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86870

Tetrabutylammonium chloride

≥97.0% (NT), crystals

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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
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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Product Name

Tetrabutylammonium chloride, ≥97.0% (NT)

Quality Segment

assay

≥97.0% (NT)

form

crystals

reaction suitability

core: ammonium, reaction type: phase-transfer, reagent type: organic catalyst

greener alternative product characteristics

Catalysis
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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

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

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Codes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

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