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Sigma-Aldrich

Tetrabutylammonium chloride

greener alternative

≥97.0% (NT)

Sinônimo(s):

N,N,N-tributyl-butanaminium chloride

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About This Item

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

Nível de qualidade

Ensaio

≥97.0% (NT)

forma

crystals

características do produto alternativo mais ecológico

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

Impurezas

≤1% water

solubilidade

H2O: 20 mg/mL, clear, colorless

categoria alternativa mais ecológica

cadeia de caracteres 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

chave InChI

NHGXDBSUJJNIRV-UHFFFAOYSA-M

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Descrição geral

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.

Aplicação

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

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

235.4 °F - closed cup

Ponto de fulgor (°C)

113 °C - closed cup

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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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
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
Chao Zhong et al.
Carbohydrate polymers, 94(1), 38-45 (2013-04-03)
In this article, a novel and high efficient solvent, tetra-n-Butylammonium Hydroxide (TBAH), was used for dissolution and isolation of straw cellulose from wheat straw. The composition analysis with gas chromatography (GC) and the spectroscopic characterization analysis conducted by X-Ray diffraction
R Bryan Sears et al.
Journal of inorganic biochemistry, 121, 77-87 (2013-01-29)
The complex cis-[Ru(phpy)(phen)(CH3CN)2](+) (phpy=2-phenylpyridine, phen=1,10-phenanthroline) was investigated as a potential photodynamic therapy (PDT) agent. This complex presents desirable photochemical characteristics including a low energy absorption tail extending into the PDT window (600-850nm) and photoinduced exchange of the CH3CN ligands, generating
Oliver Bixner et al.
The Journal of chemical physics, 136(20), 204503-204503 (2012-06-07)
The interaction of exciton and charge transfer (CT) states plays a central role in photo-induced CT processes in chemistry, biology, and physics. In this work, we use a combination of two-dimensional electronic spectroscopy (2D-ES), pump-probe measurements, and quantum chemistry to

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