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A15554 Ethyl chloroacetate, 99%

CAS Number
105-39-5
Synonyms
Chloroacetic acid ethyl ester

Stock No. Size Price ($) Quantity Availability
A15554-22 100g 18.80
A15554-36 500g 32.40
A15554-0E 2500g 84.20
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Ethyl chloroacetate, 99%

MDL
MFCD00000932
EINECS
203-294-0

Chemical Properties

Formula
C4H7ClO2
Formula Weight
122.55
Melting point
-26°
Boiling Point
142-144°
Flash Point
54°(149°F)
Density
1.159
Refractive Index
1.4210
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in water 20 g/L (20°C).

Applications

Ethyl chloroacetate is a reagent used in the preparation of 5 member heterocycles. It is used as pharmaceutical and organic intermediate. It is used as a solvent for organic synthesis.

Notes

Incompatible with acids, bases, oxidizing agents, reducing agents.

Literature References

J Q Liu, T Kurihara; M Miyagi; S Tsunasawa; M Nishihara; N Esaki; K Soda. Paracatalytic inactivation of L-2-haloacid dehalogenase from Pseudomonas sp. YL by hydroxylamine. Evidence for the formation of an ester intermediate. Journal of Biological Chemistry. 1997, 272 (6), 3363-3368.

Andrew J Moad; Lee J Klein; Dennis G Peters; Jonathan A Karty; James P Reilly. Catalytic reduction of ethyl chloroacetate by cobalt(I) salophen electrogenerated at vitreous carbon cathodes. Journal of Electroanalytical Chemistry. 2002, 531, (2), 163-169.

For examples of use in the Darzens reaction with carbonyl compounds to give glycidic esters, see: Org. Synth. Coll., 3, 727 (1955); 4, 459 (1963); reviews: Org. React., 5, 413 (1949); Chem. Rev., 55, 283 (1955). In the presence of base, glycidic esters rearrange to ɑ-substituted aldehydes: Org. Synth. Coll., 3, 733 (1955):

For a theoretical study of a proposed cyclic transition state in the Darzens reaction, see: J. Org. Chem., 61, 6723 (1996).

Undergoes phase-transfer catalyzed carbene-like addition to activated alkenes to give cyclopropane derivatives: Synth. Commun., 22, 1651 (1992):

Compare (±)-2-Chloropropionic acid, A12860, for a similar reaction.

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H300-H311+H331-H315-H317-H318

Flammable liquid and vapour. Fatal if swallowed. Toxic in contact with skin. Toxic if inhaled. Causes skin irritation. May cause an allergic skin reaction. Causes serious eye damage.

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P261-P264b-P270-P271-P272-P280-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P310-P311-P312-P330-P333+P313-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. Avoid breathing 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. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. 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. Call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. If skin irritation or rash occurs: Get medical advice/attention. 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
14,3783
Beilstein
506455
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2915.40
TSCA
Yes
RTECS
AF9110000

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