POLYHALOGENOAROMATIC COMPOUNDS .30. ELIMINATIONS OF MOLECULAR NITROGEN FROM TRICHLORO-1,2,4-TRIAZINE AND PERFLUOROTRI-ISOPROPYL-1,2,4-TRIAZINE

被引:12
作者
CHAMBERS, RD
MUSGRAVE, WKR
WOOD, DE
机构
[1] Department of Chemistry, University Science Laboratories, Durham DH1 3LE, South Road
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 08期
关键词
D O I
10.1039/p19790001978
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorination of trichloro-1,2,4-triazine (2), using potassium fluoride at elevated temperatures is not a useful route to the corresponding trifluoro-derivative but reaction of (2) with hexafluoropropene and potassium fluoride gave perfluorotri-isopropyl-1,2,4-triazine (8). Pyrolysis of (2) in the vapour phase gave trichloroacrylonitrile and this is interpreted as evidence for an intermediate azete. Pyrolysis of (8) gave a mixture of (CF 3)2CFC≡CCF(CF3)2 (16) and (CF3)2 CFCN (17) while photolysis gave rearrangement to perfluorotri-isopropyl-1,3,5-triazine (18) as well as (16) and (17) by elimination of nitrogen.
引用
收藏
页码:1978 / 1981
页数:4
相关论文
共 21 条
[1]  
ADGER BM, 1975, J CHEM SOC PERK T 1, P45, DOI 10.1039/p19750000045
[2]   REACTIONS INVOLVING FLUORIDE ION .9. SYNTHESES INVOLVING OCTAFLUOROISOBUTENE [J].
BELL, SL ;
CHAMBERS, RD ;
GRIBBLE, MY ;
MASLAKIE.JR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (16) :1716-1720
[3]  
BERGMANN F, 1941, J AM CHEM SOC, V63, P1437
[4]  
CHAMBERS R, UNPUBLISHED
[5]   POSSIBLE GENERATION OF A FLUORINATED AZACYCLOBUTADIENE [J].
CHAMBERS, RD ;
MASLAKIEWICZ, JR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (24) :1005-1006
[6]   POLYHALOGENOHETEROCYCLIC COMPOUNDS .29. PERCHLORO-ACRIDINE, PERCHLORO-PHENANTHRIDINE, AND PERCHLORO-BENZO[H]QUINOLINE [J].
CHAMBERS, RD ;
DANIELS, R ;
MUSGRAVE, WKR ;
RUSSELL, PL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (10) :1069-1073
[7]   POLYFLUOROHETEROCYCLIC COMPOUNDS .8. NUCLEOPHILIC SUBSTITUTION IN HEPTAFLUORO-QUINOLINE AND -ISOQUINOLINE [J].
CHAMBERS, RD ;
HOLE, M ;
MUSGRAVE, WK ;
STOREY, RA ;
IDDON, B .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (24) :2331-&
[8]   POLYFLUORO-HETEROCYCLIC COMPOUNDS .12. PREPARATION AND NUCLEOPHILIC SUBSTITUTION OF TETRAFLUOROPYRIDAZINE [J].
CHAMBERS, RD ;
MACBRIDE, JA ;
MUSGRAVE, WK .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (16) :2116-&
[9]   REACTIONS INVOLVING FLUORIDE-ION .14. ANIONIC SIGMA-COMPLEXES FROM POLYFLUORINATED S-TRIAZINES [J].
CHAMBERS, RD ;
PHILPOT, PD ;
RUSSELL, PL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (14) :1605-1608
[10]   POLYFLUOROHETEROCYCLIC COMPOUNDS .25. THERMAL REACTIONS OF PERFLUOROALKYLPYRIDAZINES [J].
CHAMBERS, RD ;
CLARK, M ;
MASLAKIE.JR ;
MUSGRAVE, WK ;
URBEN, PG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (13) :1513-1517