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667-27-6 - Ethyl bromodifluoroacetate, 97% - Bromodifluoroacetic acid ethyl ester - B20461 - Alfa Aesar

B20461 Ethyl bromodifluoroacetate, 97%

CAS Number
667-27-6
Synonyms
Bromodifluoroacetic acid ethyl ester

Size Price ($) Quantity Availability
1g 18.55
5g 62.01
25g 190.40
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Ethyl bromodifluoroacetate, 97%

MDL
MFCD00042069
EINECS
211-567-0

Chemical Properties

Formula
BrCF2CO2CH2CH3
Formula Weight
202.99
Boiling Point
112-114°
Flash Point
21°(69°F)
Density
1.583
Refractive Index
1.3880
Solubility
Soluble in most organic solvents.

Applications

Ethyl bromodifluoroacetate, is used for the treatment of the Reformat sky reagent with aldehydes and ketones affords 2,2-difluoro-3-hydroxy esters. It is also used in the analysis of reagent purity through IR, NMR.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Stable under recommended storage conditions. Keep away from strong oxidizing agents.

Literature References

S Marcotte.; X Pannecoucke.; C Feasson. Enantioselective Synthesis of α,α-Difluoro-β-amino Acid and 3,3-Difluoroazetidin-2-one via the Reformatsky-Type Reaction of Ethyl Bromodifluoroacetate with Chiral 1,3-Oxazolidines. J. Org. Chem. 199964 ( 23), 8461-8464.

A Sorochinsky.; N Voloshi.; A Markovsky. Convenient Asymmetric Synthesis of β-Substituted α,α-Difluoro-β-amino Acids via Reformatsky Reaction between Davis' N-Sulfinylimines and Ethyl Bromodifluoroacetate. J. Org. Chem. 200368 ( 19), 7448-7454.

Valuable building block for the introduction of the CF2 group by Reformatsky reaction with aldehydes. A further development of this chemistry involves the generation of an ɑɑ-difluoro-ß-lactone, followed by thermal decarboxylation as a high-yield route to 1,1-difluoroalkenes: J. Org. Chem., 60, 5378 (1995):

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H314-H318

Highly flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P210-P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. 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 IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1906095
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2915.90
TSCA
No

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