1-hydroxy-6-(trifluoromethyl)benzotriazole
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1-hydroxy-6-(trifluoromethyl)benzotriazole

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1-Hydroxy-6-(trifluoromethyl)benzotriazole is a fluorine benzotriazole pesticide.

Category
Peptide Synthesis Reagents
Catalog number
BAT-006286
CAS number
26198-21-0
Molecular Formula
C7H4F3N3O
Molecular Weight
203.12
1-hydroxy-6-(trifluoromethyl)benzotriazole
IUPAC Name
1-hydroxy-6-(trifluoromethyl)-1H-benzotriazole
Synonyms
6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-1-ol; 6-Trifluoromethylbenzotriazol-1-ol; 6-trifluoromethyl-1-hydroxybenzotriazole; 6-(trifluoromethyl)-1H-1,2,3-benzotriazol-1-ol; MLS000517139; ACMC-20a825; SCHEMBL1812769
Appearance
White crystalline
Purity
98 % (HPLC)
Density
1.690±0.10 g/cm3 (Predicted)
Melting Point
143-145 ℃
Boiling Point
328.6±52.0 ℃ (Predicted)
Storage
-20 ℃ under inert atmosphere
Solubility
Slightly soluble in DMSO, Methanol
InChI
InChI=1S/C7H4F3N3O/c8-7(9,10)4-1-2-5-6(3-4)13(14)12-11-5/h1-3,14H
InChI Key
DGIBHCWBCOAPDN-UHFFFAOYSA-N
Canonical SMILES
C1=CC2=C(C=C1C(F)(F)F)N(N=N2)O
1. A general method for the synthesis of 5'-monophosphates of DNA fragments via phosphotriester intermediates
G A van der Marel, C A van Boeckel, G Wille, J H van Boom Nucleic Acids Res. 1982 Apr 10;10(7):2337-51. doi: 10.1093/nar/10.7.2337.
A new and attractive phosphorylation procedure which allows the introduction, via phosphotriester intermediates, of 5'-phosphate functions of DNA fragments is described. The method is based on the activation of bifunctional phosphorylating agents with 1-hydroxybenzotriazole. The approach will be exemplified by the synthesis of pACGC using four different 5'-phosphotriester intermediates.
2. Chemical synthesis of r(GCAUGC) for high-resolution 1H-NMR studies
E Happ, C Scalfi-Happ, G M Clore, A M Gronenborn Nucleic Acids Symp Ser. 1987;(18):265-8.
The chemical synthesis of a short RNA duplex, to be used for 500 MHz 1H-NMR experiments, is presented. The target oligonucleotide was constructed in a blockwise fashion according to the benzotriazolyl phosphotriester approach in solution. The CPTr group, 4,4',4"-tris(4,5-dichlorophthalimido)trityl, was used for temporary protection of the 5'-OH; this blocking group was removed by buffered hydrazine without harming any other protecting group.
3. Synthesis of short RNA fragments by the benzotriazolyl phosphotriester approach
C T Wreesmann, A Fidder, G A van der Marel, J H van Boom Nucleic Acids Res. 1983 Dec 10;11(23):8389-405. doi: 10.1093/nar/11.23.8389.
Analytical and experimental evidence will be presented to show that addition of a slight excess of 2-chlorophenyl-0,0-bis[1-benzotriazolyl]phosphate to a properly 2',5'-protected ribonucleoside gives an intermediate 3'-phosphotriester, which, after addition of a 2'-protected ribonucleoside, affords a dimer containing solely a 3'-5'-internucleotide linkage. The above phosphorylation procedure has been used in the synthesis of the pentamer UpApCpGpC.
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