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A10371 Ethyl 4-bromocrotonate, tech. 80%

CAS Number
37746-78-4
Synonyms
4-Bromocrotonic acid ethyl ester

Stock No. Size Price ($) Quantity Availability
A10371-09 10g 26.10
A10371-18 50g 112.00
A10371-30 250g 475.00
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Ethyl 4-bromocrotonate, tech. 80%

MDL
MFCD00000247

Chemical Properties

Formula
BrCH2CH=CHCO2CH2CH3
Formula Weight
193.05
Boiling Point
94-95°/12mm
Flash Point
97°(206°F)
Density
1.402
Refractive Index
1.4930
Storage & Sensitivity
Keep Cold.
Solubility
Insoluble in water.

Applications

Ethyl 4-bromocrotonate is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.

Notes

Store at 4°C. Incompatible with acids, bases, oxidizing agents, reducing agents. Protect from heat. Store away from strong bases.

Literature References

E. Ghera; Y. Ben-David. Reactions of sulfur-containing carbanions with ethyl 4-bromocrotonate. A facile synthesis of cyclopropanecarboxylates. Tetrahedron Letters. 1979, 20 4603-4606.

Reformatsky-type reactions can occur with or without allylic rearrangement: Liebigs Ann. Chem., 709, 29 (1967); Chem. Lett., 161 (1982); Synthesis, 305 (1990).

Reacts with sulfur-stabilized carbanions, e.g. from Benzyl­ phenyl­ sulfone, L04201, by conjugate addition with concomitant displacement of Br-, to give cyclopropane esters: Tetrahedron Lett., 4603 (1979):

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H335

Causes severe skin burns and eye damage. May cause respiratory irritation.

Precautionary Statements: P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. 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. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1721388
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2916.19
TSCA
No

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