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

L14197 1-Chloroethyl chloroformate, 98%

CAS-Nummer
50893-53-3
Synonyme
Chloroformic acid 1-chloroethyl ester

Größe Preis ($) Menge Verfügbarkeit
5g 25,22
25g 70,86
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1-Chloroethyl chloroformate, 98%

MDL
MFCD00000647
EINECS
256-834-2

Chemische Eigenschaften

Formel
C3H4Cl2O2
Molmasse
142.97
Schmelzpunkt
-65°
Siedepunkt
119-121°
Flammpunkt
45°(113°F)
Dichte
1.312
Brechungsindex
1.4230
Sensitivität
Moisture Sensitive
Löslichkeit
Miscible with most organic solvents.

Anwendungen

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.

Bemerkungen

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

Literaturverweise

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.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H330-H302-H314-H318-H226

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

Sicherheitshinweise: P210-P260-P284-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-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. 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). Rinse mouth. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
1747601
Gefahrenklasse
6.1
Verpackungsgruppe
II
Harmonized Tariff Code
2915.90
TSCA
No

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