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4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran - 95%, high purity , CAS No.51325-91-8

  • ≥95%
Item Number
D121603
Grouped product items
SKUSizeAvailabilityPrice Qty
D121603-100mg
100mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$18.90
D121603-250mg
250mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$36.90
D121603-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$117.90

Basic Description

Synonyms51325-91-8|4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran|4-(Dicyanomethylene)-2-methyl-6-(4-(dimethylamino)styryl)-4H-pyran|96042-30-7|DCM (dye)|DCM [MI]|DCM dye|(E)-2-(2-(4-(dimethylamino)styryl)-6-methyl-4H-pyran-4-ylidene)malononitri
Specifications & Purity95%
Storage TempStore at 2-8°C
Shipped InWet ice
Product Description

Product Introduction

4-(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.

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).


Application

DCM can be used as a laser dye to enhance the emission of distributed feedback (DFB) device by FÖrster 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)[7] and polarity sensors.

Names and Identifiers

IUPAC Name 2-[2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-6-methylpyran-4-ylidene]propanedinitrile
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/b9-6+
InChi Key YLYPIBBGWLKELC-RMKNXTFCSA-N
Canonical SMILES CC1=CC(=C(C#N)C#N)C=C(O1)C=CC2=CC=C(C=C2)N(C)C
Isomeric SMILES CC1=CC(=C(C#N)C#N)C=C(O1)/C=C/C2=CC=C(C=C2)N(C)C
WGK Germany 3
RTECS OO3746100
PubChem CID 688222
Molecular Weight 303.36
Reaxy-Rn 3594295

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

3 results found

Lot NumberCertificate TypeDateItem
D2402020Certificate of AnalysisApr 17, 2024 D121603
J2114277Certificate of AnalysisJul 10, 2023 D121603
J2114278Certificate of AnalysisJul 10, 2023 D121603

Chemical and Physical Properties

Flash Point(°F)43℃
Flash Point(°C)43℃
Melt Point(°C)215-220°C

Safety and Hazards(GHS)

Pictogram(s) GHS07,   GHS02
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H228:Flammable solid

H332:Harmful if inhaled

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378:In case of fire: Use ... to extinguish.

P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P240:Ground/bond container and receiving equipment.

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P241:Use explosion-proof [electrical/ventilating/lighting/.../] equipment.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P317:Get emergency medical help.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3
RTECS OO3746100
Reaxy-Rn 3594295
Merck Index 2838

Related Documents

References

1. Rupa Sarkar,Ajay Kumar Shaw,Manoranjan Ghosh,Samir Kumar Pal.  (2006-02-21)  Ultrafast photoinduced deligation and ligation dynamics: DCM in micelle and micelle-enzyme complex..  Journal of photochemistry and photobiology. B, Biology,  83  ((3)): (213-222).  [PMID:16488617]
2. Pratik Sen,Saptarshi Mukherjee,Amitava Patra,Kankan Bhattacharyya.  (2006-07-21)  Solvation dynamics of DCM in a DPPC vesicle entrapped in a sodium silicate derived sol-gel matrix..  The journal of physical chemistry. B,  109  ((8)): (3319-3323).  [PMID:16851359]
3. Aaron J Van Tassle,Matthew A Prantil,Graham R Fleming.  (2006-09-22)  Investigation of the excited state structure of DCM via ultrafast electronic pump/vibrational probe..  The journal of physical chemistry. B,  110  ((38)): (18989-18995).  [PMID:16986894]
4. Marco Leonetti,Riccardo Sapienza,Marta Ibisate,Claudio Conti,Cefe López.  (2009-12-18)  Optical gain in DNA-DCM for lasing in photonic materials..  Optics letters,  34  ((24)): (3764-3766).  [PMID:20016606]
5. Subhadip Ghosh,Aniruddha Adhikari,Supratik Sen Mojumdar,Kankan Bhattacharyya.  (2010-04-15)  A fluorescence correlation spectroscopy study of the diffusion of an organic dye in the gel phase and fluid phase of a single lipid vesicle..  The journal of physical chemistry. B,  114  ((17)): (5736-5741).  [PMID:20387866]
6. Hamidreza Shirvani-Mahdavi,Shima Fardad,Ezeddin Mohajerani,Shin-Tson Wu.  (2010-07-01)  High efficiency cholesteric liquid crystal lasers with an external stable resonator..  Optics express,  18  ((13)): (13593-13599).  [PMID:20588492]
7. Amit Kumar Mandal,Supratik Sen Mojumdar,Atanu Kumar Das,Kankan Bhattacharyya.  (2012-01-10)  Effect of ionic liquid on diffusion in P123 gel: fluorescence correlation spectroscopy..  Chemphyschem : a European journal of chemical physics and physical chemistry,  13  ((7)): (1942-1948).  [PMID:22223217]
8. Ranajay Saha,Surajit Rakshit,Rajib Kumar Mitra,Samir Kumar Pal.  (2012-05-11)  Microstructure, morphology, and ultrafast dynamics of a novel edible microemulsion..  Langmuir : the ACS journal of surfaces and colloids,  28  ((22)): (8309-8317).  [PMID:22571238]
9. Apurba L Koner,Denis Krndija,Qiong Hou,David J Sherratt,Mark Howarth.  (2013-01-22)  Hydroxy-terminated conjugated polymer nanoparticles have near-unity bright fraction and reveal cholesterol-dependence of IGF1R nanodomains..  ACS nano,  ((2)): (1137-1144).  [PMID:23330847]
10. Young Kyu Song,Tae Hee Lee,Jin Chul Kim,Kyu Cheol Lee,Sang-Ho Lee,Seung Man Noh,Young Il Park.  (2019-05-06)  Dual Monitoring of Cracking and Healing in Self-healing Coatings Using Microcapsules Loaded with Two Fluorescent Dyes..  Molecules (Basel, Switzerland),  24  ((9)):   [PMID:31052146]
11. C D Tran,R J Furlan.  (1993-07-01)  Spectrofluorometer based on acousto-optic tunable filters for rapid scanning and multicomponent sample analyses..  Analytical chemistry,  65  ((13)): (1675-1681).  [PMID:7690197]
12. Arnab Halder,Pratik Sen,Anupam Das Burman,Kankan Bhattacharyya.  (2005-03-19)  Solvation dynamics of DCM in a polypeptide-surfactant aggregate: gelatin-sodium dodecyl sulfate..  Langmuir : the ACS journal of surfaces and colloids,  20  ((3)): (653-657).  [PMID:15773088]
13. Abhinandan Makhal,Pushpendra Kumar,Peter Lemmens,Samir Kumar Pal.  (2009-10-14)  Manipulation of spontaneous emission dynamics of organic dyes in the porous silicon matrix..  Journal of fluorescence,  20  ((1)): (283-290).  [PMID:19823921]
14. Yang Zhao,Ai-Min Ren,Ji-Kang Feng,Xin Zhou,Xi-Cheng Ai,Wen-Jie Su.  (2009-12-22)  Theoretical study of solvent effect on one- and two-photon absorption properties of starburst DCM derivatives..  Physical chemistry chemical physics : PCCP,  11  ((48)): (11538-11545).  [PMID:20024426]
15. Ashim Pramanik,Subrata Biswas,Chandra Sekhar Tiwary,Partha Kumbhakar,Rajat Sarkar,Pathik Kumbhakar.  (2020-01-25)  Forster resonance energy transfer assisted white light generation and luminescence tuning in a colloidal graphene quantum dot-dye system..  Journal of colloid and interface science,  565  (326-336).  [PMID:31978795]

Solution Calculators