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22037-28-1 - 3-Bromofuran, 97%, stab. with 0.5% calcium carbonate - B23543 - Alfa Aesar

B23543 3-Bromofuran, 97%, stab. with 0.5% calcium carbonate

CAS Number
22037-28-1
Synonyms

Size Price ($) Quantity Availability
1g 47.28
5g 149.35
25g 509.40
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3-Bromofuran, 97%, stab. with 0.5% calcium carbonate

MDL
MFCD00005347
EINECS
244-744-6

Chemical Properties

Formula
C4H3BrO
Formula Weight
146.98
Boiling Point
102-104°
Flash Point
3°(37°F)
Density
1.635
Refractive Index
1.4960
Solubility
Soluble in chloroform, ethyl acetate. Insoluble in water.

Applications

3-Bromofuran was a synthesis reagent used in the preparation of 2-substituted 3-furfurals. It was also used in the synthesis of 5,6-dehydronorcantharidins. It is one of the volatile metabolites discussed in studies for detecting and discriminating diseases of onion.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from heat, oxidizing agents.

Literature References

Ann Rowley Kelly; Michael H Kerrigan; Patrick J Walsh. Addition/oxidative rearrangement of 3-furfurals and 3-furyl imines: new approaches to substituted furans and pyrroles. Journal of the American Chemical Society. 2008, 130 (12), 4097-4104.

Adam Mc Cluskey; Stephen P Ackland; Michael C Bowyer; Monique L Baldwin; James Garner; Cecilia C Walkom; Jennette A Sakoff. Cantharidin analogues: synthesis and evaluation of growth inhibition in a panel of selected tumour cell lines. Bioorganic Chemistry. 2003, 31 (1), 68-79.

Precursor of 3-lithiofuran by treatment with n-BuLi at low temperatures. Isomerization to 2-lithiofuran tends to occur above -40o: Tetrahedron, 46, 1199 (1990). With LDA at -78o, selective 2-lithiation can be achieved to give 3-bromo-2-lithiofuran, which has been used in synthesis of phenethylthiazolylthiourea (PETT) analogues as potential HIV-1 reverse transcriptase inhibitors: J. Med. Chem., 39, 4261 (1996).

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H315-H319-H335

Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P261-P280-P240-P303+P361+P353-P305+P351+P338-P304+P340-P362-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. 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 INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
105337
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2932.19
TSCA
No

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