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CAS RN: 311-28-4 | Product Number: T0057

Tetrabutylammonium Iodide


Purity: >98.0%(T)
Synonyms:
  • TBAI
Documents:
25G
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100G
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500G
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3   ≥20 

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Product Number T0057
Purity / Analysis Method >98.0%(T)
Molecular Formula / Molecular Weight C__1__6H__3__6IN = 369.38  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Light Sensitive,Hygroscopic
CAS RN 311-28-4
Reaxys Registry Number 3916152
PubChem Substance ID 87576076
SDBS (AIST Spectral DB) 7778
MDL Number

MFCD00011636

Specifications
Appearance White to Almost white powder to crystaline
Purity(Nonaqueous Titration) min. 98.0 %
Melting point 144.0 to 149.0 °C
Solubility in hot Water almost transparency
Properties (reference)
Melting Point 147 °C
Solubility (soluble in) Alcohol,Ether
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H302 : Harmful if swallowed.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P270 : Do not eat, drink or smoke when using this product.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
Related Laws:
EC Number 206-220-5
RTECS# BS5450000
Transport Information:
HS Number 2923900090
Application
Deprotection of Bn Groups using Phenyl Trimethylsilyl Sulfide

Reference

  • Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


Application
Cleavage of Methoxy groups using Aluminum(III) Chloride and TBAI

T0057

T0057

Reference

  • Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


Application
Direct α-Oxyacylation of Carbonyl Compounds

Typical Procedure: α-Oxyacylation of Ketones
To a stirring mixture of ketone (1 mmol), carboxylic acid (1 mmol) and Bu4NI (36.9 mg, 0.1 mmol, 10 mol%) in AcOEt (5 mL) is added tert-butyl hydroperoxide (5.5 M in nonane or decane, 364 µL, 2 mmol) at room temperature. The resulting mixture is heated to 75 °C. The reaction is monitored by TLC analysis. After the reaction is completed, the reaction mixture is cooled to room temperature and poured into sat. Na2S2O3 aq. (5 mL) and sat. NaHCO3 aq. (5 mL) extracted with AcOEt (twice), and washed with brine. The combined organic layers are dried over anhydrous Na2SO4 and solvents are removed in vacuo. The residue is purified by flash column chromatography on silica gel (hexane–AcOEt as eluent) to give the corresponding analytically pure product.

References


PubMed Literature


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