2-(phenylmethylidene)propanedinitrile

• ChemBase ID: 146983
• Molecular Formular: C10H6N2
• Molecular Mass: 154.16804
• Monoisotopic Mass: 154.0530982
• SMILES: c1ccc(cc1)C=C(C#N)C#N
• Canonical SMILES: N#CC(=Cc1ccccc1)C#N
• InChI: InChI=1S/C10H6N2/c11-7-10(8-12)6-9-4-2-1-3-5-9/h1-6H
• InChIKey: WAVNYPVYNSIHNC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(phenylmethylidene)propanedinitrile
• IUPAC Traditional name: malononitrile, benzal
• Synonyms: Benzylidenemalononitrile; 2-Benzylidenemalononitrile; 苄烯丙二腈; 苯亚甲基丙二腈

Database IDs

• CAS Number: 2700-22-3
• EC Number: 220-283-6
• MDL Number: MFCD00001855
• Beilstein Number: 1907519
• PubChem SID: 162241175; 24848816
• PubChem CID: 17608

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1725605
• LogD (pH = 7.4): 2.1725605
• Log P: 2.1725605
• Molar Refractivity: 47.0928 cm^3
• Polarizability: 17.210945 Å^3
• Polar Surface Area: 47.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 83-85 °C(lit.); 83-85°C
• Boiling Point: 120-125°C/0.6mm

Safety Information

• RTECS: OO3500000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: UN3439
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37; 26-36/37/39
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335; H331-H302-H312-H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 98%; 98+%
• Linear Formula: C6H5CH=C(CN)2

DETAILS

Sigma Aldrich - 147338

Packaging
25 g in glass bottle

REFERENCES

• For details of a cycloaddition reaction with an acetal of cyclopropenone, which behaves as a 1,3-dipole, see: Org. Synth. Coll., 8, 173 (1993):
  
• A Pd(0)-catalyzed cycloaddition reaction with vinyloxiranes has been reported, leading to tetrahydrofuran derivatives: J. Org. Chem., 63, 3067 (1998).
• For a review of the chemistry of arylidenemalononitriles, see: Chem. Rev., 80, 329 (1980).