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86890

Tetrabutylammonium iodide

Name: Tetrabutylammonium iodide
Brand: ALDRICH

≥99.0% (AT), crystals

Synonym(s):

TBAI

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About This Item

Linear Formula:

(CH₃CH₂CH₂CH₂)₄N(I)

CAS Number:

311-28-4

Molecular Weight:

369.37

NACRES:

NA.22

PubChem Substance ID:

57653211

UNSPSC Code:

12352107

EC Number:

206-220-5

MDL number:

MFCD00011636

Beilstein/REAXYS Number:

3916152

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Properties

Product Name

Tetrabutylammonium iodide, ≥99.0% (AT)

Quality Level

200

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

Description

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

GHS07

signalword

Warning

hcodes

H302,H315,H319

pcodes

P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

flash_point_f

No data available

flash_point_c

No data available

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J.M. Chong et al.

The Journal of Organic Chemistry, 52, 2596-2596 (1987)

S. Czernecki et al.

Tetrahedron Letters, 3535-3535 (1976)

Novel reverse-phase ion pair-high performance liquid chromatography separation of heparin, heparan sulfate and low molecular weight-heparins disaccharides and oligosaccharides.

Fabio Galeotti et al.

Journal of chromatography. A, 1284, 141-147 (2013-03-05)

In this study, by using tetrabutylammonium bisulfate as ion-pairing reagent, we were able to separate all the main heparin/heparan sulfate disaccharides generated by the action of heparinases along with the main Hep tetrasaccharide possessing a 3-O-sulfate group on the sulfoglucosamine

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Global Trade Item Number

SKU	GTIN
86890-100G	04061833042083
86890-25G	04061833042090
86890-500G	04061833441305