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86890 Sigma-Aldrich

Tetrabutylammonium iodide

≥99.0% (AT)

Synonym: TBAI

  • CAS Number 311-28-4

  • Linear Formula (CH3CH2CH2CH2)4N(I)

  • Molecular Weight 369.37

  •  Beilstein/REAXYS Number 3916152

  •  EC Number 206-220-5

  •  MDL number MFCD00011636

  •  PubChem Substance ID 57653211

  •  NACRES NA.22

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Properties

Related Categories Ammonium Salts, Chemical Synthesis, Phase Transfer Catalysts, Synthetic Reagents
Quality Level   200
assay   ≥99.0% (AT)
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.

Packaging

25, 100, 500 g in poly bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
BS5450000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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