4,5-DIBROMO-1H-1,2,3-TRIAZOLE
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4,5-DIBROMO-1H-1,2,3-TRIAZOLE
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CAS No:
15294-81-2
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Formula:
C2HBr2N3
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Chemical Name:
4,5-DIBROMO-1H-1,2,3-TRIAZOLE
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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
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CAS No:
Characteristics
41.6
1.6
off-white solid
2.18 g/cm
194 °C (decomp)
47,3 C
163.9±22.3 °C
1.668
0.000108mmHg at 25°C
Safety Information
IRRITANT
36/37/38
26-36
Xi
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362
4,5-DIBROMO-1H-1,2,3-TRIAZOLE Use and Manufacturing
Preparation of 4, 5-dibromo-lH-π, 2, 31triazoleRr Br. BrNIntermediate 14f (0556) 4, 5-Dibromo-lH-triazole (0557) Br15.38 g (67.79 mmol) of Step 1 : A mixture of A-21.1 (2.00 g, 1 1 .0 mmol), A-21.2 (3.88 g, 17.1 mmol), Cul (0.13 g, 0.68 mmol), A-21.3 (0.15 mL, 1 .03 mmol) and K2C03 (2.36 g, 17.1 mmol) in dry DMF (10 mL) is heated to 120°C by microwave for 40 min. The mixture is poured into water and extracted with Et20. The aq. phase is acidified with HCI (4M aq. solution) and extracted with EA. The combined organic phases are dried and concentrated to give the crude product which is purified by flash column chromatography on silica gel (using a solvent gradient from 100percent EA to EA/MeOH = 9/1 ) to provide 3.6 g of A-21.4. APCI+/-: 365 [M+H]+; HPLC (Rt): 1.10 min (method (0304) N).A mixture of A-6.1 (2.00 g, 11.0 mmol), A-6.2 (3.88 g, 17.1 mmol), Cul (0.13 g, 0.68 mmol), A-6.3 (0.15 mL, 1.03 mmol) and K2003 (2.36 g, 17.1 mmol) in dry DMF (10 mL) isheated to 12000 by microwave for 40 mm. The mixture is poured into water and extracted with Et20. The aq. phase is acidified with HCI (4M aq. solution) and extracted with EA. The combined organic phases are dried and concentrated to give the crude product which is purified by flash column chromatography on silica gel (using a solvent gradient from 100percent EA to EAIMeOH = 9/1) to provide 3.6 g of A-6.4. APCI+/-: 365 [M+H] HPLC (Rt): 1.10 mm (methodG).General procedure: The reaction was performed according to the preparation of compound 2 by using deuterium oxide instead of water to give the desired product as a white solid (95 mg, 64percent yield). FontWeight='Bold' FontSize='10' 1H NMR (400 MHz, DMSO-d6) No notable peak was observed. 13C NMR (100 MHz, DMSO-d6) delta 130.5, 120.4 ppm. HRMS calculated for [C2HDBrN3+H]+ 148.9568, found: 148.9566.A mixture of
Computed Properties
Molecular Weight:226.86
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:226.85167
Monoisotopic Mass:224.85372
Topological Polar Surface Area:41.6
Heavy Atom Count:7
Complexity:60
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
