{[4-(cyanoimino)-2,5-dimethylcyclohexa-2,5-dien-1-ylidene]amino}carbonitrile

• ChemBase ID: 150475
• Molecular Formular: C10H8N4
• Molecular Mass: 184.19732
• Monoisotopic Mass: 184.07489628
• SMILES: CC1=C/C(=N\C#N)/C(=C/C/1=N\C#N)C
• Canonical SMILES: N#C/N=C/1\C=C(C)/C(=N/C#N)/C=C1C
• InChI: InChI=1S/C10H8N4/c1-7-3-10(14-6-12)8(2)4-9(7)13-5-11/h3-4H,1-2H3
• InChIKey: GJCNOUWCQVLIEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[4-(cyanoimino)-2,5-dimethylcyclohexa-2,5-dien-1-ylidene]amino}carbonitrile
• IUPAC Traditional name: [4-(cyanoimino)-2,5-dimethylcyclohexa-2,5-dien-1-ylidene]aminocarbonitrile
• Synonyms: N,N′-Dicyano-2,5-dimethylbenzoquinone-diimine; N,N′-(2,5-Dimethyl-2,5-cyclohexadiene-1,4-diylidene)biscyanamide; N,N′-Dicyano-2,5-dimethylbenzoquinonediimine; N,N′-(2,5-Dimethyl-2,5-cyclohexadiene-1,4-diylidene)biscyanamide; N,N′-(2,5-二甲基-2,5-环己二烯-1,4-二亚基)双氰胺; N,N′-二氰基-2,5-二甲基苯醌-二亚胺; N,N′-二氰基-2,5-二甲基苯醌二亚胺; N,N′-(2,5-二甲基-2,5-环己二烯-1,4-二亚基)二氰基酰胺

Database IDs

• CAS Number: 98507-06-3
• MDL Number: MFCD00192076
• PubChem SID: 24862610; 24866316; 162244636
• PubChem CID: 4640615

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.2489228
• LogD (pH = 7.4): 2.2489228
• Log P: 2.2489228
• Molar Refractivity: 55.5684 cm^3
• Polarizability: 19.081667 Å^3
• Polar Surface Area: 72.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 191-194 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (UV); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C10H8N4

DETAILS

Sigma Aldrich - 420182

Packaging
250 mg in glass bottle

Sigma Aldrich - 36608

Other Notes
Powerful electron acceptor for charge-transfer complexes, reviews1,2
Quantity
λmax. 343 nm, log ε 4.48 in acetonitrile