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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 Number
107-59-5
Synonyms
Chloroacetic acid tert-butyl ester

Size Price ($) Quantity Availability
25g 22.68
100g 64.15
500g 226.80
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tert-Butyl chloroacetate, 98%

MDL
MFCD00000930
EINECS
203-506-1

Chemical Properties

Formula
C6H11ClO2
Formula Weight
150.61
Boiling Point
155°
Flash Point
46°(115°F)
Density
1.053
Refractive Index
1.4230
Solubility
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.

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: 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.

Precautionary Statements: 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.

Other References

Merck
14,1563
Beilstein
1753006
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2915.40
TSCA
Yes
RTECS
AF8985500

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