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50893-53-3 - 1-Chloroethyl chloroformate, 98% - Chloroformic acid 1-chloroethyl ester - L14197 - Alfa Aesar

L14197 1-Chloroethyl chloroformate, 98%

Numéro de CAS
50893-53-3
Synonymes
Chloroformic acid 1-chloroethyl ester

Conditionnement Prix ($) Quantité Disponibilité
5g 25,80
25g 70,20
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1-Chloroethyl chloroformate, 98%

MDL
MFCD00000647
EINECS
256-834-2

Propriétés chimiques

Formule
C3H4Cl2O2
Poids moleculaire
142.97
Point de fusion
-65°
Point d'ébullition
119-121°
Point d'éclair
45°(113°F)
Densité
1.312
Indice de réfraction
1.4230
Sensibilité
Moisture Sensitive
Solubilité
Miscible with most organic solvents.

Applications

1-Chloroethyl chloroformate acts as a reagent in the selective N-dealkylation of tertiary amines. It is also used as a reactant in the preparation of alkyl 1-chloroethyl carbonates. Further, it is used for N-demethylation reaction in the determination of multiple drugs of abuse in biological fluids using capillary electrophoresis with native fluorescence and laser-induced fluorescence detection. It plays an important role as a catalyst for the chemoselective desilylation of silyl-protected alcohols. In addition to this, it is used to cleave benzhydryl groups from amines.

Notes

Moisture sensitive. Store in a cool place. Incompatible with strong oxidizing agent, strong base, alcohols and amines.

Références bibliographiques

Reagent, introduced by Olofson, and found to be superior to other chloroformates for dealkylation of tert-amines, e.g. N-alkylpiperidines to piperidines: J. Org. Chem., 49, 2081, 2795, 2081 (1984). For selective debenzylation of tert-amines, see: Synlett, 195 (1993). For reviews, see: Pure Appl. Chem., 60, 1715 (1988); Synthesis, 1 (1989).

Amata, E.; Bland, N. D.; Campbell, R. K.; Pollastri, M. P. Evaluation of pyrrolidine and pyrazolone derivatives as inhibitors of trypanosomal phosphodiesterase B1 (TbrPDEB1). Tetrahedron Lett. 2015, 56 (21), 2832-2835.

Wang, Z.; Islam, M. J.; Vukotic, V. N. Structural analysis of bis-bispidine tetraazamacrocycle: Long-range weak interactions in a channeled organic crystal. J. Mol. Struct. 2015, 1081, 44-50.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H226-H302-H330-H314-H318

Flammable liquid and vapour. Harmful if swallowed. Fatal if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.

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

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
1747601
Classe de danger
6.1
Groupe d'emballage
II
Code tarifaire harmonisé
2915.90
TSCA
No

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