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107-59-5 - tert-Butyl chloroacetate, 98% - Chloroacetic acid tert-butyl ester - A15833 - Alfa Aesar

A15833 tert-Butyl chloroacetate, 98%

CAS-Nummer
107-59-5
Synonyme
Chloroacetic acid tert-butyl ester

Größe Preis ($) Menge Verfügbarkeit
25g 22,68
100g 64,15
500g 226,80
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tert-Butyl chloroacetate, 98%

MDL
MFCD00000930
EINECS
203-506-1

Chemische Eigenschaften

Formel
C6H11ClO2
Molmasse
150.61
Siedepunkt
155°
Flammpunkt
46°(115°F)
Dichte
1.053
Brechungsindex
1.4230
Löslichkeit
Decomposes in water.

Anwendungen

tert-Butyl chloroacetate is used in the synthesis of imidazol-1-yl-acetic acid hydrochloride, cis-disubstituted aziridine ester via aza-Darzens reaction and 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore.

Bemerkungen

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Moisture sensitive. Incompatible with strong bases and strong oxidizing agents.

Literaturverweise

Santosh Kumar Singh.; Narendra Manne.; Purna Chandra Ray.; Manojit Pal. Synthesis of imidazol-1-yl-acetic acid hydrochloride: a key intermediate for zoledronic acid. Beilstein Journal of Organic Chemistry. 2008, 4 42.

E Vedejs.; D W Piotrowski.; F C Tucci. Oxazolium-derived azomethine ylides. External oxazole activation and internal dipole trapping in the synthesis of an aziridinomitosene. Journal of Organic Chemistry. 2000, 65 (18), 5498-5505.

Darzens condensation (see Ethyl­ chloroacetate, A15554) with carbonyl compounds gives t-butyl glycidic esters, which readily undergo decarboxylative elimination to the homologous aldehydes. See, for example: Rec. Trav. Chim., 89, 18 (1970).

The reaction with imines has also been used in the preparation of aziridines by a nitrogen analogue of the Darzens reaction: J. Chem. Soc., Chem. Commun., 602 (1977).

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H331-H302-H312-H315-H319-H335-H226-H400-H410

Toxic if inhaled. Harmful if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. Flammable liquid and vapour. Very toxic to aquatic life. Very toxic to aquatic life with long lasting effects.

Sicherheitshinweise: P273-P280h-P305+P351+P338-P309-P310-P501a

Avoid release to the environment. Wear protective gloves/clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Merck
14,1563
Beilstein
1753006
Gefahrenklasse
6.1
Verpackungsgruppe
II
Harmonized Tariff Code
2915.40
TSCA
Yes
RTECS
AF8985500

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