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Sigma-Aldrich

Benzyltriethylammonium chloride

99%

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Synonym(s):
BTEAC
Linear Formula:
C6H5CH2N(Cl)(C2H5)3
CAS Number:
56-37-1
Molecular Weight:
227.77
Beilstein:
3574984
EC Number:
200-270-1
MDL number:
MFCD00011824
UNSPSC Code:
12352107
PubChem Substance ID:
24848786
NACRES:
NA.22

Quality Level

200

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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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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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 and catalysis, 346(6), 599-602 (2004)
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)
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)
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)
Polymerization by phase transfer catalysis, 2 Polythiocarbonates by polymerization of Bisphenol A with thiophosgene
Tagle LH, et al.
Macromolecular Chemistry and Physics, 186(5), 915-921 (1985)
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