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146552

Sigma-Aldrich

Benzyltriethylammonium chloride

99%

Synonym(s):

BTEAC

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About This Item

Linear Formula:
C6H5CH2N(Cl)(C2H5)3
CAS Number:
Molecular Weight:
227.77
Beilstein:
3574984
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

>527.0 °F - closed cup

Flash Point(C)

> 275 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

146552-100G:
146552-25G:
146552-VAR:
146552-500G:
146552-BULK:


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 & 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)
Claisen-Schmidt condensation catalysis by natural phosphate
Sebti S, et al.
Applied Catalysis A: General, 206(2), 217-220 (2001)

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