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Published TCIMAIL newest issue No.201
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CAS RN: 10513-45-8 | Product Number: B0832
N-tert-Butyl-5-methylisoxazolium Perchlorate
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Purity: >98.0%(HPLC)(N)
Synonyms:
- Woodward's Reagent L
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|
| 1G |
€44.00
|
2 | 2 |
|
|
| 5G |
€142.00
|
4 | 6 |
|
* 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 | B0832 |
Purity / Analysis Method 
|
>98.0%(HPLC)(N) |
| Molecular Formula / Molecular Weight | C__8H__1__4ClNO__5 = 239.65 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 10513-45-8 |
| Reaxys Registry Number | 5202574 |
| PubChem Substance ID | 87563816 |
| SDBS (AIST Spectral DB) | 10455 |
| MDL Number | MFCD00011960 |
Specifications
| Appearance | White to Light yellow to Light red powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(with Total Nitrogen) | min. 98.0 % |
| Melting point | 119.0 to 123.0 °C |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 119 °C |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H272 : May intensify fire; oxidizer. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P220 : Keep away from clothing and other combustible materials. P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. |
Related Laws:
| EC Number | 234-048-0 |
Transport Information:
| UN Number | UN1479 |
| Class | 5.1 |
| Packing Group | III |
| HS Number | 2934999090 |
Application
Woodward’s Reagent L: A Condensing Agent
Experimental procedure1):
Under nitrogen, N-tert-butyl-5-methylisoxazolium perchlorate (240 mg, 1 mmol) is added to a mixture of 3-quinoline carboxylic acid (173 mg, 1 mmol) and triethylamine (140 µL, 1 mmol) in DMF (2 mL). The mixture is stirred at room temperature for 4 h and then poured on iced water (50 mL). The precipitate is collected, washed with water and dried. The intermediate ester 1 (131 mg, 0.44 mmol) is isolated in 44% yield as a yellow powder. Then the product (110 mg, 0.36 mmol) in DMF (3 mL) is added to a freshly prepared guanidine 2 (123 mg, 0.39 mmol) and the mixture is stirred at 140 °C for 2 h. The solvent is evaporated under reduced pressure. Water (10 mL) is added to the residue, and after 12 h at 4 °C, the precipitate formed is filtered, washed with water, and dried to obtain compound 3 in 85% yield.
Under nitrogen, N-tert-butyl-5-methylisoxazolium perchlorate (240 mg, 1 mmol) is added to a mixture of 3-quinoline carboxylic acid (173 mg, 1 mmol) and triethylamine (140 µL, 1 mmol) in DMF (2 mL). The mixture is stirred at room temperature for 4 h and then poured on iced water (50 mL). The precipitate is collected, washed with water and dried. The intermediate ester 1 (131 mg, 0.44 mmol) is isolated in 44% yield as a yellow powder. Then the product (110 mg, 0.36 mmol) in DMF (3 mL) is added to a freshly prepared guanidine 2 (123 mg, 0.39 mmol) and the mixture is stirred at 140 °C for 2 h. The solvent is evaporated under reduced pressure. Water (10 mL) is added to the residue, and after 12 h at 4 °C, the precipitate formed is filtered, washed with water, and dried to obtain compound 3 in 85% yield.
References
- 1) Chemical Delivery System of Metaiodobenzylguanidine (MIBG) to the Central Nervous System
- 2) Stable enol esters from N-tert-butyl-5-methylisoxazolium perchlorate
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