| Identification | More | [Name]
2,4,5-Tribromoimidazole | [CAS]
2034-22-2 | [Synonyms]
2,4,5-TRIBROMO-1H-IMIDAZOLE
2,4,5-TRIBROMOIMIDAZOLE
TIMTEC-BB SBB001252
1H-Imidazole, 2,4,5-tribromo-
2,4,5-tribromo-imidazol
2,4,5-tribromoimidazo | [EINECS(EC#)]
217-997-5 | [Molecular Formula]
C3HBr3N2 | [MDL Number]
MFCD00005184 | [Molecular Weight]
304.77 | [MOL File]
2034-22-2.mol |
| Chemical Properties | Back Directory | [Appearance]
BEIGE-YELLOW POWDER | [Melting point ]
217-220 °C (dec.) (lit.) | [Boiling point ]
401.3±48.0 °C(Predicted) | [density ]
3.8211 (rough estimate) | [refractive index ]
1.6500 (estimate) | [storage temp. ]
Refrigerator (+4°C) | [form ]
Powder | [pka]
6.32±0.10(Predicted) | [color ]
Beige-yellow | [BRN ]
115314 | [InChI]
1S/C3HBr3N2/c4-1-2(5)8-3(6)7-1/h(H,7,8) | [InChIKey]
JCGGPCDDFXIVQB-UHFFFAOYSA-N | [SMILES]
Brc1nc(Br)c(Br)[nH]1 | [CAS DataBase Reference]
2034-22-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Imidazole, 2,4,5-tribromo-(2034-22-2) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H300-H311+H331-H315-H319-H335 | [Precautionary statements ]
P261-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338 | [Hazard Codes ]
T,Xi | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R25:Toxic if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2811 6.1/PG 2
| [WGK Germany ]
3
| [RTECS ]
NI8660000
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29332990 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Questions And Answer | Back Directory | [Application]
2,4,5-Tribromoimidazole is an organic intermediate that can be obtained by brominating imidazole. 2,4,5-Tribromoimidazole can be debrominated to give 4,5-dibromoimidazole. |
| Hazard Information | Back Directory | [Chemical Properties]
BEIGE-YELLOW POWDER | [Uses]
2,4,5-Tribromoimidazole(2,4,5-TBI) on condensation with sugar precursors yields 2,4,5-TBI nucleosides. | [General Description]
2,4,5-Tribromoimidazole(2,4,5-TBI) on condensation with sugar precursors yields 2,4,5-TBI nucleosides. | [Biochem/physiol Actions]
2,4,5-Tribromoimidazole induces poisoning typical of uncouplers of oxidative phosphorylation in rats. | [Synthesis]
The general procedure for the synthesis of 2,4,5-tribromoimidazole from imidazole was as follows: to a three-necked flask equipped with a thermostatic separatory funnel was added imidazole (29.24 g, 0.43 mol), sodium acetate (317.34 g, 3.87 mol) and acetic acid (150 mL). The mixture was dissolved in additional acetic acid (100 mL). Bromine (65 mL, 1.28 mol) was added slowly dropwise through a thermostatic separatory funnel at room temperature, controlling the reaction temperature to not exceed 40°C. After the dropwise addition was completed, the reaction mixture continued to be stirred for 3 hours at room temperature. Upon completion of the reaction, the reaction solution was poured into 1.5 L of water to induce precipitation of the solid product. The solid product was collected by filtration and washed several times with water to remove impurities. Finally, the solid product was dried to afford the target compound 2,4,5-tribromoimidazole (120 g, 92% yield). | [References]
[1] Patent: CN106256830, 2016, A. Location in patent: Paragraph 0044; 0049; 0050; 0051
[2] Tetrahedron Letters, 2015, vol. 56, # 41, p. 5646 - 5650
[3] Tetrahedron Letters, 1998, vol. 39, # 44, p. 8163 - 8166
[4] Tetrahedron, 1999, vol. 55, # 4, p. 935 - 942
[5] Journal of Organic Chemistry, 1992, vol. 57, # 9, p. 2740 - 2741 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,4,5-Tribromoimidazole(2034-22-2)MS
2,4,5-Tribromoimidazole(2034-22-2)1HNMR
2,4,5-Tribromoimidazole(2034-22-2)13CNMR
2,4,5-Tribromoimidazole(2034-22-2)IR1
2,4,5-Tribromoimidazole(2034-22-2)IR2
2,4,5-Tribromoimidazole(2034-22-2)Raman
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