2,5-dibromopyridine

• ChemBase ID: 11749
• Molecular Formular: C5H3Br2N
• Molecular Mass: 236.89202
• Monoisotopic Mass: 234.8632231
• SMILES: c1(cnc(cc1)Br)Br
• Canonical SMILES: Brc1ccc(cn1)Br
• InChI: InChI=1S/C5H3Br2N/c6-4-1-2-5(7)8-3-4/h1-3H
• InChIKey: ZHXUWDPHUQHFOV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dibromopyridine
• IUPAC Traditional name: 2,5-dibromopyridine
• Synonyms: 2,5-Dibromo-pyridine; 3,6-Dibromopyridine; NSC 76597; 2,5-Dibromopyridine; 2,5-Dibromopyridine; 2,5-二溴吡啶

Database IDs

• CAS Number: 2108-39-6; 624-28-2
• EC Number: 210-839-6
• MDL Number: MFCD00006221
• Beilstein Number: 109099
• PubChem SID: 24893859; 24861137; 160975056
• PubChem CID: 69353

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.4986
• LogD (pH = 7.4): 2.4986007
• Log P: 2.4986007
• Molar Refractivity: 39.9889 cm^3
• Polarizability: 15.4763775 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform,
• Apperance: Off-White Crystals
• Melting Point: 75-78°C; 92-95 °C; 92-95 °C(lit.); 92-95°C; 92-96°C; 93-94°C
• Boiling Point: 235°C; 249°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Light Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (GC); 97%; 98%
• Grade: technical
• Empirical Formula (Hill Notation): C5H3Br2N

DETAILS

Sigma Aldrich - D43107

Packaging
10 g in glass bottle

REFERENCES

• In a detailed study of conditions for monolithiation with n-BuLi, it was found that coordinating solvents, e.g. ether, and high concentrations favor 5-substitution, while non-coordinating sovents, e.g. toluene, and lower concentrations favor 2-substitution. At -78^o C in toluene, good yields of various 2-substituted 5-bromopyridines were obtained: Tetrahedron Lett., 41, 335 (2000).