80526-82-5

Basic information

• Product Name: TETRAMETHYLAMMONIUM HYDROGENSULFATE
• Synonyms: Tetramethylammonium hydrogensulfate (for ion pair chromatography)≥99%;Tetramethylammonium hydrogen sulfate for ion pair chromatography LiChropur;TETRAMETHYL AMMONIUM HYDROGEN SULPHATE;TETRAMETHYLAMMONIUM HYDROGEN SULFATE CON C., PGE W. 6 AMP.;TETRAMETHYLAMMONIUM HYDROGENSULFATE, ION -PAIR REAG, 99+% (FLUKA 87724);Tetramethylammonium hydrogensulfate, HPLC grade, 99+%;Methanaminium, N,N,N-trimethyl-, sulfate (1:1);tetramethylammonium bisulfate solution
• CAS NO: 80526-82-5
• Molecular Formula: C4H13NO4S
• Molecular Weight: 171.22
• EINECS: 279-490-5
• Product Categories: Ammonium Polyhalides, etc. (Quaternary);Quaternary Ammonium Compounds
• Mol File: 80526-82-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 295-297 °C
• Appearance: White to off-white/Powder
• Storage Temp.: Store at +15°C to +25°C.
• Water Solubility: almost transparency in Water
• BRN: 4829202
• CAS DataBase Reference: TETRAMETHYLAMMONIUM HYDROGENSULFATE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAMETHYLAMMONIUM HYDROGENSULFATE(80526-82-5)
• EPA Substance Registry System: TETRAMETHYLAMMONIUM HYDROGENSULFATE(80526-82-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 80526-82-5(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white powder

InChI:InChI=1/C4H12N.H2O4S.H2O/c2*1-5(2,3)4;/h1-4H3;(H2,1,2,3,4);1H2/q+1;;/p-1

Upstream product

• 616-38-6 carbonic acid dimethyl ester 
• 77-78-1 dimethyl sulfate 
• 75-50-3 trimethylamine 

Relevant articles and documents

Synthesis of [N(CH3)4]2O 3SOSO2(s) and [N(CH3)4] 2[(O2SO)2SO2]·SO 2(s) Containing (SO4)(SO2)x 2- x = 1, 2, members of a new class of sulfur oxydianions

One mole equivalent of SO2 reversibly reacts with [N(CH 3)4]2SO4(s) to give [N(CH 3)4]2S2O6(s) (1) containing the [O3SOSO2]2-, shown by Raman and IR to be an isomer of the [O3SSO3]2- dianion. The experimental and calculated (B3PW91/6-311+G(3df)) vibrational spectra are in excellent agreement, and the IR spectrum is similar to that of the isoelectronic O3ClOClO2. Crystals of [N(CH 3)4]2(O2SO)2SO 2·SO2 (2) were isolated from solutions of [N(CH3)4]2SO4 in liquid SO 2. The X-ray structure showed that 2 contained the [(O 2SO)2SO2]2- dianion. The characterized N(CH3)4+ salts 1 and 2 are the first two members of the (SO4)(SO2)x 2- class of sulfur oxydianions analogous to the well-known small cation salts of the SO4(SO3)x2- polysulfates.

Alkylation of ammonium salts catalyzed by imidazolium-based ionic liquid catalysts

Quaternary ammonium salts were synthesized from ammonium salts and dialkyl carbonates over imidazolium ionic liquid catalysts. The reaction gave almost stoichiometric amounts of the quaternary ammonium salts for halides and nitrates. It was found that the electron-donating property of the alkyl moieties of ammonium cations, the electrophilic nature of the alkyl group of the carbonate, the acidity of the acid that the anion of the ammonium salt corresponds to, and the steric hindrance of the ammonium salts and the dialkyl carbonates are the key factors that influence the yields of quaternary ammonium salts. Strong electron-donating alkyl groups on the nitrogen atom of the ammonium salt, electron-withdrawing groups on the methylene carbon of dialkyl carbonate, and weaker steric hindrance of the starting ammonium salts and dialkyl carbonates favor the alkylation reaction of ammonium salts.

METHOD FOR PRODUCING QUATERNARY AMMONIUM COMPOUNDS

The inventive method for producing quaternary ammonium compounds consists in reacting compounds containing an sp3 hybridised nitrogen atom with dialkyl sulphate or trialkyl phosphate and in exposing the thus obtained ammonium compound to an ion-exchange.