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Merck

86870

Cloruro de tetrabutilamonio

greener alternative

≥97.0% (NT), crystals

Sinónimos:

N,N,N-tributyl-butanaminium chloride

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

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Nombre del producto

Cloruro de tetrabutilamonio, ≥97.0% (NT)

InChI key

NHGXDBSUJJNIRV-UHFFFAOYSA-M

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

SMILES string

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

assay

≥97.0% (NT)

form

crystals

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

impurities

≤1% water

solubility

H2O: 20 mg/mL, clear, colorless

greener alternative category

, Aligned

Quality Level

200

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Categorías relacionadas

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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCN5899
BCCL4490
BCCH6496
BCCJ7430
BCCH7420

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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
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)
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
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