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Key Documents

8.22152

Sigma-Aldrich

Tetra-n-butylammonium iodide

for synthesis

Synonym(s):

Tetra-n-butylammonium iodide

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About This Item

Empirical Formula (Hill Notation):
C16H36IN
CAS Number:
311-28-4
Molecular Weight:
369.37
MDL number:
MFCD00011636
UNSPSC Code:
12352107
EC Index Number:
206-220-5
NACRES:
NA.22

Quality Level

200

form

solid

potency

1990 mg/kg LD50, oral (Rat)

mp

143-146 °C

storage temp.

2-30°C

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

Application


  • Phase transfer catalyst in organic synthesis: Tetra-n-butylammonium iodide serves as a phase transfer catalyst facilitating the solubility of reagents in non-polar solvents, enhancing reaction conditions and yield in organic synthesis processes (Paricaud, 2011).

  • Cross carbon-carbon coupling reactions: Utilized in "homeopathic" palladium nanoparticle catalysis for cross carbon-carbon coupling reactions, Tetra-n-butylammonium iodide proves essential in achieving high reaction efficiencies and selectivities (Deraedt and Astruc, 2014).

  • High purity applications in pharmaceutical research: The high purity of Tetra-n-butylammonium iodide makes it suitable for sensitive pharmaceutical applications, ensuring minimal impurities that could affect the chemical reactions and outcomes in medicinal chemistry (Pugini et al., 2023).

  • Safety and handling in laboratory settings: Research emphasizes the importance of proper safety and handling procedures for Tetra-n-butylammonium iodide in laboratory environments, focusing on its storage, usage, and disposal to prevent contamination and ensure researcher safety (Li et al., 2013).

Analysis Note

Assay (argentometric): ≥ 98.0 %
Melting range (lower value): ≥ 143 °C
Melting range (upper value): ≤ 147 °C
Identity (IR): passes test

Pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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