345857
Tetrabutylammonium chloride hydrate
98%, solid
Synonym(s):
TBAC hydrate
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About This Item
Linear Formula:
(CH3CH2CH2CH2)4N(Cl) · xH2O
CAS Number:
Molecular Weight:
277.92
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
EC Number:
214-195-7
MDL number:
Beilstein/REAXYS Number:
3765327
Product Name
Tetrabutylammonium chloride hydrate, 98%
SMILES string
[Cl-].[N+](CCCC)(CCCC)(CCCC)CCCC.O
InChI
1S/C16H36N.ClH.H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;;/h5-16H2,1-4H3;1H;1H2/q+1;;/p-1
InChI key
FODWRUPJCKASBN-UHFFFAOYSA-M
assay
98%
form
solid
mp
41-44 °C (lit.)
Quality Level
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Application
Tetrabutylammonium chloride (TBAC) hydrate has been used as a phase transfer catalyst in the synthesis of fullerenols and in Heck-type palladium-catalyzed vinylation of organic halides in water. TBAC hydrate has also been reported to be a promising candidate for cool energy storage material.
Tetrabutylammonium chloride hydrate can be used:
- As an additive in palladium-catalyzed cross-coupling reaction of heteroaromatic carboxylic acids with aryl bromides.
- To enhance the reactivity of palladium-catalyzed arylation of methyl acrylates.
- In derivatization of bis(spirodienone) calixarene having exocyclic double bonds to its chloro derivative.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Phase equilibrium of ionic semiclathrate hydrates formed with tetrabutylammonium bromide and tetrabutylammonium chloride.
Sato K, et al.
Fluid Phase Equilibria, 337, 115-118 (2013)
Synthesis of p-tert-butylcalix-4-arene derivatives with trans-alkyl substituents on opposite methylene bridges
Simaan S and Biali SE
The Journal of Organic Chemistry, 68(9), 3634-3639 (2003)
Electrical and optical properties of fullerenol Langmuir? Blodgett films deposited on polyaniline substrates.
Rincon M E, et al.
The Journal of Physical Chemistry B, 107(17), 4111-4117 (2003)
Unexpected intermolecular Pd-catalyzed cross-coupling reaction employing heteroaromatic carboxylic acids as coupling partners
Forgione P, et al.
Journal of the American Chemical Society, 128(35), 11350-11351 (2006)
On the efficiency of tetraalkylammonium salts in Heck type reactions
Jeffery T
Tetrahedron, 52(30), 10113-10130 (1996)
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