27041-17-4Relevant articles and documents
PARTIALLY FLUORINATED HETEROCYCLIC COMPOUNDS PART 28. THE HYDROLYSIS OF 1,3,4,5,6,7,8-HEPTAFLUORO-2-NAPHTHYLIDENERHODANINE TO FORM RING-FUSED THIOPHENES. A SIGNIFICANT PROPORTION OF A LINEAR NAPHTHOTHIOPHENE DERIVATIVE ACCOMPANYING AN ANGULAR NAPHTHOTHIOPHENE DERIVATIVE
Brooke, Gerald M.,Meara, Jeremy M.
, p. 229 - 242 (1990)
1,3,4,5,6,7,8-Heptafluoronaphthalene-2-carbaldehyde (7), prepared via a Grignard reaction from 2-bromo-1,3,4,5,6,7,8-heptafluoronaphthalene (9) with N-methylformanilide, reacted with rhodanine to give 1,3,4,5,6,7,8-heptafluoro-2-naphthylidenerhodanine (5).Hydrolysis of (5) with base gave a mixture of 4,5,6,7,8,9-hexafluoronaphthopthiophene-2-carboxylic acid (11) and 4,5,6,7,8,9-hexafluoronaphthothiophene-2-carboxylic acid (12) resulting from the intermediate thiolate (6) displacing fluorine at sites 3 and 1 in the naphthalene ring in the ratio 22:78 respectively, which represents a significantly high portion of the linearly cyclised product accompanying the angularly cyclised product.Decarboxylation of the mixture of (11) and (12) gave 4,5,6,7,8,9-hexafluoronaphthothiophene (13) and 4,5,6,7,8,9-hexafluoronaphthothiophene (14) respectively, while treatment of the mixture (11) and (12) with diazomethane gave an inseparable mixture of the methyl 2-carboxylates (15) and (16) respectively.
Synthesis method of 2-bromoheptafluoronaphthalene compound
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Paragraph 0014, (2018/06/26)
The invention relates to a synthesis method of 2-bromoheptafluoronaphthalene compound. The synthesis method includes the steps of: 1) a fluorination reaction; 2) a hydrazine substitution reaction; and3) a bromination reaction. With octachloronaphthalene as a raw material, the 2-bromoheptafluoronaphthalene is prepared through reactions of fluorination, hydrazine substitution and bromination. The method is low in cost, has simple reaction steps and low toxicity, is convenient to carry out and high in yield, and is suitable for industrial production.
Polycyclic Fluoro-aromatic Compounds. Part 10. Nucleophilic Replacement of Fluorine in Heptafluoro-2-naphthyl-lithium
Burdon, James,Gill, Harpal S.,Parsons, Ian W.
, p. 2494 - 2496 (2007/10/02)
Heptafluoro-2-naphthyl-lithium prepered from 2H-heptafluoronaphthalene, reacts with an excess of butyl-lithium to give a 4 : 1 mixture of 6-butyl- and 7-butyl-hexafluoro-2-naphthyl-lithium.Carbonation, bromination, and hydrolysis of all the lithio-compounds gave the expected products.