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Published TCIMAIL newest issue No.197
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CAS RN: 108-77-0 | Product Number: C0460
Cyanuric Chloride
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Purity: >98.0%(T)
Synonyms:
- 2,4,6-Trichloro-1,3,5-triazine
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 25G |
17,00 €
|
4 | 20 |
|
| 500G |
35,00 €
|
≥80 | ≥60 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | C0460 |
| Purity / Analysis Method | >98.0%(T) |
| Molecular Formula / Molecular Weight | C__3Cl__3N__3 = 184.40 |
| 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 | Moisture Sensitive |
| CAS RN | 108-77-0 |
| Reaxys Registry Number | 124246 |
| PubChem Substance ID | 87565581 |
| SDBS (AIST Spectral DB) | 3845 |
| Merck Index (14) | 2699 |
| MDL Number | MFCD00006046 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(Argentometric Titration) | min. 98.0 % |
| Melting point | 145.0 to 150.0 °C |
Properties (reference)
| Melting Point | 147 °C |
| Solubility (soluble in) | Chloroform, Acetone, Toluene |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H330 : Fatal if inhaled. H302 : Harmful if swallowed. H314 : Causes severe skin burns and eye damage. H361 : Suspected of damaging fertility or the unborn child. H370 : Causes damage to organs. H372 : Causes damage to organs through prolonged or repeated exposure. H373 : May cause damage to organs through prolonged or repeated exposure. H317 : May cause an allergic skin reaction. H334 : May cause allergy or asthma symptoms or breathing difficulties if inhaled. H336 : May cause drowsiness or dizziness. |
| Precautionary Statements | P260 : Do not breathe dust. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection. P342 + P311 : If experiencing respiratory symptoms: Call a POISON CENTER/doctor. P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P403 + P233 : Store in a well-ventilated place. Keep container tightly closed. |
Related Laws:
| EC Number | 203-614-9 |
| RTECS# | XZ1400000 |
Transport Information:
| UN Number | UN2670 |
| Class | 8 |
| Packing Group | II |
| HS Number | 2933698033 |
Application
TCI Practical Example: Dehydration reaction of amides with cyanuric chloride
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Used Chemicals
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Procedure
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To a solution of 4-bromobenzamide (300 mg, 1.5 mmol) in DMF (3 mL) was added cyanuric chloride (183 mg, 1.0 mmol, 0.67 eq.) at 0 °C. The mixture was stirred at r.t. for 3.5 hours and quenched with water (15 mL). The solution was extracted with ethyl acetate (15 mL x 3) and the organic layer was washed with 2 mol/L HCl (15 mL), sat. NaHCO3 aq. (15 mL), and brine (15 mL), dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography (on silica gel, ethyl acetate:hexane = 1:4) to give 4-bromobenzonitrile as a pale white solid (260 mg, 95% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by UPLC.
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Analytical Data
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4-bromobenzonitrile
1H NMR (400 MHz, CDCl3); δ 7.64 (d, J = 8.4 Hz, 2H), 7.53 (d, J = 8.4 Hz, 2H).
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Lead Reference
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- (S)-5-Pyrrolidin-2-yl-1H-Tetrazole
Application
One-Pot Synthesis of Sulfonamides from Amine-Sulfonate Salts
Typical Procedure: To a solution of the amine (1 eq.) in a minimum amount of H2O-MeOH (60:40) is added the sulfonic acid (1 eq.). The reaction is stirred at room temperature for 15 min (the reaction is judged to be complete when pH paper indicates that the solution is neutral). The solution is evaporated under vacuum and the remaining solid is crystallized from hot MeOH. The crystals are dried in a vaccum oven for 24 h at 50℃. To a solution of the freshly prepared primary or secondary amine derived sulfonate salt (0.01 mol) in anhydrous MeCN (40 mL) is added cyanuric chloride (0.0033 mol) and the reaction mixture is stirred at room temperature for 30 min. Et3N (0.012 mol) is added and the solution is stirred for a further 30-90 min (until TLC indicates completion of the reaction). The reaction mixture is concentrated under vacuum and the residue is dissolved in CHCl3 (100 mL). The organic layer is washed with water (2 × 100 mL), dried over anhydrous Na2SO4 and evaporated in vacuo. The residue is purified by short column chromatography on silica gel eluting with a mixture of PE-EtOAc.
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