204926-50-1

Basic information

• Product Name: 3(2H)-Furanone, 4-bromodihydro-
• Synonyms: 3(2H)-Furanone, 4-bromodihydro-;4-Bromodihydro-3(2H)-furanone;4-Bromodihydrofuran-3(2H)-one;4-Bromodihydrofuran-3-one
• CAS NO: 204926-50-1
• Molecular Formula: C₄H₅BrO₂
• Molecular Weight: 164.99
• Mol File: 204926-50-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 59.5-61 °C
• Boiling Point: 214℃
• Flash Point: 83℃
• Appearance: /
• Density: 1.82
• CAS DataBase Reference: 3(2H)-Furanone, 4-bromodihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 3(2H)-Furanone, 4-bromodihydro-(204926-50-1)
• EPA Substance Registry System: 3(2H)-Furanone, 4-bromodihydro-(204926-50-1)

Safety Data

• Hazardous Substances Data: 204926-50-1(Hazardous Substances Data)

Upstream product

• 204926-49-8 d,l-trans-3-bromo-4-hydroxytetrahydrofuran 

Downstream Products

• 108-95-2 phenol 
• 675185-06-5 4-benzylthiotetrahydrofuran-3-one 

Relevant articles and documents

Regiospecific Vinyl Phosphate/β-Keto Phosphonate Rearrangements Initiated by Halogen-Metal Exchange

A new strategy has been developed for preparation of β-keto phosphonates via a halogen-metal exchange induced 1,3-phosphorus migration of 2-bromovinyl phosphates. These intermediates can be prepared through conversion of an α-bromo ketone to the appropriate enolate by reaction with strong base, or through conjugate addition to an α-bromo α,β-unsaturated ketone. In either case, trapping the resulting enolate by reaction with a dialkyl phosphorochloridate gives the 2-bromovinyl phosphate. Metalation can be accomplished upon treatment with n-BuLi, and rearrangement is facile once metalation has been achieved. Studies with isotopically labeled substrates have shown that this rearrangement is regiospecific, in contrast to vinyl phosphate/β-keto phosphonate rearrangements induced by strong base where regioisomeric products are sometimes obtained.