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CAS RN: 108-77-0 | Product Number: C0460

Cyanuric Chloride


Purity: >98.0%(T)
Synonyms:
  • 2,4,6-Trichloro-1,3,5-triazine
Product Documents:
25G
$22.00
7   10   23  
500G
$44.00
6   8   10  

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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 Pictogram Pictogram Pictogram 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 P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dust.
P270 : Do not eat, drink or smoke when using this product.
P202 : Do not handle until all safety precautions have been read and understood.
P201 : Obtain special instructions before use.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P284 : Wear respiratory protection.
P272 : Contaminated work clothing must not be allowed out of the workplace.
P342 + P311 : If experiencing respiratory symptoms: Call a POISON CENTER/doctor.
P307 + P311 : IF exposed: Call a POISON CENTER or doctor/ physician.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P333 + P313 : If skin irritation or rash occurs: Get medical advice/ attention.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P363 : Wash contaminated clothing before reuse.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
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.
P405 : Store locked up.
Related Laws:
RTECS# XZ1400000
Transport Information:
UN Number (DOT-AIR) UN2670
Class (DOT-AIR) 8
Packing Group (TCI-A) II
HS Number 2933.69.6010
Application
TCI Practical Example: Dehydration reaction of amides with cyanuric chloride

TCI Practical Example: Dehydration reaction of amides with cyanuric chloride

Used Chemicals

Procedure

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).

Experimenter’s Comments

The reaction mixture was monitored by UPLC.

Analytical Data

4-bromobenzonitrile

1H NMR (400 MHz, CDCl3); δ 7.64 (d, J = 8.4 Hz, 2H), 7.53 (d, J = 8.4 Hz, 2H).

Lead Reference


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.

References


PubMed Literature


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