Benzyltriethylammonium chloride

Benzyltriethylammonium chloride Basic information
Product Name:Benzyltriethylammonium chloride
Synonyms:BenzeneMethanaMiniuM,N,N,N-triethyl-, chloride (1:1);Benzenemethanaminium,N,N,N-triethyl-,chloride;benzyltriethyl-ammoniuchloride;Benzyltriethylammoniumchlor;n,n,n-triethyl-benzenemethanaminiuchloride;N,N,N-Triethylbenzenemethanammonium chloride;BenzylTriethylAmmoniumChlorideForSynthesis;BerylliumSulfate(Tetrahydrate)(Lab)
CAS:56-37-1
MF:C13H22ClN
MW:227.77
EINECS:200-270-1
Product Categories:Quaternary ammonium salt;Pharmaceutical Intermediates;Ammonium Chlorides (Quaternary);Quaternary Ammonium Compounds;Ammonium Salts;Greener Alternatives: Catalysis;Phase Transfer Catalysts;Resin additives;56-37-1
Mol File:56-37-1.mol
Benzyltriethylammonium chloride Structure
Benzyltriethylammonium chloride Chemical Properties
Melting point 190-192 °C (dec.) (lit.)
Boiling point 366.11°C (rough estimate)
density 1.08 g/mL at 25 °C
refractive index n20/D 1.479
Fp >100°C
storage temp. Store below +30°C.
solubility H2O: 0.1 g/mL, clear
form Liquid
color White to beige
PH6-8 (100g/l, H2O, 20℃)
PH Range6 – 8
Water Solubility 700 g/L (20 ºC)
Sensitive Hygroscopic
Decomposition 185°C
BRN 3574984
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyHTZCNXWZYVXIMZ-UHFFFAOYSA-M
CAS DataBase Reference56-37-1(CAS DataBase Reference)
EPA Substance Registry SystemBenzyltriethylammonium chloride (56-37-1)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-37/39-26 37/39-36/37/39
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS BO8400000
3
Autoignition Temperature300 °C
TSCA Yes
HS Code 29239000
ToxicityLD50 orally in Rabbit: 2219 mg/kg
MSDS Information
ProviderLanguage
N,N,N’-Triethylbenzenemethanaminium chlorideEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
Benzyltriethylammonium chloride Usage And Synthesis
Chemical Propertieswhite 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.
UsesBenzyltriethylammonium 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.
PreparationBenzyltriethylammonium 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%.
ApplicationBenzyltriethylammonium 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.
Safety ProfilePoison by intravenous route.When heated to decomposition it emits toxic vapors ofNOx and Cl.
Benzyltriethylammonium chloride Preparation Products And Raw materials
Raw materialsTriethylamine–>Acetone–>Benzyl chloride
Preparation Products4-(4-AMINOPHENYL)MORPHOLIN-3-ONE–>4-BROMOMETHYLTETRAHYDROPYRAN–>2,5-Diamino-4,6-dichloropyrimidine–>Chlorpyrifos–>2-Ethoxybenzoic acid–>2-AMINOPENT-4-YNENITRILE–>1-AMINOCYCLOPROPANECARBONITRILE–>6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE–>6,6′-Dimethyl-2,2′-dipyridyl–>2,2-DICHLORO-1-METHYLCYCLOPROPANAMINE–>Cypermethrin–>N-(3-Trifluoromethylphenyl)piperazine–>TERPINEOL–>Chlorpyrifos-methyl–>Diiodomethane–>3-(CYANOMETHYL)-2,4,5-TRIMETHYLTHIOPHENE–>4′-BROMO-3′-METHYLACETANILIDE–>1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone–>Phosazetim–>Chlorphoxim–>1-(2-Methoxyphenyl)piperazine–>TERT-BUTYL ISOCYANIDE–>Disperse Violet 26–>2-Amino-2,3-dimethylbutyronitrile–>(O,O-di-4-chlorophenyl)thiophosphenyl chloride

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