(2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile

Basic Information

View in Editor

CAS Number

51325-91-8

Molecular Formula

C19H17N3O

Molecular Weight

17.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

217.0 to 223.0 deg-C

Boiling Point

444.29°C (rough estimate)

Refractive Index

1.5900 (estimate)

SMILES

View in Editor

CC1=CC(=C(C#N)C#N)C=C(O1)C=CC2=CC=C(C=C2)N(C)C

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+

InChIKey

YLYPIBBGWLKELC-RMKNXTFCSA-N

LogP

0.16199999999999998

Topological Polar Surface Area

35.0 Å²

Hydrogen Bond Donor/Acceptor

3 / 1

Complexity

650

Safety Information

View Safety Information

GHS Hazard Pictograms

H228

H315

H319

H332

H335

Hazard Statement

H228 Flammable solid
Flammable solids

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class 4.1 Class 4.1

Synonyms & References

English

(2-{2-[4-(dimethylamino)phenyl]ethenyl}-6-methyl-4H-pyran-4-ylidene)malononitrile
ylidene)malononitrile
D2849
NS00032256
(E)-2-(2-(4-(dimethylamino)styryl)-6-methyl-4H-pyran-4-ylidene)malononitrile
Propanedinitrile, (2-(2-(4-(dimethylamino)phenyl)ethenyl)-6-methyl-4H-pyran-4-ylidene)-
4-(Dicyanomethylene)-2-methyl-6-(4-(dimethylamino)styryl)-4H-pyran
W-105905
eric01
MFCD00051341
4H-PYRAN-.DELTA.4,.ALPHA.-MALONONITRILE, 2-(P-DIMETHYLAMINOSTYRYL)-6-METHYL-
DCM dye
AKOS015836186
DTXSID2068632
Q27123092
DTXSID00242105
DCM1
51325-91-8
9S1WXC1ZGN
Propanedinitrile, 2-[2-[2-[4-(dimethylamino)phenyl]ethenyl]-6-methyl-4H-pyran-4-ylidene]-
96042-30-7
2-(2-(4-(Dimethylamino)styryl)-6-methyl-4H-pyran-4-ylidene)malononitrile
DCM [MI]
(2-(2-(4-(Dimethylamino)phenyl)ethenyl)-6-methyl-4H-pyran-4-ylidene)-, (E)-
SCHEMBL36939
2-[2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-6-methylpyran-4-ylidene]propanedinitrile
Propanedinitrile, [2-[2-[4-(dimethylamino)phenyl]ethenyl]-6-methyl-4H-pyran-4-ylidene]-
BS-44041
UNII-9S1WXC1ZGN
(E)-2-(2-(4-(Dimethylamino)styryl)-6-methyl-4H-pyran-4-
DCM (dye)

MDL Number

MFCD00051341

Customs Code

2932999099

FAQ

What are the physical and chemical properties of (2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile (CAS: 51325-91-8)?

(2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile is a crystalline solid with a molecular weight of approximately 313.23 g/mol. It has a low water solubility and is soluble in organic solvents such as dichloromethane and ethanol. The compound is highly reactive, showing notable reactivity towards nucleophiles. It is stable under normal laboratory conditions but should be handled with care due to its reactivity.

How is (2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile (CAS: 51325-91-8) typically synthesized?

(2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile can be synthesized through a multi-step process involving alkylation, nucleophilic substitution, and nitrile formation. Commonly, this involves the use of dimethylamine in the presence of a suitable catalyst and a rearrangement step. The yield is typically around 70-80%, and the process can be optimized for higher selectivity and yield.

What industries use (2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile (CAS: 51325-91-8)?

(2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile finds applications in the pharmaceutical and polymer industries. It has potential as a precursor in the synthesis of new materials and drugs. Its molecular structure and reactivity make it useful in developing novel organic compounds and materials for electronic applications, such as semiconductors and sensors.

What precautions should be taken when handling (2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile (CAS: 51325-91-8)?

When handling (2-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile, it is essential to use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.