-ray structure, long Si(sp3)-O bond, SO3 transfer, sulfosilylation.

Polysulfonylamines, XII. N-Acyl Dimesylamines (Carboxylic Acid N,N-Dimesylamides)

N-Acyl dimesylamines RC(O)N(SO2CH3)2 (3) have been prepared by reacting solid KN(SO2CH3)2 with neat liquid RC(O)Cl at 70-90 deg C or solutions of AgN(SO2CH3)2 in methyl cyanide with RC(O)Cl at room temperature .Addition of chlorine or bromine to 3 (R = CH2=CH) affords the corresponding compounds 3 with R = CH2Cl-CHCl and CH2Br-CHBr, respectively.By hydrolysis of 3 (R = CCl3), CCl3C(O)NHSO2CH3 (5) is obtained.The new compounds 3 and 5 are characterized by spectroscopic (NMR, MS) and analytical methods. - Keywords: N-Acyl Dimesylamines, Potassium and Silver Dimesylaminides, Acyl Chlorides