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Sigma-Aldrich

Tetrabutylammonium chloride

greener alternative

≥97.0% (NT)

Synonym(s):

N,N,N-tributyl-butanaminium chloride

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About This Item

Linear Formula:
[CH3(CH2)3]4NCl
CAS Number:
1112-67-0
Molecular Weight:
277.92
Beilstein/REAXYS Number:
3571227
EC Number:
214-195-7
MDL number:
MFCD00011635
UNSPSC Code:
12352107
PubChem Substance ID:
57653205
NACRES:
NA.22

Quality Level

200

assay

≥97.0% (NT)

form

crystals

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

impurities

≤1% water

solubility

H2O: 20 mg/mL, clear, colorless

greener alternative category

, Aligned

SMILES string

[Cl-].CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.ClH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1

InChI key

NHGXDBSUJJNIRV-UHFFFAOYSA-M

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General description

Tetrabutylammonium chloride is a quaternary ammonium salt that is commonly used as a phase transfer catalyst as well as a source of chloride ions in organic synthesis.

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.

Application

Tetrabutylammonium chloride (TBACl) can be used as a phase transfer catalyst in the synthesis of:
  • 2-Amino-4H-chromene derivatives by the condensation reaction of aldehydes, malononitrile, and α, or β-naphthol.
  • Methyl esters by esterification reaction of carboxylic acids with dimethyl carbonate in the presence of K2CO3.
It has also been used as an initiator to synthesize 11-trifluoromethylated dibenzodiazepines via cascade radical addition/cyclization of o-isocyanodiaryl amines.

TBACl can also be used with phosphorus pentoxide for greener deoxychlorination.

Process for Producing Halogenated Heteroaryl Compounds

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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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