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A15833 tert-Butyl chloroacetate, 98%

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

Stock No. Size Price ($) Quantity Availability
A15833-14 25g 24.90
A15833-22 100g 67.00
A15833-36 500g 228.00
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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
Storage & Sensitivity
Ambient temperatures.
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: H226-H302-H312-H314-H331-H335

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

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face 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. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

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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