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

A15833 tert-Butyl chloroacetate, 98%

Numéro de CAS
107-59-5
Synonymes
Chloroacetic acid tert-butyl ester

Conditionnement Prix ($) Quantité Disponibilité
25g 23,90
100g 65,20
500g 244,00
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tert-Butyl chloroacetate, 98%

MDL
MFCD00000930
EINECS
203-506-1

Propriétés chimiques

Formule
C6H11ClO2
Poids moleculaire
150.61
Point d'ébullition
155°
Point d'éclair
46°(115°F)
Densité
1.053
Indice de réfraction
1.4230
Solubilité
Decomposes in water.

Applications

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.

Notes

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.

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H226-H302-H312-H331-H315-H319-H335

Flammable liquid and vapour. Harmful if swallowed. Harmful in contact with skin. Toxic if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Mentions de prudence: P260-P201-P280h-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/clothing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,1563
Beilstein
1753006
Classe de danger
6.1
Groupe d'emballage
II
Code tarifaire harmonisé
2915.40
TSCA
Yes
RTECS
AF8985500

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