Benzophenone → 1-Decene
Reaction equation
Br[CH2:2][CH:3](Br)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].C(C1C=CC=CC=1)(=O)C1C=CC=CC=1.CCCCCCCCCCCC>CO.CC(O)C>[CH2:2]=[CH:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
Solutions were prepared by dissolving all of the following in a total volume of 5 mL methanol and 2-propanol, respectively: (a) 60.0 mg 1,2-dibromodecane, 10.8 mg of benzophenone and 12.6 mg of dodecane; (b) 65.2 mg 1,2-dibromodecane, 11.2 mg benzophenone and 11.2 mg dodecane. Two 2mL-aliquot of each solution were placed in quartz cells (7×7 mm2) and deaerated by bubbling oxygen-free nitrogen for 15 minutes. Samples were then irradiated at 350 nm using a photoreactor equipped with two RPR-350 lamps. Samples were rotated with a "merry-go-round" (to ensure that all samples received the same irradiation dose) and irradiated for 1 hour (methanol) or 40 minutes (2-propanol). A valerophenone solution (prepared as described above) was used as a relative actinometer. Product (i.e. 1-decene) quantification and quantum yields were carried out as described above. Results are summarized in the table below. No 1-decene was formed in the absence of benzophenone.
Workup
- customSolutions were prepared
- customby bubbling oxygen-free nitrogen for 15 minutes
- customSamples were then irradiated at 350 nm
- customequipped with two RPR-350 lamps
- customirradiated for 1 hour (methanol) or 40 minutes (2-propanol)
Sources & evidence
- ORD record
- ord-30ceb8d9caa947b394d792d33fad92a6
- Source dataset
- uspto-grants-1999_05
- Patent number
- US05900346
Reaction notes
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