2-bromo-4-(trifluoromethyl)pyridine

• ChemBase ID: 13798
• Molecular Formular: C6H3BrF3N
• Molecular Mass: 225.9939296
• Monoisotopic Mass: 224.94009576
• SMILES: c1cnc(cc1C(F)(F)F)Br
• Canonical SMILES: Brc1nccc(c1)C(F)(F)F
• InChI: InChI=1S/C6H3BrF3N/c7-5-3-4(1-2-11-5)6(8,9)10/h1-3H
• InChIKey: WZVHLUMAQLUNTJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-4-(trifluoromethyl)pyridine
• IUPAC Traditional name: 2-bromo-4-(trifluoromethyl)pyridine
• Synonyms: 2-Bromo-4-(trifluoromethyl)pyridine; 2-Bromo-4-trifluoromethylpyridine; 2-Bromo-4-(trifluoromethyl)pyridine; 2-溴-4-(三氟甲基)吡啶

Database IDs

• CAS Number: 175205-81-9
• MDL Number: MFCD00153085
• PubChem SID: 160977105; 24884505
• PubChem CID: 2781543

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.6076758
• LogD (pH = 7.4): 2.6076963
• Log P: 2.6076965
• Molar Refractivity: 38.3398 cm^3
• Polarizability: 13.982794 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -21 to -20°C
• Boiling Point: 84-85 °C/14 mmHg; 84-85°C/14mm; 84-85°C/14mm
• Flash Point: 73°C; 73°C(164°F)
• Density: 1.827; 1.827 g/mL at 25 °C; 1.83
• Refractive Index: 1.4780; n20/D 1.478

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Store under Argon/Keep Cold; IRRITANT
• European Hazard Symbols: Irritant (Xi)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 2810 6.1/PG 3

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C6H3BrF3N

DETAILS

Sigma Aldrich - 661139

Application
Regioselective deprotonation at C-3 with LDA followed by trapping with carbon dioxide provides the correspondin nicotinic acid.1
Packaging
1 g in glass bottle
500 mg in glass bottle

Toronto Research Chemicals - B688375

2-Bromo-4-(trifluoromethyl)pyridine in used in the preparation of pyrazolopyridines as kinase LRRK2 inhibitors for treating and preventing cancer and neurodegenerative diseases.

REFERENCES

• Tyvorskii., et al.: Tetrahedron, 57, 2051 (2001)