4-bromo-2-methylpyridine

• ChemBase ID: 18458
• Molecular Formular: C6H6BrN
• Molecular Mass: 172.02254
• Monoisotopic Mass: 170.9683612
• SMILES: c1cnc(cc1Br)C
• Canonical SMILES: Brc1ccnc(c1)C
• InChI: InChI=1S/C6H6BrN/c1-5-4-6(7)2-3-8-5/h2-4H,1H3
• InChIKey: JFBMFWHEXBLFCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-2-methylpyridine
• IUPAC Traditional name: 4-bromo-2-methylpyridine
• Synonyms: 4-Bromo-2-methylpyridine; 2-Methyl-4-bromopyridine; 4-Bromo-2-methylpyridine; 4-Bromo-2-picoline; 4-Bromo-2-picoline; 4-Bromo-2-methylpyridine; 4-溴-2-甲基吡啶

Database IDs

• CAS Number: 22282-99-1
• MDL Number: MFCD03788196
• PubChem SID: 160981765; 24884601
• PubChem CID: 2762835

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.5891659
• LogD (pH = 7.4): 1.6547866
• Log P: 1.6556962
• Molar Refractivity: 36.1154 cm^3
• Polarizability: 14.015969 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Pale Yellow Liquid
• Boiling Point: 76°C/14mm
• Flash Point: 172.4 °F; 78 °C; 78.9°C; 79°C(174°F)
• Density: 1.45; 1.450; 1.450 g/mL at 25 °C
• Refractive Index: 1.556; n20/D 1.556

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Keep Cold/Store under Argon; IRRITANT
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/38; 22-37/38-41
• Safety Statements: 26-36/37; 26-36/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H332-H315-H319-H227; H302-H315-H318-H335
• GHS Precautionary statements: P210-P301+P310-P305+P351+P338-P361-P405-P501A; P261-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: 96%; 97%
• Empirical Formula (Hill Notation): C6H6BrN

DETAILS

Sigma Aldrich - 662739

Application
Starting material used in a synthesis of crown-ester-bipyridines and viologens via sodium or nickel reductive coupling, side chain oxidation and esterification.1
Packaging
1 g in glass bottle
250 mg in glass bottle

Toronto Research Chemicals - B685560

Used in the preparation of phenyloxadiazolyl pyridines as immunomodulating agents.

REFERENCES

• Iwakubo, M., et al.: Bioorg. Med. Chem., 15, 350 (2007)
• Schaafsma, D., et al.: Eur. J. Pharmacol., 585, 398 (2007)