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C95501

Sigma-Aldrich

Cyanuric chloride

99%

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Synonym(s):
2,4,6-Trichloro-1,3,5-triazine
Empirical Formula (Hill Notation):
C3Cl3N3
CAS Number:
Molecular Weight:
184.41
Beilstein:
124246
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

6.36 (vs air)

Quality Level

vapor pressure

0.8 mmHg ( 62.2 °C)

Assay

99%

form

powder

bp

190 °C (lit.)

mp

145-147 °C (lit.)

storage temp.

2-8°C

SMILES string

Clc1nc(Cl)nc(Cl)n1

InChI

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

InChI key

MGNCLNQXLYJVJD-UHFFFAOYSA-N

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This Item
8.08607185809487570
Cyanuric chloride 99%

Sigma-Aldrich

C95501

Cyanuric chloride

Cyanuric acid 98%

Sigma-Aldrich

185809

Cyanuric acid

form

powder

form

crystals

form

-

form

solid

bp

190 °C (lit.)

bp

-

bp

-

bp

190 °C (lit.)

mp

145-147 °C (lit.)

mp

225-230 °C (decomposition)

mp

>360 °C (lit.)

mp

145-147 °C (lit.)

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

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.

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

392.0 °F - closed cup

Flash Point(C)

> 200 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Sigma-Aldrich

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J. Mol. Catal., 80, 269-269 (1993)
Synthesis of acyl azides from carboxylic acids using cyanuric chloride
Bandgar BP and Pandit SS
Tetrahedron Letters, 43(18), 3413-3414 (2002)
Mild reduction of carboxylic acids to alcohols using cyanuric chloride and sodium borohydride
Falorni M, et al.
Tetrahedron Letters, 40(23), 4395-4396 (1999)
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
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)

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