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146552

Sigma-Aldrich

Benzyltriethylammonium chloride

99%

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Synonym(s):
BTEAC
Linear Formula:
C6H5CH2N(Cl)(C2H5)3
CAS Number:
Molecular Weight:
227.77
Beilstein/REAXYS Number:
3574984
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

mp

190-192 °C (dec.) (lit.)

SMILES string

[Cl-].CC[N+](CC)(CC)Cc1ccccc1

InChI

1S/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

InChI key

HTZCNXWZYVXIMZ-UHFFFAOYSA-M

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1 of 4

This Item
147117613576284556
vibrant-m

146552

Benzyltriethylammonium chloride

vibrant-m

147117

Benzyltrimethylammonium bromide

vibrant-m

613576

Tetramethyl-d12-ammonium chloride

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

assay

99%

assay

97%

assay

99% (CP)

assay

99%

mp

190-192 °C (dec.) (lit.)

mp

230-232 °C (lit.)

mp

>300 °C

mp

260 °C (dec.) (lit.)

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

527.0 °F - closed cup

flash_point_c

> 275 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Antimony (V) Chloride-Benzyltriethylammonium Chloride Complex as an Efficient Catalyst for Friedel- Crafts Acylation Reactions
Huang A-P, et al.
Advanced Synthesis & Catalysis, 346(6), 599-602 (2004)
Phase-Transfer Catalyzed Polycondensation of α,α-Dichloro-p-xylene with 2, 2-Bis (4-hydroxyphenyl) propane
Yamazaki N and Imai Y
Polymer Journal, 15(8), 603-603 (1983)
Preparation and properties of fluorine-containing polyarylates from tetrafluoroisophthaloyl chloride and bisphenols
Kakimoto M-A, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 25(10), 2747-2753 (1987)
Antimony (V) Chloride-Benzyltriethylammonium Chloride Complex as an Efficient Catalyst for Friedel- Crafts Acylation Reactions
Huang A-P, et al.
advanced synthesis and catalysis, 346(6), 599-602 (2004)
Hydroxyapatite as a new solid support for the Knoevenagel reaction in heterogeneous media without solvent
Sebti S, et al.
Applied Catalysis A: General, 228(1-2), 155-159 (2002)

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