345857
Tetrabutylammonium chloride hydrate
98%
Synonym(s):
TBAC hydrate
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About This Item
Linear Formula:
(CH3CH2CH2CH2)4N(Cl) · xH2O
CAS Number:
Molecular Weight:
277.92
Beilstein:
3765327
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
solid
mp
41-44 °C (lit.)
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
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Phase equilibrium of ionic semiclathrate hydrates formed with tetrabutylammonium bromide and tetrabutylammonium chloride.
Sato K, et al.
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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)
Heck-type reactions in water.
Jeffery T, et al.
Tetrahedron Letters, 35(19), 3051-3054 (1994)
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