By Hans Neunhoeffer

1,2,3-TRIAZINES (H. Neunhoeffer).

Introduction.

Uncondensed fragrant Systems.

Uncondensed lowered Systems.

1,2,3-Triazine jewelry Condensed with Carbocycles.

1,2,3-Triazine earrings Condensed with Heterocycles via Carbon Atoms.

1,2,3-Triazine jewelry Condensed with Heterocycles via a Carbon Atom and a Nitrogen Atom.

1,2,3-Triazine jewelry Condensed with Heterocycles.

1,2,3-Triazine jewelry Condensed with Heterocycles via Nitrogen Atoms.

makes use of and Biochemical facets of 1,2,3-Triazine Derivatives.

1,2,4-TRIAZINES (H. Neunhoeffer).

Introduction.

Uncondensed fragrant Systems.

Uncondensed decreased 1,2,4-Triazines.

Condensed 1,2,4-Triazine Systems.

1,2,4-Triazine earrings Condensed with Heterocycles via Carbon Atoms.

1,2,4-Triazine jewelry Condensed with Heterocycles via a Carbon and a Nitrogen Atom.

1,2,4-Triazine jewelry Condensed with Heterocycles via Nitrogen Atoms.

1,2,4-Triazine jewelry Condensed with Heterocycles.

1,2,4-Triazine earrings as a part of a Bicyclic System.

makes use of and Biochemical features of 1,2,4-Triazines.

Polymers Containing the 1,2,4-Triazine Nucleus.

References.

1,2,4,5-TETRAZINES (P. F. Wiley).

Introduction.

Uncondensed fragrant Systems.

Uncondensed lowered Systems.

Verdazyls.

Condensed Systems.

Polymers.

Uses.

References.

different 6-membered NITROGEN HETEROCYCLES. (P. F.

Wiley).

1,2,3,4-Tetrazines.

1,2,3,5-Tetrazines.

Pentazines.Content:
Chapter I creation (pages 1–3):
Chapter II Uncondensed fragrant structures (pages 5–11):
Chapter III Uncondensed decreased structures (pages 12–13):
Chapter IV 1,2,3?Triazine earrings Condensed with Carbocycles (pages 14–114):
Chapter V 1,2,3?Triazine earrings Condensed with Heterocycles via Carbon Atoms (pages 115–142):
Chapter VI 1,2,3?Triazine earrings Condensed with Heterocycles via a Carbon Atom and a Nitrogen Atom (pages 143–159):
Chapter VII 1,2,3?Triazine jewelry Condensed with Heterocycles (pages 160–162):
Chapter VIII 1,2,3?Triazine jewelry Condensed with Heterocycles via Nitrogen Atoms (pages 163–164):
Chapter IX makes use of and Biochemical features of 1,2,3?Triazine Derivatives (pages 165–188):
Chapter I creation (pages 189–193):
Chapter II Uncondensed fragrant structures (pages 194–574):
Chapter III Uncondensed diminished 1,2,4?Triazines (pages 575–658):
Chapter IV Condensed 1,2,4?Triazine structures (pages 659–748):
Chapter V 1,2,4?Triazine earrings Condensed with Heterocycles via Carbon Atoms (pages 749–846):
Chapter VI 1,2,4?Triazine earrings Condensed with Heterocycles via a Carbon and a Nitrogen Atom (pages 847–986):
Chapter VII 1,2,4?Triazine earrings Condensed with Heterocycles via Nitrogen Atoms (pages 987–990):
Chapter VIII 1,2,4?Triazine earrings Condensed with Heterocycles (pages 991–998):
Chapter IX 1,2,4?Triazine earrings as a part of a Bicyclic structures (pages 999–1000):
Chapter X makes use of and Biochemical elements of 1,2,4?Triazines Derivatives (pages 1001–1004):
Chapter XI Polymers Containing the 1,2,4?Triazine Nucleus (pages 1005–1072):
Chapter I creation (pages 1073–1076):
Chapter II Uncondensed fragrant platforms (pages 1077–1111):
Chapter III Uncondensed decreased platforms (pages 1112–1224):
Chapter IV Verdazyls (pages 1225–1246):
Chapter V Condensed platforms (pages 1247–1261):
Chapter VI Polymers (pages 1262–1266):
Chapter VII makes use of (pages 1267–1283):
Chapter I 1,2,3,4?Tetrazines (pages 1285–1295):
Chapter II 1,2,3,5?Tetrazines (pages 1296–1297):
Chapter III Pentazines (pages 1298–1300):

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Additional info for Chemistry of Heterocyclic Compounds: Chemistry of 1,2,3-Triazines and 1,2,4-Triazines, Tetrazines, and Pentazin, Volume 33

Sample text

The experimental bond distances and angles are given in Table 11-3; the experimental bond distances are in reasonable agreement with calculated values (1 2). The electronic spectra of most known 1,2,3-triazines have been published. 4 for the first maximum. 300) with the given absorptivities (5). For 4,5-diamino-6-cyclopentylamino- 111. Physical Properties and Theoretical Considerations 9 An TABLE 11-3. 4(4) nThe standard deviations are given in parentheses. bAn = 4 C H , 0-C, H, . 1,2,3-triazine (lg) the following ultraviolet spectra were recorded (303).

These publications include calculations of the resonance energy (12, 13), n-binding energies (12), dipole moment (14-16), ionization Uncondensed Aromatic Systems 10 potential (15, 17, 19), singlet and triplet transitions in the electronic spectra (13, 15-23), bond length (12), molecular energy levels (24,375), electron affinities (15), electron distribution (15, 25), bond orders (26), electron densities (16, 27), second moments (14), localized atom charges and nonlocalized atom and bond charges (17), atom-atom, atom-bond, and bond-bond polarizabilities (28), proton chemical shifts (25), and 4 N chemical shifts (29).

The first compound of this class was reported in 1953 by Nunn and Schofield (49), who obtained the 4-(4-methoxyphenyl)-l,2,3-benzotriazine (17a) through diazotization of 2-amino-a-(4-methoxyphenyl)benzylidenamine ( 18) This route for the synthesis of 1,2,3-benzotriazines (17) has generally not been explored, presumably because of the instability of the imines. Parnell (50) in 1961 published unsuccessful attempts t o synthesize the unsubstituted 1,2,3-benzotriazine (17b) (R4 = H) through oxidation of 4-hydrazino- 1,2,3-benzotriazine(19).

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