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3019-71-4 - Trichloroacetyl isocyanate, 97% - L00226 - Alfa Aesar

L00226 Trichloroacetyl isocyanate, 97%

Numéro CAS
3019-71-4
Synonymes

Dimensions Prix ($) Quantité Disponibilité
2g 31,60
10g 85,40
50g 379,00
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Trichloroacetyl isocyanate, 97%

MDL
MFCD00002033
EINECS
221-165-7

Propriétés chimiques

Formule
C3Cl3NO2
Poids formulaire
188.40
Point d'ébullition
58-60°/20mm
Point d'éclair
65°(149°F)
Densité
1.585
Indice de réfraction
1.4800
Sensibilité
Moisture Sensitive
Solubilité
Miscible with dichloromethane, ether, terahydrofuran and protic solvents.

Applications

Trichloroacetyl isocyanate is used as an in-situ derivatizing reagent for characterization of alcohols, glycols, phenols, and amines by nuclear magnetic resonance. It is also used in anion chemical ionization mass spectrometry and in catalytic one-pot dehydrative glycosylation of 1-hydroxy carbohydrate. Further, it serves as a reagent for the conversion of alcohols into carbamates.

Notes

Moisture sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with acids and strong oxidizing agents.

Références bibliographiques

Reacts with nucleophiles to give ureas, carbamates, etc., from which the trichloroacetyl group can readily be removed. For reaction of acyl isocyanates with Grignard reagents to give primary carboxamides, see: Tetrahedron Lett., 981 (1975).

[2+2]-Cycloaddition with cyclic enol ethers gives fused azetidinones: Tetrahedron, 45, 227 (1989).

Causes characteristic chemical shifts in the ɑ-protons of alcohols by in situ conversion to the carbamates: Anal. Chem., 431 (1965).

Reviews: Chemistry of ɑ-haloisocyanates: Synthesis, 85 (1980). General isocyanate chemistry: Appendix 3.

Shajari, N.; Kazemizadeh, A. R.; Ramazani, A.; Joo, S. W.; Ślepokura, K.; Lis, T.; Souldozi, A. Facile synthesis and crystal structure of 1,5-dimethyl-6-thioxo-1,3,5-triazinane-2,4-dione. J. Struct. Chem. 2015, 56 (4), 806-810.

Szcześniak, P.; Stecko, S. An approach to asymmetric synthesis of beta-aryl alanines by Pd(0)-catalyzed cross-coupling and cyanate-to-isocyanate rearrangement. RSC Adv. 2015, 5 (39), 30882-30888.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H330-H334-H314-H318-H227

Fatal if inhaled. May cause allergy or asthma symptoms or breathing difficulties if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage. Combustible liquid.

Mentions de prudence: P210-P260-P284-P285-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. In case of inadequate ventilation wear respiratory protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
971201
Classe de danger
6.1
Groupe d'emballage
II
Code tarifaire harmonisé
2929.10
TSCA
Yes

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