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CAS No.: | 624-28-2 |
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Name: | 2,5-Dibromopyridine |
Article Data: | 21 |
Cas Database | |
Molecular Structure: | |
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Formula: | C5H3Br2N |
Molecular Weight: | 236.894 |
Synonyms: | Pyridine, 2,5-dibromo-;2,5-Dibromo Pyridine; |
EINECS: | 210-839-6 |
Density: | 2.059 g/cm3 |
Melting Point: | 92-95 °C(lit.) |
Boiling Point: | 235.7 °C at 760 mmHg |
Flash Point: | 96.4 °C |
Solubility: | insoluble in water |
Appearance: | Off-white crystals |
Hazard Symbols: |
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Risk Codes: | 36/37/38-20/21/22 |
Safety: | 26-37/39-36/37/39-36 |
PSA: | 12.89000 |
LogP: | 2.60660 |
5-bromopyridin-2-ol
2,5-dibromopyridine
Conditions | Yield |
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With triphenylborane; phosphorus tribromide In 1,2-dichloro-ethane for 10h; Reagent/catalyst; Solvent; Inert atmosphere; Reflux; | 88.7% |
With phosphorus(V) oxybromide In acetonitrile at 80℃; for 21h; Reagent/catalyst; Temperature; | 470 mg |
Conditions | Yield |
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Stage #1: 5-bromo-2-pyridylamine With hydrogen bromide; bromine In water at 0 - 20℃; for 0.166667h; Stage #2: With sodium nitrite In water at 0 - 5℃; for 0.5h; | 87% |
With tert.-butylnitrite; trimethylbenzylammonium bromide; 1,2-dibromomethane at 20℃; | 83% |
With tert.-butylnitrite; trimethylbenzylammonium bromide In 1,2-dibromomethane at 20℃; | 83% |
Conditions | Yield |
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With bromine at 300℃; Leiten ueber mit Eisen(II)-bromid impraegnierten Bimsstein; |
Conditions | Yield |
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With bromine at 500℃; Leiten ueber Bimsstein; |
Conditions | Yield |
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at 140 - 150℃; |
2,5-dibromopyridine
Conditions | Yield |
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With hydrogen bromide |
Conditions | Yield |
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With phosphorus pentabromide; phosphorus(V) oxybromide at 120 - 130℃; | |
With phosphorus pentabromide at 140 - 150℃; |
Conditions | Yield |
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at 500℃; |
2-bromo-pyridine
bromine
A
2,5-dibromopyridine
B
2,3,5-tribromopyridine
Conditions | Yield |
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at 300℃; |
Conditions | Yield |
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Multi-step reaction with 2 steps 1: ethanol; bromine / <20 2: bromine; aqueous hydrobromic acid / anschliessend Behandeln mit wss. Natriumnitrit-Loesung unterhalb von 0grad View Scheme | |
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; ammonium acetate / acetonitrile / 0.08 h / 20 °C 2: tert.-butylnitrite; trimethylbenzylammonium bromide; 1,2-dibromomethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; ammonium acetate / acetonitrile / 0.08 h / 20 °C 2: tert.-butylnitrite; trimethylbenzylammonium bromide / 1,2-dibromomethane / 20 °C View Scheme |
The 2,5-Dibromopyridine is an organic compound with the formula C5H3Br2N. The IUPAC name of this chemical is 2,5-dibromopyridine. With the CAS registry number 624-28-2, it is also named as Pyridine, 2,5-dibromo-. The product's categories are Nitrogen Cyclic Compounds; Blocks; Bromides; Pyridines; Pyridine Derivative; Pyridines, Pyrimidines, Purines and Pteredines; Halides; Pyridine; Pyridines Derivates; Aromatics Compounds; Bromopyridines; Halopyridines;Pyridine Series; Aromatics; Bases & Related Reagents; Nucleotides; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Brominated Heterocyclic Series. Besides, it is a off-white crystals, which should be stored in a closed cool and dry palce. It is used as pharmaceutical intermediates.
Physical properties about 2,5-Dibromopyridine are: (1)ACD/LogP: 2.58; (2)ACD/LogD (pH 5.5): 2.58; (3)ACD/LogD (pH 7.4): 2.58; (4)ACD/BCF (pH 5.5): 54.12; (5)ACD/BCF (pH 7.4): 54.12; (6)ACD/KOC (pH 5.5): 605.84; (7)ACD/KOC (pH 7.4): 605.84; (8)#H bond acceptors: 1; (9)Polar Surface Area: 12.89 Å2; (10)Index of Refraction: 1.607; (11)Molar Refractivity: 39.72 cm3; (12)Molar Volume: 115 cm3; (13)Polarizability: 15.74×10-24cm3; (14)Surface Tension: 47.7 dyne/cm; (15)Density: 2.059 g/cm3; (16)Flash Point: 96.4 °C; (17)Enthalpy of Vaporization: 45.34 kJ/mol; (18)Boiling Point: 235.7 °C at 760 mmHg; (19)Vapour Pressure: 0.0754 mmHg at 25°C.
Uses of 2,5-Dibromopyridine: it can be used to produce 5,5'-dibromo-[2,2']bipyridinyl at temperature of 225 °C. It will need reagent copper-powder.
When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(ncc1Br)Br
(2)InChI: InChI=1/C5H3Br2N/c6-4-1-2-5(7)8-3-4/h1-3H
(3)InChIKey: ZHXUWDPHUQHFOV-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C5H3Br2N/c6-4-1-2-5(7)8-3-4/h1-3H
(5)Std. InChIKey: ZHXUWDPHUQHFOV-UHFFFAOYSA-N