Benzophenone → 1-Decene

HRID 1075372Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1075372
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>C(#N)C.CC(O)C.C(#N)C.C(SCCC)CC.C(#N)C.C(N(CC)CC)C>[CH2:2]=[CH:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Komponenten

7

Versuchsvorschrift

Solutions were prepared by dissolving all of the following in a total volume of 5 mL: (a) 32.7 mg of 1,2-dibromodecane, 18.3 mg of benzophenone and 10.0 mg of dodecane in acetonitrile(ACN)/methanol (15:85 v/v); (b) 24.2 mg 1,2-dibromodecane, 22.4 benzophenone and 10.0 mg dodecane in acetonitrile/2-propanol (15:85 v/v); (c) 22.7 mg 1,2-dibromodecane, 20.7 mg benzophenone and 10.0 mg dodecane in acetonitrile/propylsulfide (15:85 v/v); (d) 25.0 mg 1,2-dibromodecane, 21.5 mg benzophenone and 10.5 mg dodecane in acetonitrile/triethylamine (15:85 v/v). Two 2 mL aliquots 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 1.5 hours (methanol), 40 minutes (2-propanol), 30 minutes (propylsulfide) or 1 minute (triethylamine). A valerophenone solution (prepared as described above) was used as 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 is formed (a) in the absence of benzophenone or (b) in the absence of the chain extender.

Aufarbeitung

  1. customSolutions were prepared
  2. dissolutionby dissolving all of the following in a total volume of 5 mL
  3. customby bubbling oxygen-free nitrogen for 15 minutes
  4. customSamples were then irradiated at 350 nm
  5. customequipped with two RPR-350 lamps
  6. customirradiated for 1.5 hours (methanol), 40 minutes (2-propanol), 30 minutes (propylsulfide) or 1 minute (triethylamine)

Quellen und Nachweise

ORD-Eintrag
ord-49c56e5feeee4038b680ce6a7d2fa96d
Quelldatensatz
uspto-grants-1999_05
Patentnummer
US05900346

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