3-bromo-5-methylpyridine

• ChemBase ID: 22224
• Molecular Formular: C6H6BrN
• Molecular Mass: 172.02254
• Monoisotopic Mass: 170.9683612
• SMILES: c1c(cc(cn1)C)Br
• Canonical SMILES: Cc1cncc(c1)Br
• InChI: InChI=1S/C6H6BrN/c1-5-2-6(7)4-8-3-5/h2-4H,1H3
• InChIKey: ADCLTLQMVAEBLB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-5-methylpyridine
• IUPAC Traditional name: 3-bromo-5-methylpyridine
• Synonyms: 5-Bromo-3-picoline; 3-Bromo-5-methylpyridine; 5-Bromo-3-methylpyridine; 5-Bromo-3-picoline; 3-Bromo-5-methylpyridine; 3-Bromo-5-methylpyridine; 3-溴-5-甲基吡啶

Database IDs

• CAS Number: 3430-16-8
• EC Number: 000-000-0
• MDL Number: MFCD01646141
• PubChem SID: 160985531
• PubChem CID: 817713

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.0272825
• LogD (pH = 7.4): 2.0376136
• Log P: 2.0377474
• Molar Refractivity: 36.5651 cm^3
• Polarizability: 14.019956 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 194 °F; 90 °C; 90.6°C
• Density: 1.4869 g/mL at 25 °C; 1.49
• Refractive Index: n20/D 1.5618
• Hydrophobicity(logP): 2.091

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 22-41
• Safety Statements: 26-36/37; 26-39
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H332-H315-H319-H335; H302-H318
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P361-P405-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H6BrN

DETAILS

Sigma Aldrich - 681245

Packaging
250 mg in glass bottle

Toronto Research Chemicals - B685580

5-Bromo-3-picoline is an intermediate of pyridinyl pyrrole compounds as proton pump inhibitors with improved gastric acid secretion suppressive activity.

REFERENCES

• Tomasi, J., et al.: Chem. Rev., 105, 2999 (2005)
• Godula, K., et al.: Science, 312, 67 (2005)
• Davies, H., et al.: Nature, 451, 417 (2005)