Home Halogens 3,5-Dibromo-2H-pyran-2-one

3,5-Dibromo-2H-pyran-2-one

CAS No.:
19978-41-7
Catalog Number:
AG00BQ60
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00BQ60
Chemical Name:
3,5-Dibromo-2H-pyran-2-one
CAS Number:
19978-41-7
MDL Number:
MFCD10699142
IUPAC Name:
3,5-dibromopyran-2-one
InChI:
InChI=1S/C5H2Br2O2/c6-3-1-4(7)5(8)9-2-3/h1-2H
InChI Key:
MLXYPWZJEXLAIM-UHFFFAOYSA-N
Properties
Complexity:
205  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
253.84g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
253.877g/mol
Monoisotopic Mass:
251.842g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
26.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.1  
Literature
Title Journal
β-Silyl styrene as a dienophile in the cycloaddition with 3,5-dibromo-2-pyrone for the total synthesis of (±)-pancratistatin. Organic letters 20111104
Total synthesis of (+/-)-galanthamine via a C3-selective Stille coupling and IMDA cycloaddition cascade of 3,5-dibromo-2-pyrone. Organic letters 20100507
Intramolecular imino Diels-Alder approach to the synthesis of the aspidosperma alkaloid from 3,5-dibromo-2-pyrone. Organic letters 20100507
Total syntheses of (+/-)-crinine, (+/-)-crinamine, and (+/-)-6a-epi-crinamine via the regioselective synthesis and Diels-Alder reaction of 3-aryl-5-bromo-2-pyrone. The Journal of organic chemistry 20080815
Total synthesis of (+/-)-crinine via the regioselective Stille coupling and Diels-Alder reaction of 3,5-dibromo-2-pyrone. Organic letters 20080221
Total synthesis of (+/-)-trans-dihydronarciclasine through a highly endo-selective Diels-Alder cycloaddition of 3,5-dibromo-2-pyrone. Angewandte Chemie (International ed. in English) 20070101
Regioselective Pd-catalyzed synthesis and application of 3-methyl-5-bromo-2-pyrone toward keto-phomactin A. Organic letters 20060720
Tandem or sequential coupling-IMDA cycloaddition approach to highly fused polycarbocycles. The Journal of organic chemistry 20031226
Regioselectivity in the Stille coupling reactions of 3,5-dibromo-2-pyrone. Journal of the American Chemical Society 20031126
Regioselective synthesis of 3-alkynyl-5-bromo-2-pyrones via Pd-catalyzed couplings on 3,5-dibromo-2-pyrone. Organic letters 20020404
Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone: a new ambident diene. The Journal of organic chemistry 20020111
Properties