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

General Description

Bis(methanesulfonyl)amine, also known as dimethylsulfamidic acid or BMSA, is a chemical compound with the formula (CH3SO2)2NH. It is a colorless, crystalline solid that is highly water soluble and is a strong acid. BMSA is commonly used as a reagent in organic synthesis and as a catalyst in various chemical reactions. It also has applications in the pharmaceutical and agricultural industries. In addition, it has been studied as a potential treatment for certain medical conditions, such as neurodegenerative diseases. However, BMSA is a highly toxic and corrosive substance, and proper precautions should be taken when handling and storing it.

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 
• 1374869-47-2 N,N'-(1-(3-methoxyphenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1374869-67-6 N,N'-(4-phenylbutane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1374869-40-5 N,N'-(1-(4-(chloromethyl)phenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 18511-62-1 4-fluorostyrene oxide 
• 1345824-09-0 (S)-N,N'-(1-(4-fluorophenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1345824-04-5 (S)-N,N'-(1-phenylethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1345824-11-4 (S)-N,N'-(1-(4-bromophenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1345824-10-3 (S)-N,N'-(1-(4-chlorophenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1345824-14-7 (S)-N,N'-(1-(4-(acetoxy)phenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1345824-16-9 (S)-N,N'-(1-(4-(methoxycarbonyl)phenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1345824-19-2 (S)-N,N'-(1-(3-phenoxyphenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1345824-25-0 (S)-N,N’-(1-(4-bromo-2-fluorophenyl)ethane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 
• 1345824-28-3 N,N’-((1S,2R)-1-phenylpropane-1,2-diyl)bis(N-(methylsulfonyl)methanesulfonamide) 

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