Cyclopenta-1,3-diene;5-ethenylcyclopenta-1,3-diene;iron(2+) → HCID 178477623, compound

HRID 1856387

Reaction equation

HRID 1856387 reaction equation
[CH:1]([C-:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1)=[CH2:2].[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.[Fe+2:13].[C:14]([OH:17])(=[S:16])[CH3:15]>C1C=CC=CC=1>[C-:3]1([CH2:1][CH2:2][O:17][C:14](=[S:16])[CH3:15])[CH:7]=[CH:6][CH:5]=[CH:4]1.[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.[Fe+2:13]

Participants

4

Reactant 2

HCID 15807218Cyclopenta-1,3-diene;5-ethenylcyclopenta-1,3-diene;iron(2+)HCID 178418634HCID 178418634, compound

Product 1

HCID 178477623HCID 178477623, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In a typical experiment 2.12g (0.01 mol) of purified vinyl ferrocene and 0.76 (0.01 mol) of thioacetic acid were dissolved in 30 ml of GC spectrophotometric quality benzene and placed in a pyrex photoreactor fitted with a fritted purging tube and reflux condenser. The solution was purged 45 minutes with helium prior and during irradiation of 1.75×1019 photon/min. from a Hanovia 100 watt type SOL high pressure quartz mercury vapor lamp. No change in the infrared bands of the mercaptans (3.9μ) and vinyl groups (6.18μ) nor any product formation could be observed by thin layer chromatography during a photolysis time of up to eight hours. It was observed that photo-decomposition of vinyl ferrocene occurred (formation of dark brown precipitate) along with protection of thioacetic acid from the ultraviolet light.

Workup

  1. customfitted with a fritted purging tube
  2. temperaturereflux condenser
  3. customThe solution was purged 45 minutes with helium
  4. customduring irradiation of 1.75×1019 photon/min
  5. customup to eight hours

Sources & evidence

ORD record
ord-40d3ee5830ea4665a0d3b083e37f5364
Source dataset
uspto-grants-1980_08
Patent number
US04219490

Linked notes

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