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CAS RN: 311-28-4 | Product Number: T0057
Tetrabutylammonium Iodide
×
Purity: >98.0%(T)
Synonyms:
- TBAI
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|
| 25G |
34,00 €
|
7 | ≥60 |
|
|
| 100G |
72,00 €
|
6 | ≥100 |
|
|
| 500G |
263,00 €
|
13 | ≥80 |
|
* Stock available in Belgium: Shipment on the same day
* Stock available in Japan: Please check the Shipping Simulation for estimated shipments. (excludes regulated items and dry ice shipments)
| 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 |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| 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 |
|
| 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
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.
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
Documents
Product Articles
[Product Highlights] Trifluoromethylthiolating Agent Usable for Direct Dehydroxytrifluoromethylthiolation of Alcohols[Research Articles] Direct α-Oxyacylation of Carbonyl Compounds
[Product Highlights] Amidine-based Ligands for Cross-coupling Reactions of Aryl Bromides and Redox-active Esters
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