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

Flash point:

>100°C

storage temp. 

Store below +30°C.

solubility 

H₂O: 0.1 g/mL, clear

form 

Liquid

color 

White to beige

PH

6-8 (100g/l, H2O, 20℃)

PH Range

6 - 8

Water Solubility 

700 g/L (20 ºC)

Sensitive 

Hygroscopic

Decomposition 

185°C

BRN 

3574984

Stability:

Stable. Incompatible with strong oxidizing agents.

InChIKey

HTZCNXWZYVXIMZ-UHFFFAOYSA-M

CAS DataBase Reference

56-37-1(CAS DataBase Reference)

EPA Substance Registry System

Benzyltriethylammonium 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

F 

3

Autoignition Temperature

300 °C

TSCA 

Yes

HS Code 

29239000

Toxicity

LD50 orally in Rabbit: 2219 mg/kg

MSDS

• Language:English Provider:N,N,N'-Triethylbenzenemethanaminium chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Benzyltriethylammonium chloride Usage And Synthesis

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.

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