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Merck

86870

Sigma-Aldrich

Cloruro de tetrabutilamonio

greener alternative

≥97.0% (NT)

Sinónimos:

N,N,N-tributyl-butanaminium chloride

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About This Item

Fórmula lineal:
[CH3(CH2)3]4NCl
Número de CAS:
Peso molecular:
277.92
Beilstein:
3571227
Número CE:
Número MDL:
Código UNSPSC:
12352107
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

Análisis

≥97.0% (NT)

formulario

crystals

características de los productos alternativos más sostenibles

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

impurezas

≤1% water

solubilidad

H2O: 20 mg/mL, clear, colorless

categoría alternativa más sostenible

cadena SMILES

[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

Clave InChI

NHGXDBSUJJNIRV-UHFFFAOYSA-M

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Descripción general

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.

Aplicación

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

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

235.4 °F - closed cup

Punto de inflamabilidad (°C)

113 °C - closed cup

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

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Visite la Librería de documentos

Efficient and eco-friendly synthesis of 2-amino-4H-chromene derivatives using catalytic amount of tetrabutylammonium chloride (TBAC) in water and solvent-free conditions
Mehrabi H and Kamali N
Journal of the Iranian Chemical Society, 9, 599-605 (2012)
Nancy AlHaddad et al.
Organic & biomolecular chemistry, 17(31), 7330-7336 (2019-07-18)
The present study describes the synthesis of the first phenoxycalix[4]pyrrole-epichlorohydrin based polymer. The advantage of the latter resides in its fast-single step synthesis protocol, low cost, water insolubility and its unexpected anion extraction capacity. The study of this polymer by
Tetrabutylammonium Chloride-Induced Cascade Radical Addition/Cyclization of O-Isocyanodiaryl Amines: A Novel Protocol for the Synthesis of 11-Trifluoromethylated Dibenzodiazepines
Yuan S, et al.
The Journal of Organic Chemistry, 87, 16542-16549 (2022)
I P E Macário et al.
Scientific reports, 9(1), 3932-3932 (2019-03-10)
The tailor-made character of deep eutectic solvents (DES) turns them very attractive to be used in several applications, including in health-related areas such as pharmaceutical, nutraceutical, and cosmetic industries. However, although DES has been touted as "green" solvents, several works
Methyl esterification of carboxylic acids with dimethyl carbonate promoted by K2CO3/tetrabutylammonium chloride
Chau K, et al.
Green Chemistry Letters and Reviews, 6, 89-93 (2013)

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