This paper reports the synthesis of the title compound, C 7 H 8 Cl 2 N 4 O, and its crystal structure. The molecule possesses a mirror plane and the morpholine ring adopts a chair conformation.
Investigations on herbicides II: 2-Alkyloxy- and 2-aryloxy -4,6-dichloro-1,3,5-triazines 2-Alkylthio- and 2-arylthio-4,6-dichloro-1,3,5-triazines
✍ Scribed by H. Koopman; J. H. Uhlenbroek; H. H. Haeck; J. Daams; M. J. Koopmans
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 575 KB
- Volume
- 78
- Category
- Article
- ISSN
- 0165-0513
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✦ Synopsis
Abstract
An improved synthesis of 4,6‐dichloro‐2‐phenoxy‐1,3,5,‐triazine from cyanuric chloride and phenol in the presence of collidine (2,4,6‐trimethyl‐pyridine) induced us to investigate the scope and limitation of the substitution of one chlorine atom in cyanuric chloride and the influence of the base used as an acid acceptor. Phenols, thiophenols, alcohols, thiols and oximes generally reacted with cyanuric chloride in the presence of collidine giving good yields of the corresponding substitution derivatives. The herbicidal and fungicidal properties of the compounds are dealt with and are briefly discussed. The influence of the alkyl or aryl side chain on the biological activity was determined. For this reason some derivatives mentioned in the literature were included for comparison in our biological tests.
📜 SIMILAR VOLUMES
In the crystal structure of the title compound, C 8 H 10 Cl 2 N 4 ,stacking interactions are observed between the triazine rings. These interactions link the molecules into a dimer, packing along the a axis. The piperidine ring adopts a chair conformation.
## Abstract The hydrolysis of the 2‐substituted 4,6‐dichloro‐1,3,5‐triazines was investigated in a mixture of water and acetone. The reaction constant of the hydrolysis of the first chlorine atom was determined, and is discussed in relation to the structure of the triazine derivatives.
In the title compound, C 10 H 8 Cl 2 N 4 O, the dihedral angle between the benzene and triazine rings is 29.57 (8) . The crystal structure is stabilized by weak N-HÁ Á ÁN interactions.
## Abstract In view of their herbicidal properties a number of similarly or differently 2,4‐substituted 6‐chloro‐1,3,5‐triazines was synthesized. Their herbicidal properties are briefly discussed.