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Merck
CN

86890

Tetrabutylammonium iodide

≥99.0% (AT), crystals

Synonym(s):

TBAI

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(I)
CAS Number:
Molecular Weight:
369.37
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352107
EC Number:
206-220-5
MDL number:
Beilstein/REAXYS Number:
3916152
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Product Name

Tetrabutylammonium iodide, ≥99.0% (AT)

Quality Segment

assay

≥99.0% (AT)

form

crystals

reaction suitability

core: ammonium

mp

141-143 °C (lit.)

SMILES string

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

InChI

1S/C16H36N.HI/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

DPKBAXPHAYBPRL-UHFFFAOYSA-M

General description

Tetrabutylammonium iodide is a quaternary ammonium salt used in phase-transfer reactions. It is also used in regioselective ether cleavage reactions and as a source of iodide for nucleophilic displacement reactions.

Application

Tetrabutylammonium iodide can be used:
  • As an additive in the synthesis of fused triazole derivatives using palladium catalyst.
  • To prepare allyl-PEG-allyl, which is a key intermediate polymer used to synthesize fluorinated amphiphilic copolymers.
  • As a catalyst used in the synthesis of ethers.


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pictograms

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

No data available

flash_point_c

No data available

ppe

dust mask type N95 (US), Eyeshields, Gloves



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