4-fluorobenzaldehyde

• ChemBase ID: 7933
• Molecular Formular: C7H5FO
• Molecular Mass: 124.1124032
• Monoisotopic Mass: 124.032443
• SMILES: c1c(ccc(c1)C=O)F
• Canonical SMILES: O=Cc1ccc(cc1)F
• InChI: InChI=1S/C7H5FO/c8-7-3-1-6(5-9)2-4-7/h1-5H
• InChIKey: UOQXIWFBQSVDPP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-fluorobenzaldehyde
• IUPAC Traditional name: benzaldehyde, 4-fluoro-
• Synonyms: NSC 68095; p-Fluorobenzaldehyde; p-Fluorobenzenecarboxaldehyde; 4-Fluorobenzaldehyde 99%; 4-Fluorobenzaldehyde; 4-Fluorobenzaldehyde; p-FLUOROBENZALDEHYDE; 4-氟苯甲醛; 对氟苯甲醛

Database IDs

• CAS Number: 459-57-4
• EC Number: 207-293-6
• MDL Number: MFCD00003378
• Beilstein Number: 385857
• PubChem SID: 24870300; 160971240; 24847852
• PubChem CID: 68023

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.8284501
• LogD (pH = 7.4): 1.8284501
• Log P: 1.8284501
• Molar Refractivity: 32.8584 cm^3
• Polarizability: 11.902633 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Clear Colorless Oil
• Melting Point: -10 °C(lit.); -10°C; -10°C
• Boiling Point: 176-179°C; 180-181°C; 181 °C/758 mmHg(lit.); 70-72°C/10mm
• Flash Point: 132.8 °F; 56 °C; 56°C; 66°C(151°F)
• Density: 1.157; 1.157 g/mL at 25 °C(lit.); 1.175; 1.18 g/ml
• Refractive Index: 1.52; 1.5200; 1.5210; n20/D 1.521; n20/D 1.521(lit.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air Sensitive; Flammable/Air Sensitive/Store under Argon; IRRITANT
• European Hazard Symbols: Irritant (Xi)
• UN Number: 1989
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37; 26-36
• TSCA Listed: true; 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1989 3/PG 3

Product Information

• Purity: ≥98.0% (GC); 95%; 98%
• Grade: purum
• Impurities: ~2% 4-fluorobenzoic acid
• Linear Formula: FC6H4CHO

DETAILS

MP Biomedicals - 02158079

1 ml = approx. 1.18 g

MP Biomedicals - 05213116

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC3470

Synthesis, 63 (1991): simple preparation of several 4-aryloxy phenols (via substitution then Baeyer-Villiger).

Sigma Aldrich - 128376

Packaging
10, 50, 250 g in glass bottle

Toronto Research Chemicals - F588515

4-Fluorobenzaldehyde is a fluorinated benzaldehyde with inhibitory activity of mushroom tyrosinase. 4-Fluorobenzaldehyde is commonly used as a synthetic intermediate in the preparation of pharmaceutical compounds.

REFERENCES

• Huang, X.H. et al.: J, Enz. Inhib. Med. Chem., 21, 413 (2006)
• For a facile route to 4-aryloxy phenols (Cu catalyzed substitution then Baeyer-Villiger reaction) see: Synthesis, 63 (1991). Ketones behave similarly.