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ChemicalBook--->CAS DataBase List--->52200-48-3

52200-48-3

52200-48-3 Structure

52200-48-3 Structure
IdentificationMore
[Name]

3-Bromo-2-chloropyridine
[CAS]

52200-48-3
[Synonyms]

2-CHLORO-3-BROMOPYRIDINE
3-BROMO-2-CHLOROPYRIDINE
OTAVA-BB BB7110952626
TIMTEC-BB SBB003618
3-Bromo-2-chlorolpyridine
3-BROMO-2-CHLOROPYRIDINE 98+%
[EINECS(EC#)]

629-254-6
[Molecular Formula]

C5H3BrClN
[MDL Number]

MFCD00234007
[Molecular Weight]

192.44
[MOL File]

52200-48-3.mol
Chemical PropertiesBack Directory
[Appearance]

yellow Long needles
[Melting point ]

54-57 °C (lit.)
[Boiling point ]

97 °C / 10mmHg
[density ]

1.7783 (rough estimate)
[refractive index ]

1.5400 (estimate)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

Crystalline Powder, Crystals or Flakes or Solid
[pka]

-0.63±0.10(Predicted)
[color ]

White to yellow
[BRN ]

109812
[InChI]

InChI=1S/C5H3BrClN/c6-4-2-1-3-8-5(4)7/h1-3H
[InChIKey]

HDYNIWBNWMFBDO-UHFFFAOYSA-N
[SMILES]

C1(Cl)=NC=CC=C1Br
[CAS DataBase Reference]

52200-48-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29333990
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-Bromo-2-chloropyridine(52200-48-3).msds
Hazard InformationBack Directory
[Chemical Properties]

yellow Long needles
[Uses]

3-Bromo-2-chloropyridine may be used to synthesize:
  • acetylenic dipyridone
  • 3-ethynyl-2-(phenylmethoxy)-pyridine
  • nemertelline
  • ortho-chlorodiheteroarylamine4 or 2-chloro-N-(2,3,7-trimethylbenzo[b]thien-6-yl)pyridin-3-amine
[General Description]

3-Bromo-2-chloropyridine can be synthesized from 3-amino-2-chloropyridine or 2-chloro-3-pyridinamine.
[Synthesis]

2-Chloro-3-pyridinamine

6298-19-7

3-Bromo-2-chloropyridine

52200-48-3

Example 3 Synthesis of 3-bromo-2-chloropyridine (7): water (45 mL) and 48% hydrobromic acid (27 mL) were sequentially added to a reaction vial containing 3-amino-2-chloropyridine (6) (2.57 g, 20 mmol) at room temperature. Subsequently, 2,2,6,6-tetramethylpiperidine 1-yloxy (TEMPO) (0.31 g, 2 mmol) was added to the mixed solution and the reaction system was cooled to below 10 °C. A solution of sodium nitrite (4.14 g) dissolved in water (30 mL) was added slowly and dropwise. The reaction mixture was stirred at room temperature for about 2 h. After stirring, the reaction mixture was neutralized by adding a 10 mol/L aqueous sodium hydroxide solution (40 mL). The reaction mixture was extracted with toluene (300 mL in two portions) and the organic phases were combined and washed with 50 mL of water. The organic layer was concentrated under reduced pressure to remove the solvent to afford the target product 3-bromo-2-chloropyridine (7) (3.08 g, 80.1% yield).

[References]

[1] Patent: US2013/144061, 2013, A1. Location in patent: Paragraph 0229; 0230
[2] Journal of Organic Chemistry, 1995, vol. 60, # 5, p. 1408 - 1412
Spectrum DetailBack Directory
[Spectrum Detail]

3-Bromo-2-chloropyridine(52200-48-3)MS
3-Bromo-2-chloropyridine(52200-48-3)1HNMR
3-Bromo-2-chloropyridine(52200-48-3)13CNMR
3-Bromo-2-chloropyridine(52200-48-3)IR1
3-Bromo-2-chloropyridine(52200-48-3)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Bromo-2-chloropyridine, 98%(52200-48-3)
[Alfa Aesar]

3-Bromo-2-chloropyridine, 97%(52200-48-3)
[Sigma Aldrich]

52200-48-3(sigmaaldrich)
[TCI AMERICA]

3-Bromo-2-chloropyridine,>98.0%(GC)(52200-48-3)
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