4-phenoxybenzene-1,2-dicarbonitrile

• ChemBase ID: 147628
• Molecular Formular: C14H8N2O
• Molecular Mass: 220.22612
• Monoisotopic Mass: 220.06366289
• SMILES: c1ccc(cc1)Oc1ccc(c(c1)C#N)C#N
• Canonical SMILES: N#Cc1cc(ccc1C#N)Oc1ccccc1
• InChI: InChI=1S/C14H8N2O/c15-9-11-6-7-14(8-12(11)10-16)17-13-4-2-1-3-5-13/h1-8H
• InChIKey: CRZSSXUMRNESCC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-phenoxybenzene-1,2-dicarbonitrile
• IUPAC Traditional name: 4-phenoxybenzene-1,2-dicarbonitrile
• Synonyms: 4-Phenoxyphthalonitrile; 4-Phenoxy-1,2-benzenedicarbonitrile; 4-Phenoxyphthalonitrile; NSC 646245; 4-Phenoxyphthalonitrile

Database IDs

• CAS Number: 38791-62-7
• MDL Number: MFCD00187787
• PubChem SID: 24865775; 162241815
• PubChem CID: 371800

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.1857255
• LogD (pH = 7.4): 3.1857255
• Log P: 3.1857255
• Molar Refractivity: 63.742 cm^3
• Polarizability: 24.32156 Å^3
• Polar Surface Area: 56.81 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 98-100 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Linear Formula: C6H5OC6H3-1,2-(CN)2

DETAILS

Sigma Aldrich - 411930

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - P301600

4-Phenoxyphthalonitrile is a C4-substituted phthalonitrile with monoamine oxidase inhibitory activity. 4-Phenoxyphthalonitrile is used in organic pigments and dyes.

REFERENCES

• Manley-King, C.I. et al.: Bioorg. Chem., 40, 114 (2012)
• Christie, R.M. et al.: Dyes Pig., 24, 259 (2012)