Completing data — refresh the page later to see the latest
Basic information
- CAS
51325-91-8- Standard SMILES
CC1=CC(=C(C#N)C#N)C=C(C=Cc2ccc(N(C)C)cc2)O1- InChIKey
YLYPIBBGWLKELC-UHFFFAOYSA-N- Molecular formula
- C19H17N3O
- Average molar mass
- 303.4 g/mol
- Monoisotopic mass
- 303.13716216
Names & identifiers
- Preferred name
- [2-[2-[4-(dimethylamino)phenyl]vinyl]-6-methyl-4H-pyran-4-ylidene]malononitrile
- IUPAC
- 2-[2-[2-[4-(dimethylamino)phenyl]ethenyl]-6-methylpyran-4-ylidene]propanedinitrile
- English name
- 4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran
- Molecular formula
- C19H17N3O
- Molecular weight
- 303.36
Names & synonyms
(2-(2-(4-(Dimethylamino)phenyl)vinyl)-6-methyl-4H-pyran-4-ylidene)malononitrile[2-[2-[4-(dimethylamino)phenyl]vinyl]-6-methyl-4H-pyran-4-ylidene]malononitrileRefChem:39485151325-91-82-(2-(4-(Dimethylamino)styryl)-6-methyl-4H-pyran-4-ylidene)malononitrileCCRIS 4973EINECS 257-137-6SCHEMBL36940Propanedinitrile, 2-(2-(2-(4-(dimethylamino)phenyl)ethenyl)-6-methyl-4H-pyran-4-ylidene)-AKOS024306936Malononitrile, (2-(p-(dimethylamino)styryl)-6-methyl-4H-pyran-4-ylidene)-SB66796
Show more names
4-(DICYANOMETHYLENE)-2-METHYL-6-(P-DIMETHYLAMINOSTYRYL)-4H-PYRANlidene]-initrileDCM (merocyanine)(dicyanomethylene)-methyl-(4-dimethylaminostyryl)-4H-pyranDCM1 , 4-(DicyanoMethylene)-2-Methyl-6-(p-diMethylaMinostyryE)-2-(2-(4-(dimethylamino)styryl)-6-methyl-4H-pyran-4-ylidene)[2-[2-[4-(dimethylamino)phenyl]vinyl]-6-methyl-4H-pyran-4-yl...4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran
Properties
Computed structural propertiesFilling in
- XLogP
- 3.4
- Topological polar surface area
- 60.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 650
Experimental & physicochemical properties
Chemical ClassesDyes -> Carbocyanine Dyes
Physical DescriptionDark brown solid; [Merck Index]
Physicochemical properties
- Melting point
- 215 · 215-220 °C(lit.)
- Boiling point
- 444.29 °C · 444.29°C (rough estimate)
- Density
- 1.239 · 1.239
- refractive index
- 1.59 · 1.5900 (estimate)
- Flash point
- 110 °F · 110 °F
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 5.46 · 5.46±0.24(Predicted)
- form
- Powder or Crystalline Needles
- color
- Dark red
- Appearance
- Dark red to Brown powder to crystal
- ex/em
- 471 · λex 471, 372, 352 nm; λem 627, 601 nm in EtOH
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H228 (100%): Flammable solid [Danger Flammable solids]
P210, P240, P241, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards SummaryA skin and strong eye irritant; Harmful by inhalation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesFlam. Sol. 1 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- OO3746100
- ridadr
- UN 3175 4.1/PG 2
- hs_code
- 29329990
- risk_code
- 11-20-36/37/38-20/21/22-10
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- F,Xn
- safety_code
- 16-26-36-7/9-36/37
- hazard_class
- 4.1
- Storage Class
- 4.1B - Flammable solid hazardous materials
Chemistry & industry
Uses & manufacturing
UsesUsed as a laser dye; [Merck Index]
General Manufacturing InformationPropanedinitrile, 2-[2-[2-[4-(dimethylamino)phenyl]ethenyl]-6-methyl-4H-pyran-4-ylidene]-: ACTIVE
Applications
DescriptionDCM is a laser dye.
UsesLaser dye.
UsesDCM can be used as a laser dye to enhance the emission of distributed feedback (DFB) device by Frster resonance energy transfer (FRET). It may be used as a capping layer that allows the conversion of blue to red colored emission in organic light emitting diodes (OLED). DCM may also find potential applications in the enhancement of energy transfer of different devices like metal organic frameworks (MOFs), dye sensitized solar cells (DSSCs) and polarity sensors.
General Description4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (DCM) is a red laser dye that consists of dicyanomethylene as an electron acceptor and dimethylaniline group as an electron donor. It has a π-conjugated 4H-pyran-4-ylidiene which bridges both the acceptor/donor groups. It can be used as a dopant and also in organic solid state lasers.
Suppliers88 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技(上海)有限公司4000665055 · [email protected]
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
Related reactions
2 records
Compound notes
Loading…