2-(2-{2-[4-(dimethylamino)phenyl]ethenyl}-6-methyl-4H-pyran-4-ylidene)propanedinitrile

• ChemBase ID: 148226
• Molecular Formular: C19H17N3O
• Molecular Mass: 303.35778
• Monoisotopic Mass: 303.13716218
• SMILES: CC1=CC(=C(C#N)C#N)C=C(O1)/C=C/c1ccc(cc1)N(C)C
• Canonical SMILES: N#CC(=C1C=C(/C=C/c2ccc(cc2)N(C)C)OC(=C1)C)C#N
• InChI: InChI=1S/C19H17N3O/c1-14-10-16(17(12-20)13-21)11-19(23-14)9-6-15-4-7-18(8-5-15)22(2)3/h4-11H,1-3H3
• InChIKey: YLYPIBBGWLKELC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[4-(dimethylamino)phenyl]ethenyl}-6-methyl-4H-pyran-4-ylidene)propanedinitrile
• IUPAC Traditional name: dcm dye
• Synonyms: DCM; 4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran; 4-(二氰基亚甲基)-2-甲基-6-(4-二甲基氨基苯乙烯基)-4H-吡喃

Database IDs

• CAS Number: 51325-91-8
• EC Number: 257-137-6
• MDL Number: MFCD00051341
• PubChem SID: 162242402; 24865530
• PubChem CID: 688222

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.5580962
• LogD (pH = 7.4): 2.6301622
• Log P: 2.631163
• Molar Refractivity: 97.2647 cm^3
• Polarizability: 34.16914 Å^3
• Polar Surface Area: 60.05 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 215-220 °C(lit.)
• Flash Point: 109.4 °F; 43 °C
• Absorption Wavelength: λmax 468 nm

Safety Information

• RTECS: OO3746100
• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 3175
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 11-20-36/37/38
• Safety Statements: 7/9-16-26-36
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H315-H319-H332-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3175 4.1/PG 2

Product Information

• Compostion: Dye content, 98%
• OLED Device Performance: ITO/Alq3:DCM/Alq3/Mg:Ag2• Color: red• Max. EQE: 1.3 %; ITO/TPD/Alq3:DCM (10%)/Alq3/Mg:Ag3• Color: red• Max. Luminance: 150 Cd/m2
• Empirical Formula (Hill Notation): C19H17N3O

DETAILS

Sigma Aldrich - 410497

Features and Benefits
Voltage-tunable multicolor emission with enhanced luminance (~1000 cd/m2) was observed using varying amounts of DCM dye in a polymer light-emitting diode (PLED).1
Packaging
1 g in glass bottle
250 mg in glass bottle