Name | 8-bromo-2,3-dihydro-4H-chromen-4-one |
Synonyms | LogP 8-Bromo-4-chromanone 8-bromo-chroman-4-one 8-broMo-2,3-dihydrochroMen-4-one 8-Bromo-2,3-dihydro-4H-chromen-4-one 8-bromo-2,3-dihydro-4H-chromen-4-one 8-BROMO-2,3-DIHYDRO-1-BENZOPYRAN-4-ONE 8-broMo-3,4-dihydro-2H-1-benzopyran-4-one 8-Bromo-2,3-dihydro-4H-1-benzopyran-4-one 4H-1-benzopyran-4-one, 8-bromo-2,3-dihydro- |
CAS | 204377-88-8 |
EINECS | 1312995-182-4 |
InChI | InChI=1/C9H7BrO2/c10-7-3-1-2-6-8(11)4-5-12-9(6)7/h1-3H,4-5H2 |
Molecular Formula | C9H7BrO2 |
Molar Mass | 227.05 |
Density | 1.621 |
Boling Point | 339℃ |
Flash Point | 159℃ |
Vapor Presure | 9.21E-05mmHg at 25°C |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.599 |
use | 8-bromo 4-dihydrochromone is an important intermediate with low synthesis yield and great difficulty. the selling price is more than 20 times that of similar products 6-bromo -3-dihydrochromone. |
preparation | there are few reports on the synthesis of 8-bromo-4-dihydrochromogen. there are currently three more classic methods: one is the reflux reaction of 3-bromophenol and halogenopropionic acid under alkaline conditions to prepare sodium aryloxypropionate, then acidified with hydrochloric acid to obtain aryloxypropionic acid, and then dehydrated with polyphosphoric acid under the condition of concentrated sulfuric acid or microwave radiation at room temperature to produce chromophore ketone, or the aryloxypropionic acid is converted into acyl chloride by oxalyl chloride. After anhydrous AICI, 8-bromo-4-dihydrochromophore is prepared by Friedel-Crafts; the second is from the synthesized 8-bromo-4-tetrahydrochromophin ketone, 8-bromo-4-dihydrochromoketone was obtained by reducing diisobutyl aluminum hydride (DIBAL-H) at -80 ℃; the third is to prepare aryloxypropiononitrile with bromophenol and acrylonitrile under alkaline conditions, and then hydrolyze directly under the condition of trifluoromethanesulfonic acid (TfOH) to produce 8-bromo-4-dihydrochromoketone. |