Propanedinitrile, (2,6-dimethyl-4H-pyran-4-ylidene)-

Base Information

• Chemical Name: Propanedinitrile, (2,6-dimethyl-4H-pyran-4-ylidene)-
• CAS No.: 28286-88-6
• Molecular Formula: C10H8 N2 O
• Molecular Weight: 172.186
• Hs Code.: 2932999099
• European Community (EC) Number: 680-018-9
• DSSTox Substance ID: DTXSID2067373
• Nikkaji Number: J422.209A
• Wikidata: Q72471703
• Mol file: 28286-88-6.mol

Synonyms:28286-88-6;(2,6-Dimethyl-4H-pyran-4-ylidene)malononitrile;2-(2,6-DIMETHYL-4H-PYRAN-4-YLIDENE)MALONONITRILE;Propanedinitrile, (2,6-dimethyl-4H-pyran-4-ylidene)-;2-(2,6-dimethylpyran-4-ylidene)propanedinitrile;4-(Dicyanomethylene)-2,6-dimethyl-4H-pyran;4-(dicyanomethylene)-2,6-dimethyl-4H-pyrane;MFCD00181519;2-(2,6-Dimethyl-4H-pyran-4-ylidene)propanedinitrile;4-dicyanomethylene-2,6-dimethyl-4H-pyran;Propanedinitrile, 2-(2,6-dimethyl-4H-pyran-4-ylidene)-;LCZC2415;SCHEMBL1097940;DTXSID2067373;STK506912;AKOS002337172;AC-6678;CS-W017600;SB66575;BS-43989;A5383;D2791;FT-0687260;2,6-Dimethyl-4-(dicyanomethylene)-4H-pyran;VU0612266-1;(2,6-dimethyl-4H-pyran-4-ylidene)malononitril;T70713;(2,6-dimethyl-4H-pyran-4-ylidene)propanedinitrile;2-(2,6-dimethyl-4H-pyran-4-ylidene) malononitrile;F3358-0430;2-(2-tert-butyl-6-methyl-4H-pyran-4-ylidene)malononitrile

Chemical Property of Propanedinitrile, (2,6-dimethyl-4H-pyran-4-ylidene)-

Chemical Property:

• Appearance/Colour: ORANGE TO BROWN POWDER, CRYSTALS,CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 0.0309mmHg at 25°C
• Melting Point: 192-194 °C(lit.)
• Boiling Point: 244.1 °C at 760 mmHg
• Flash Point: 94.9 °C
• PSA: 56.81000
• Density: 1.157 g/cm³
• LogP: 2.16796
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

4-(Dicyanomethylene)-2,6-dimethyl-4H-pyran >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C#N)C#N)C=C(O1)C

Technology Process of Propanedinitrile, (2,6-dimethyl-4H-pyran-4-ylidene)-

There total 7 articles about Propanedinitrile, (2,6-dimethyl-4H-pyran-4-ylidene)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2,6-dimethylpyrone (1004-36-0) + malononitrile (109-77-3) → 4-dicyanomethylene-2,6-dimethyl-4H-pyran (28286-88-6)

Guidance literature:

With acetic anhydride; for 4h;

DOI:10.1021/ma047947w

Reference yield:

2,6-dimethylpyrone (1004-36-0) + malonitrile (4341-85-9) → 4-dicyanomethylene-2,6-dimethyl-4H-pyran (28286-88-6)

Guidance literature:

With acetic anhydride; at 120 ℃; for 10h; Temperature;

Reference yield:

Dehydracetic acid (520-45-6,53488-80-5) → 4-dicyanomethylene-2,6-dimethyl-4H-pyran (28286-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl; water

2: acetic acid anhydride

With hydrogenchloride; water; acetic anhydride;

DOI:10.1246/bcsj.32.707

upstream raw materials:

2,6-dimethylpyrone

acetic anhydride

malononitrile

2,6-dimethyl-pyran-4-thione

Downstream raw materials:

2-(2-Methyl-6-{(E)-3-[3-methyl-3H-benzooxazol-(2Z)-ylidene]-propenyl}-pyran-4-ylidene)-malononitrile

2-(2-Methyl-6-{(E)-3-[3-methyl-3H-benzothiazol-(2Z)-ylidene]-propenyl}-pyran-4-ylidene)-malononitrile

4-dicyanomethylene 2-<3-(1-ethyl-1H-quinolin-2-ylidene)-1-propenyl>-6-methyl-4H-pyran

DCM-OH

Refernces

• 1、 Zhang, Jinfeng,Wu, Jincai. "Emission color tuning with polymer molecular weight for dyes of 4-dicyanomethylene-2-methyl-6-{4-[(2-hydroxyethyl)(methyl)amino]styryl}-4H-pyran". . p. 1951 - 1954. Retrieved 2011.
• 2、 Zhang, Qi-Jian,Miao, Shi-Feng,Li, Hua,He, Jing-Hui,Li, Na-Jun,Xu, Qing-Feng,Chen, Dong-Yun,Lu, Jian-Mei. "A Novel Bat-Shaped Dicyanomethylene-4H-pyran-Functionalized Naphthalimide for Highly Efficient Solution-Processed Multilevel Memory Devices". . p. 1374 - 1380. Retrieved 2017.
• 3、 Maglione,Carella,Carbonara,Centore,Fusco,Velardo,Peluso,Colonna,Lanuti,Di Carlo. "Novel pyran based dyes for application in dye sensitized solar cells". . p. 395 - 405. Retrieved 2016.
• 4、 Qian, Ming,Zhang, Liuwei,Wang, Jingyun,Peng, Xiaojun. "A red-emitting fluorescent probe with large Stokes shift for real-time tracking of cysteine over glutathione and homocysteine in living cells". . p. 469 - 475. Retrieved 2019.
• 5、 -. "4-cyano-7, 8-dihydroisoquinoline derivative as well as preparation method and application thereof". Paragraph 0058. . Retrieved 2021/05/05.
• 6、 -. "Carbazolyl-based organic double-heterocyclic near-infrared fluorescent probe as well as preparation method and application thereof". Paragraph 0059; 0061-0064. . Retrieved 2020/12/05.