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C95501

Sigma-Aldrich

Cyanuric chloride

99%

Synonyme(s) :

2,4,6-Trichloro-1,3,5-triazine

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About This Item

Formule empirique (notation de Hill):
C3Cl3N3
Numéro CAS:
108-77-0
Poids moléculaire :
184.41
Numéro Beilstein :
124246
Numéro CE :
203-614-9
Numéro MDL:
MFCD00006046
Code UNSPSC :
12352101
ID de substance PubChem :
24893171
Nomenclature NACRES :
NA.22

Densité de vapeur

6.36 (vs air)

Niveau de qualité

200

Pression de vapeur

0.8 mmHg ( 62.2 °C)

Pureté

99%

Forme

powder

Point d'ébullition

190 °C (lit.)

Pf

145-147 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

Clc1nc(Cl)nc(Cl)n1

InChI

1S/C3Cl3N3/c4-1-7-2(5)9-3(6)8-1

Clé InChI

MGNCLNQXLYJVJD-UHFFFAOYSA-N

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Catégories apparentées

Application

Cyanuric chloride can be used as a reagent:   
  • In the preparation of acyl azides from carboxylic acids and sodium azide.       
  • For the conversion of carboxylic acids, N-Boc, N-Cbz, and N-Fmoc amino acids into corresponding alcohols.      
  • For the conversion of alcohols into the corresponding carbonyl compounds by alternative Swern oxidation reaction.


It can also be employed as a catalyst in the Beckmann rearrangement of ketoximes into amides in the presence of ZnCl2.
Reagent for the conversion of alcohols to chlorides and for the immobilization of microorganisms and enzymes.

Pictogrammes

Skull and crossbonesCorrosion
GHS06,GHS05

Mention d'avertissement

Danger

Mentions de danger

H302,H314,H317,H330,H335

Classification des risques

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1A - STOT SE 3

Organes cibles

Respiratory system

Risques supp

EUH014

Code de la classe de stockage

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

>392.0 °F - closed cup

Point d'éclair (°C)

> 200 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Synthesis of acyl azides from carboxylic acids using cyanuric chloride
Bandgar BP and Pandit SS
Tetrahedron Letters, 43(18), 3413-3414 (2002)
A mild and efficient alternative to the classical Swern oxidation.
L De Luca et al.
The Journal of organic chemistry, 66(23), 7907-7909 (2001-11-10)
Yoshiro Furuya et al.
Journal of the American Chemical Society, 127(32), 11240-11241 (2005-08-11)
The first general organocatalytic Beckmann rearrangement of ketoximes into amides has been realized by the catalytic use of cyanuric chloride. Furthermore, acids such as HCl and ZnCl2 are effective as cocatalysts with cyanuric chloride. For example, azacyclotridecan-2-one, which is synthetically
J. Mol. Catal., 80, 269-269 (1993)
Sanjay K Singh et al.
Frontiers in immunology, 11, 1812-1812 (2020-09-10)
C-reactive protein (CRP), a component of the innate immune system, is an antipneumococcal plasma protein. Human CRP has been shown to protect mice against infection with lethal doses of Streptococcus pneumoniae by decreasing bacteremia. in vitro, CRP binds to phosphocholine-containing
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