Substance
ID:734720
Names and Identifiers
IUPAC name
trichloro-1,3,5-triazine
Synonyms
2,4,6-Trichloro-1,3,5-triazineCyanuric chloride三聚氯氰TCT
IUPAC Traditional name
cyanuric chloride
Registration numbers
CAS Number
EC Number
Beilstein Number
MDL Number
Properties
Physical Property
Boiling Point
192-194°C
Melting Point
145-149°C
Density
1.920
Flash Point
>190°C(374°F)
Safety Information
Storage Warning
Moisture Sensitive
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
Corrosive to metals, category 1
Skin corrosion, categories 1A,1B,1C
Serious eye damage, category 1
Risk Statements
14-22-26-34-43
Hazard Class
8
Safety Statements
1/2-26-28-36/37/39-45-46-63
European Hazard Symbols
Highly toxic (T+)GHS Hazard statements
H330-H302-H317-H314
Packing Group
II
GHS Precautionary statements
P260-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501A
UN Number
UN2670
TSCA Listed
是
RTECS
XZ1400000
Product Information
Purity
98%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• For a brief feature on uses of the reagent in synthesis, see: Synlett, 2156 (2006).
• Effects deoxygenation of diaryl sulfoxides. Alkyl sulfoxides undergo ɑ-chlorination, which can be avoided by using cyanuric fluoride: Synthesis, 221 (1980).
• For use, in combination with DMSO, in a mild and efficient alternative to the Swern oxidation of alcohols to aldehydes or ketones, see: J. Org. Chem., 66,7907 (2001).
• Reagent for dehydration of aldoximes: J. Chem. Soc., Chem. Commun., 1226 (1972), and primary carboxamides: Synthesis, 657 (1980) to nitriles. The Vilsmeier-type complex with DMF also converts aldoximes cleanly to nitriles; ketoximes undergo the Beckmann rearrangement at room temperature in high yield: J. Org. Chem., 67, 6272 (2002). The complex converts primary and secondary alcohols to alkyl chlorides in high yield; addition of NaBr affords mainly the alkyl bromide: Org. Lett., 4, 553 (2002); whereas with 4 eq. of LiF, primary alcohols are selectively formylated, providing a mild and convenient method for their protection: J. Org. Chem., 67, 5152 (2002).
• In the presence of triethylamine, carboxylic acids are converted to their acid chlorides, allowing in situ formation of esters, amides and peptides: Tetrahedron Lett., 20, 3037 (1979). Similarly, sulfonic acids are converted to sulfonyl chlorides: Tetrahedron Lett., 44, 1499 (2003). ω-Hydroxy acids are converted to their lactones: Tetrahedron Lett., 21, 1893 (1980). Mild reagent in ?-lactam synthesis: Synthesis, 209 (1981). Carboxylic acids, including N-Boc, -Fmoc and -Cbz amino acids have been converted to alcohols in good yield by activation with cyanuric chloride and N-methylmorpholine (NMM), followed by reduction with aqueous NaBH4: Tetrahedron Lett., 40, 4395 (1999). Hydroxamic acids can also be prepared in a simple one-flask method using hydroxylamine hydrochloride in the presennce of NMM and DMAP: Org. Lett., 5, 2715 (2003).