3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol | CAS No. 42438-89-1

3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol

Basic Information

CAS Number

42438-89-1

Molecular Formula

C15H14O3

Molecular Weight

242.27 g/mol

AD

Basic Physical Properties

Melting Point

117.0 to 121.0 deg-C

Solubility

DMSO: ≥13mg/mL

COc1cc(cc(c1)O)/C=C/c2ccc(cc2)O

InChI

InChI=1S/C15H14O3/c1-18-15-9-12(8-14(17)10-15)3-2-11-4-6-13(16)7-5-11/h2-10,16-17H,1H3/b3-2+

InChIKey

KUWZXOMQXYWKBS-NSCUHMNNSA-N

LogP

3.276800000000002

Topological Polar Surface Area

49.69 Ų

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

269

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

  • Phenol,3-[(1E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxy-
  • Pinostilbene
  • 3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenol
  • 3,4'-Dihydroxy-5-methoxy-trans-stilbene
  • 3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol
  • 3-methoxyresveratrol
  • 4,3'-dihydroxy-5'-methoxystilbene
  • 5,4'-dihydroxy-3-methoxystilbene
  • mono-methylated resveratrol
  • phenol (3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxy
  • Pinostilbene hydrate
  • trans-3,4'-dihydroxy-5-methoxystilbene
  • trans-Pinostilbene
  • 3-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-5-methoxyphenol
  • 3, 4'-Dihydroxy-5-methoxystilbene
  • 3-methoxy-4',5-dihydroxy-trans-stilbene
  • resveratrol monomethyl ether
  • trans-Pinostilbene hydrate
  • 3,4'-Dihydroxy-5-methoxy-trans-stilbene hydrate
  • 3-[(1E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenol hydrate
  • NSC723532
  • KUWZXOMQXYWKBS-NSCUHMNNSA-N
  • BCP18618
  • (E)-5-Methoxystilbene-3,4'-diol
  • BDBM50252422
  • trans-3,4'-d
  • 3,4'-Dihydroxy-5-methoxy-trans-stilbene,trans-Pinostilbene,Pinostilbene

MDL Number

MFCD12407153

FAQ

What are the physical and chemical properties of 3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol (CAS: 42438-89-1)?

3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol (CAS: 42438-89-1) is a crystalline solid with a molecular weight of approximately 262.28 g/mol. Its solubility in water is low (1.5 g/L at 25°C), and it is moderately soluble in common organic solvents like methanol and ethanol. This compound exhibits good reactivity towards electrophilic substitution due to the presence of the phenolic hydroxyl group and the methoxy group.

How is 3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol (CAS: 42438-89-1) typically synthesized?

3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol (CAS: 42438-89-1) is typically synthesized through a series of reactions involving coupling of a vinyl bromide with a 4-hydroxybenzophenone derivative followed by methylation. This process often requires the use of Lewis acids and mild heating to promote the coupling reaction. The overall yield is around 70%, with high selectivity for the desired product.

What industries use 3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol (CAS: 42438-89-1)?

3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol (CAS: 42438-89-1) is primarily used in the pharmaceutical industry for its potential as an active pharmaceutical ingredient (API) due to its antioxidant and anti-inflammatory properties. It also finds applications in the manufacturing of sensors and as a photostabilizer in polymers.

What precautions should be taken when handling 3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol (CAS: 42438-89-1)?

When handling 3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol (CAS: 42438-89-1), it is crucial to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Proper storage should be in a cool, dry place away from direct sunlight. In case of spills, immediately clean up with appropriate absorbents and follow safety data sheet (SDS) guidelines for disposal.

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