Synthesis of 2,4,6-tris(trifluoromethyl)-1,3,5-triazine

Preparation of 2,4,6-tris(trifluoromethyl)-1,3,5-triazine

Preparation of 2,4,6-tris(trifluoromethyl)-1,3,5-triazine

Preparation of 2,4,6-tris(trifluoromethyl)-1,3,5-triazine

500 g of 2,4,6-tris(trichloromethyl)-1,3,5-triazine are added during 4 hours, in increasingly large portions, to a hot stirred mixture of 800g of antimony trifluoride and 105 g of antimony trichloride into which gaseous chlorine (100 g) had previously been passed at 150° C. The apparatus is fitted with a column and reflux condenser. The mixture is kept just boiling after the addition is complete for 30-120 min. Then a start is made with removing two fractions at a reflux ratio of 10:1, namely, one of b.p. 98-105° C (43 g) and a second of b.p. 105-125° C (153 g). The second fraction is fluorinated again with a chlorine-saturated mixture of antimony trifluoride (500 g) and antimony trichloride (105 g); higher-boiling fractions from subsequent distillations are also refluorinated. The total yield of 2,4,6-tris(trifluoromethyl)-1,3,5-triazine is about 49 % (160 g) b.p. 98-100° C.

J. Amer. Chem. Soc, 72, 3527 (1950).

IUPAC Name

2,4,6-tris(trifluoromethyl)-1,3,5-triazine

InChI

InChI=1S/C6F9N3/c7-4(8,9)1-16-2(5(10,11)12)18-3(17-1)6(13,14)15

InChI Key

LSGBKABSSSIRJF-UHFFFAOYSA-N

Canonical SMILES

C1(=NC(=NC(=N1)C(F)(F)F)C(F)(F)F)C(F)(F)F

MeSH Synonyms

2,4,6-tris(trifluoromethyl)-sym-triazine

Depositor-Supplied Synonyms

2,4,6-Tris(trifluoromethyl)-1,3,5-triazine, 368-66-1, Tris(trifluoromethyl)-1,3,5-triazine, 1,3,5-Triazine, 2,4,6-tris(trifluoromethyl)-, s-Triazine, 2,4,6-tris(trifluoromethyl)-, 2,4,6-TRIS(TRIFLUOROMETHYL)-S-TRIAZINE, LSGBKABSSSIRJF-UHFFFAOYSA-N, EINECS 206-709-3, SBB057616, BRN 0302339, 2,4,6-Tris(trifluoromethyl)-sym-triazine, AI3-52902, 443980_ALDRICH, AC1L1TNM, ACMC-1CP6J, SCHEMBL175478, C6F9N3, 80286_FLUKA, CTK4H7288, MolPort-001-777-264, ZINC2040726, 1761AE, AKOS015853073, MCULE-2702282501, AK130439, AM808281, AN-44578, HE011369, HE234807, KB-225396, LS-155610, TR-015036, FT-0609929, ST51006696, C-5446, 1,3,5-Triazine,2,4,6-tris(trifluoromethyl)-, 2,4,6-tris(trifluoromethyl)-[1,3,5]triazine, 5-26-01-00320 (Beilstein Handbook Reference), A823415, I14-29501, 3B3-047561

Removed Synonyms

CID9715, 10074-G5, TTT, 413611-93-5

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