3-fluoropyridine

• ChemBase ID: 9971
• Molecular Formular: C5H4FN
• Molecular Mass: 97.0903632
• Monoisotopic Mass: 97.03277735
• SMILES: c1cncc(c1)F
• Canonical SMILES: Fc1cccnc1
• InChI: InChI=1S/C5H4FN/c6-5-2-1-3-7-4-5/h1-4H
• InChIKey: CELKOWQJPVJKIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-fluoropyridine
• IUPAC Traditional name: 3-fluoropyridine
• Synonyms: 3-Fluoropyridine; 3-Fluoropyridine; 3-Fluoropyridine 98%; 3-氟吡啶

Database IDs

• CAS Number: 372-47-4
• EC Number: 206-755-4
• MDL Number: MFCD00006374
• Beilstein Number: 1363666; 105702
• PubChem SID: 24851781; 160973278
• PubChem CID: 67794

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.8976593
• LogD (pH = 7.4): 0.89826757
• Log P: 0.8982753
• Molar Refractivity: 24.1175 cm^3
• Polarizability: 9.114786 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 106-108°C; 106-108°C; 107-108 °C(lit.); 107-108°C
• Flash Point: 13 °C; 13°C; 13°C(55°F); 55.4 °F
• Density: 1.13; 1.13 g/mL at 25 °C(lit.); 1.130
• Refractive Index: 1.4660; 1.472; 1.4720; n20/D 1.472(lit.)
• Hydrophobicity(logP): 0.872

Safety Information

• Storage Warning: Highly Flammable/Irritant/Store under Argon; IRRITANT, FLAMMABLE
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-36/37/38
• Safety Statements: 16-26-36/37/39; 7-26-33-37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2

Product Information

• Purity: 95%; 95+%; 98%; 99%
• Linear Formula: FC5H4N

DETAILS

Apollo Scientific Ltd - PC4201

Tetrahedron, 39, 2009 (1983): with LDA lithiation is at the 2-position initially, however with longer reaction times the major product is the 4-litho derivative. Ask for other refs.

Sigma Aldrich - 196665

Packaging
5 g in glass bottle

REFERENCES

• Metallation with LDA appears to occur initially mainly at the 2-position, but after longer reaction times, the 4-lithio derivative is the major product: Tetrahedron, 39, 2009 (1983). For a more recent example of 4-lithiation, see: Heterocycles, 35, 151 (1994).