15294-81-2

Basic information

• Product Name: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE
• Synonyms: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE;1H-1,2,3-triazole, 4,5-dibromo-;4,5-dibromo-2H-1,2,3-triazole;4,5-dibromo-2H-triazole;v-Triazole,4,5-dibroMo- (8CI);NSC222414
• CAS NO: 15294-81-2
• Molecular Formula: C₂HBr₂N₃
• Molecular Weight: 226.86
• Mol File: 15294-81-2.mol

Chemical Properties

• Melting Point: 194 °C (decomp)
• Boiling Point: 47,3 C
• Flash Point: 163.947 °C
• Appearance: /
• Density: 2.18 g/cm
• Vapor Pressure: 0.000108mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• PKA: 5.22±0.70(Predicted)
• CAS DataBase Reference: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE(15294-81-2)
• EPA Substance Registry System: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE(15294-81-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 15294-81-2(Hazardous Substances Data)

Usage

Uses

Used in Agrochemical Industry:
4,5-DIBROMO-1H-1,2,3-TRIAZOLE is used as an intermediate in the synthesis of isoxazole derivative herbicides. Its role in the production process is crucial for creating herbicides that are effective in controlling the growth of unwanted plants in agricultural settings. The compound contributes to the development of herbicides with improved performance and selectivity, ensuring better crop protection and yield.

InChI:InChI=1/C2HBr2N3/c3-1-2(4)6-7-5-1/h(H,5,6,7)

Upstream product

• 288-36-8 1,2,3-triazole 
• 16681-70-2 1H-1,2,3-triazole-4-carboxylic acid 

Downstream Products

• 28938-17-2 2-methyl-4,5-dibromo-2H-1,2,3-triazole 
• 25537-64-8 1-methyl-4,5-dibromo-1H-1,2,3-triazole 
• 5533-73-3 4,5-Diphenyl-1H-[1,2,3]triazole 
• 1353744-13-4 N,N-diformyltrifluoromethanesulfonamide 

Relevant articles and documents

Azoles. Part 13. Synthesis and bromine → lithium exchange reactions of some 1-substituted 4,5-dibromo-1H-1,2,3-triazoles and 2-substituted 4,5-dibromo-2H-1,2,3-triazoles

4,5-Dibromo-1H-1,2,3-triazole was synthesised by various routes and reacted with chloromethyl methyl ether (N-1/2), methyl chloroformate (N-1), benzyl chloride (N-1), 4-methoxybenzyl chloride (N-1), 4-nitrobenzyl chloride (N-1/2) or triphenylmethyl chloride (N-2) under various conditions, to give isolable products substituted at the N-atoms shown in parentheses. 4,5-Dibromo-1-methoxymethyl-1H- and -2-methoxymethyl-2H-1,2,3-triazole reacted with butyllithium (in diethyl ether or tetrahydrofuran at low temperatures) at position-5 and the resulting lithiated derivatives were quenched with aqueous ammonium chloride, carbon dioxide, methyl chloroformate, benzophenone or dimethyl or diphenyl disulfide to give high yields (71-93%) of the corresponding 5-substituted 1,2,3-triazole. 1-Benzyl-4,5-dibromo-1H-1,2,3-triazole was converted similarly into 1-benzyl-4-bromo-5-methylsulfanyl-1H-1,2,3-triazole (91.5%). In a 'one pot' sequence and through two successive treatments with butyllithium and the appropriate quenching reagent (Ph2S2 and H2O), 4,5-dibromo-2-methoxymethyl-2H-1,2,3-triazole was converted similarly into 2-methoxymethyl-4-phenylsulfanyl-2.ff-1,2,3-triazole (47% yield).

Synthesis of a Water-Soluble, Soft N-Donor BTzBP Ligand Containing only CHON

A hydrophilic ligand that contains only C, H, O, and N substituents and uses a 6,6′-bis(1 H -1,2,3-triazol-4-yl)-2,2′-bipyridine (BTzBP) structural core has been synthesized. The effect of adding water-soluble groups onto extractant ligands has been extensively studied to facilitate the efficient partitioning of 4f and transuranic 5f elements for the treatment of spent nuclear fuel. Soft, N-donor ligands exhibit greater binding affinities for the trivalent actinides over the trivalent lanthanides, making BTzBP ligands an ideal candidate in the search for extractants to be used on an industrial scale. To date, hydrophobic BTzBPs have been shown to exhibit physical and chemical properties that might be conducive to nuclear waste processing conditions. However, hydrophilic BTzBPs have yet to be reported. Herein, we show the synthesis of a hydrophilic BTzBP ligand featuring cationic water solubilizing groups attached to the bipyridal rings.

Amide compounds and uses thereof

Provided herein are novel amide compounds of formula (I), pharmaceutical compositions comprising same, methods for preparing same, and uses thereof, wherein the definition of each symbol is as described in the description.

AMIDE-SUBSTITUTED HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF CONDITIONS RELATED TO THE MODULATION OF IL-12, IL-23 AND/OR IFN-ALPHA

Compounds having the following formula I: or a stereoisomer or pharmaceutically-acceptable salt thereof, where R1, R2, R3, R4, and R5 are as defined herein, are useful in the modulation of IL-12, IL-2

DIHYDROPYRROLOPYRAZINONE DERIVATIVES USEFUL IN THE TREATMENT OF CANCER

The invention concerns compounds of Formula (I) or pharmaceutically-acceptable salts thereof, wherein R1 has any of the meanings hereinbefore in the description; processes for their preparation, pharmaceutical compositions containing them and t

COMPOSITIONS AND METHODS FOR MODULATING LPA RECEPTORS

The present invention relates to compounds of Formula (1), or pharmaceutically acceptable salts thereof and their pharmaceutical compositions, wherein variables are as defined herein, which are useful as modulators of the activity of lysophosphatidic acid (LPA).

HERBICIDAL ISOXAZOLINE COMPOUNDS

Novel compounds of formula (I): wherein R1, R2, R3, R4, m, R5, R6, n and Y are as defined in claim 1; or N-oxides, salts and optical isomers thereof. Furthermore, the present invention relates to processes for preparing compounds of formula (I), to herbicidal compositions comprising them and to methods of using them to control plants or to inhibit plant growth.

NOVEL HERBICIDES

Compounds of formula I: wherein R1, R2, R3, R4, m, R5, R6, n and Y are as defined in claim 1; or N-oxides, salts and optical isomers thereof. Furthermore, the present invention relates to processes for preparing compounds of formula (I), to herbicidal compositions comprising them and to methods of using them to control plants or to inhibit plant growth.

Towards the total synthesis of cyclo[n] carbons and the generation of cyclo[6]carbon

We describe efforts towards the synthesis of some allotropes of carbon, the cyclo[n]carbons where n = 18, 24 and 30. The key intermediate 11 is hexa-1,3,5-triyne with the central triple bond masked as a 1-amino-1,2,3-triazole derivative. Cyclo-oligomerisation of this by oxidative coupling gives macrocyclic precursors of C18, C24 and C30. C30 is a proposed intermediate in the formation of C60 and we also describe some attempts at the synthesis of C60 via the chemical generation of benzotriyne, cyclo[6]carbon.

1-,2-,and 3-N,N-dialkylcarbamyl-1-H-1,2,3-triazoles

A compound having the structural formula STR1 wherein X is hydrogen or bromine; Y is bromine, phenyl, C1 -C4 alkyl or C4 -C6 cycloalkyl; R1 and R2 independently are C1 -C6 alkyl or R1 and R2 together form a ring with the nitrogen to which they are attached having 3-8 carbon atoms, optionally substituted with one or two methyl groups.