56-37-1 Usage
Chemical Properties
white to light yellow crystal powder. soluble in water, aqueous solutions conduct electricity. It is hydrochloride salt of benzyltriethylammonium which acts as a phase-transfer catalyst in chemical reactions.
Uses
Benzyltriethylammonium chloride is used as a catalyst in the preparation of 2-phenylbutyronitrile from phenyl acetonitrile. It is involved in the Knoevenagel condensation of carbonyl compounds with active methylene compounds to give olefinic products. It acts as a phase transfer catalyst used in the alkylation reaction. It reacts with 1H-Pyridine-2-thione to get 2-Benzylsulfanyl-pyridine.
Application
Benzyltriethylammonium chloride is a lipophilic phase-transfer catalyst that can be used in phase-transfer catalysis (PTC) to catalyze polycondensation reactions to form high molecular weight polymers under bi-phasic conditions.It can also be used:To activate hydroxyapatite and natural phosphate for use as a solid support for Knoevenagel condensation and Claisen-Schmidt condensation, respectively at room temperature and in the absence of a solvent.To increase the efficiency of mCPBA oxidation of sulfonimine generated from arenesulfonamide and diethyl acetal of an aromatic aldehyde to form 2-sulfonyloxaziridines.In combination with antimony(V) chloride to form a catalytic system for the Friedel-Crafts acylation reactions of arenes with acyl and sulfonyl chlorides.
Preparation
Benzyltriethylammonium chloride synthesis: Add benzyl chloride, triethylamine and acetone into the reaction pot, and reflux at 63-64°C for 8 hours. Slowly lowered to 15°C, filtered, and the filter cake was washed with acetone and dried to obtain benzyltriethylammonium chloride. Yield 68.9%.
Safety Profile
Poison by intravenous route.When heated to decomposition it emits toxic vapors ofNOx and Cl.
Check Digit Verification of cas no
The CAS Registry Mumber 56-37-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 6 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 56-37:
(4*5)+(3*6)+(2*3)+(1*7)=51
51 % 10 = 1
So 56-37-1 is a valid CAS Registry Number.
InChI:InChI=1/C13H22N.ClH/c1-4-14(5-2,6-3)12-13-10-8-7-9-11-13;/h7-11H,4-6,12H2,1-3H3;1H/q+1;/p-1
56-37-1Relevant articles and documents
Activation of C-Cl Bonds in Chloroalkanes by Nickel Oxide Nanoparticles: Formation of Tetrasubstituted Ammonium Salts from Tertiary Amines
Park, Kang Hyun,Jung, Il Gu,Chung, Young Keun,Han, Jin Wook
, p. 411 - 416 (2007)
Nickel oxide nanoparticles, readily available and easy to handle, were found to be an effective catalyst in the catalytic activation of C-Cl bonds in chloroalkanes. Coupling reactions of chloroalkanes and tertiary amines in the presence of the nickel oxide nanoparticle catalyst gave moderate to high yields of quaternary ammonium salts depending upon the amines.
Thermal stability of quaternary ammonium hexafluorophosphates and halides
Zhuravlev,Nikol'skii,Voronchikhina
, p. 824 - 830 (2014/02/14)
Thermal decomposition of hexafluorophosphates of short-chain tetraalkylammonium salts of the general formula R3R'NPF6, where R3 = R' = CH3, C2H5, C 4H9; R3 = C2H5, R' = CH2C6H6 or CH2CH=CH2, was studied by thermal gravimetric analysis. Measurements were performed in air in the temperature interval 20-500°N. The thermal stability of halides with the same cations in the same temperature interval was studied for comparison. The effect of cation on the thermal stability of the halides and hexafluorophosphates was examined. The mechanism of thermal decomposition of quaternary ammonium hexafluorophosphates was suggested.
The synthesis of quaternary ammonium salts from ammonium salts and dialkyl carbonate
Zheng, Zhuoqun,Wu, Tinghua,Zhou, Xiaoping
, p. 1864 - 1865 (2008/03/14)
Quaternary ammonium salts were synthesized from ammonium salts and dialkyl carbonates over an ionic liquid catalyst 1-ethyl-3-methylimidazolium bromide. The Royal Society of Chemistry 2006.
