(2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate | CAS No. 132465-11-3

(2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate

Basic Information

CAS Number

132465-11-3

Molecular Formula

C19H15NO4

Molecular Weight

17.03 g/mol

AD

Basic Physical Properties

Boiling Point

583.9 °C at 760 mmHg

Density

1.326

Flash Point

307 °C

Solubility

DMSO: ≥15mg/mL

N#C/C(=C\c1ccc(c(c1)O)O)/C(=O)OCC=Cc1ccccc1

InChI

InChI=1S/C19H15NO4/c20-13-16(11-15-8-9-17(21)18(22)12-15)19(23)24-10-4-7-14-5-2-1-3-6-14/h1-9,11-12,21-22H,10H2/b7-4+,16-11+

InChIKey

XGHYFEJMJXGPGN-UYHGDYIZSA-N

LogP

0.16199999999999998

Topological Polar Surface Area

35.0 Ų

Hydrogen Bond Donor/Acceptor

3 / 1

Safety Information

View Safety Information

Hazard Statement

H317 May cause an allergic skin reaction
Sensitization, Skin
H410 Very toxic to aquatic life with long lasting effects
Hazardous to the aquatic environment, long-term hazard

Hazard Class

Class 9 Class 9

Synonyms & References

English

  • CDC
  • CINNAMYL-3,4-DIHYDROXY-ALPHA-CYANOCINNAMATE
  • 1-CYCLOHEXYL-3-(3-DIMETHYLAMINOPROPYL)CARBODIIMIDE METHIODIDE(CDC)
  • (E,Z)-2-Cyano-3-(3,4-dihydroxyphenyl)-2-propenoic acid 3-phenyl-2-propenyl ester
  • CINNAMYL-3,4-DIHYDROXY-α-CYANOCINNAMATE
  • Cinnamyl 3,4-dihydroxy-alpha-cyanocinnamate CDC
  • 1-Cyclohexy1-3-(3-dimethylamino proply)carbodilimide methiodide

MDL Number

MFCD00210839

FAQ

What are the physical and chemical properties of (2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate (CAS: 132465-11-3)?

The compound (2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate (CAS 132465-11-3) is a solid with a crystalline form. Its molecular weight is approximately 338.27 g/mol. The compound is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. It shows moderate reactivity, particularly towards nucleophiles and electrophiles due to the presence of the acrylate and phenolic groups.

How is (2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate (CAS: 132465-11-3) typically synthesized?

The compound (2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate (CAS 132465-11-3) is typically synthesized through a multi-step process involving the synthesis of the acrylate ester followed by its alkylation with phenylacetylene. Common catalysts include palladium-based complexes. The reaction yields a mixture, and purification is achieved through column chromatography or recrystallization.

What industries use (2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate (CAS: 132465-11-3)?

The compound (2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate (CAS 132465-11-3) is used in the pharmaceuticals industry for its biological activity, particularly in anti-inflammatory and analgesic applications. It is also utilized in the polymer industry as a monomer for functional polymers and in the semiconductor industry for sensor applications due to its photochemical properties.

What precautions should be taken when handling (2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate (CAS: 132465-11-3)?

When handling (2E)-3-Phenyl-2-propen-1-yl (2E)-2-cyano-3-(3,4-dihydroxyphenyl)acrylate (CAS 132465-11-3), it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a dry, cool place away from direct sunlight. In case of a spill, neutralize the compound with a suitable absorbent and dispose of it according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed information on handling and disposal.

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