Merck
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86870

Sigma-Aldrich

Tetrabutylammonium chloride

greener alternative

≥97.0% (NT)

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Synonym(s):
N,N,N-tributyl-butanaminium chloride
Linear Formula:
[CH3(CH2)3]4NCl
CAS Number:
Molecular Weight:
277.92
Beilstein:
3571227
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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This Item
19377186868426288
form

crystals

form

solid

form

crystals

form

solid

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

greener alternative product characteristics

-

greener alternative product characteristics

-

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

impurities

≤1% water

impurities

-

impurities

-

impurities

≤0.5% tributylamine hydrobromide

solubility

H2O: 20 mg/mL, clear, colorless

solubility

-

solubility

H2O: soluble 10 % (w/v), clear, colorless

solubility

-

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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