(2E)-3-(2-Hydroxyphenyl)acrylic acid

Basic Information

View in Editor

CAS Number

614-60-8

Molecular Formula

C9H8O3

Molecular Weight

164.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Physical State

White powder

Melting Point

217 °C (dec.)

Boiling Point

231.61°C (rough estimate)

Density

1.1403 (rough estimate)

Flash Point

178.5ºC

Solubility

N/A

Refractive Index

1.4500 (estimate)

SMILES

View in Editor

C1=CC=C(C(=C1)C=CC(=O)O)O

InChI

InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+

InChIKey

PMOWTIHVNWZYFI-AATRIKPKSA-N

LogP

1.4899999999999995

Topological Polar Surface Area

57.53 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

186

Safety Information

View Safety Information

GHS Hazard Pictograms

H301

H315

H319

H335

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

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

Storage Conditions

N/A

Synonyms & References

English

trans-2-coumaric acid
o-Hydroxycinnamate
QSPL 150
(E)-o-Hydroxycinnamicacid
614-60-8
(E)-2-hydroxycinnamic acid
(E)-Coumarinic Acid
CCRIS 5834
2-Hydroxycinamic acid
2-Propenoic acid, 3-(2-hydroxyphenyl)-
Q7072006
(2E)-3-(2-HYDROXYPHENYL)ACRYLIC ACID
CHEBI:18125
583-17-5
(2E)-3-(2-Hydroxyphenyl)-2-propenoic acid
BDBM50146462
CINNAMIC ACID, o-HYDROXY-, (E)-
NSC-32952
Cinnamic acid, o-hydroxy-
trans-2-Hydroxycinnamate
(2E)-3-(2-hydroxyphenyl)acrylic acid predominately trans-
trans-o-Cumaric Acid
(2E)-3-(2-hydroxyphenyl)prop-2-enoic acid
2-Hydroxycinnamic acid
3-(2-hydroxyphenyl)prop-2-enoate
NSC 32952
AKOS003790794
o-Hydroxy-trans-cinnamic acid
O- COUMARIC ACID
C01772
(E)-3-(2-hydroxyphenyl)-acrylic acid

MDL Number

MFCD00004379

FAQ

What are the physical and chemical properties of (2E)-3-(2-Hydroxyphenyl)acrylic acid (CAS: 614-60-8)?

(2E)-3-(2-Hydroxyphenyl)acrylic acid is a white crystalline solid with a molecular weight of approximately 154.17 g/mol. It has a pKa of about 3.5 and is slightly soluble in water. This compound is reactive and can undergo various polymerization and condensation reactions.

How is (2E)-3-(2-Hydroxyphenyl)acrylic acid (CAS: 614-60-8) typically synthesized?

(2E)-3-(2-Hydroxyphenyl)acrylic acid can be synthesized via the hydroxylation of 3-bromopropenal followed by amination. Common methods include using hydrogen peroxide and a catalyst like iron(III) chloride. The yield is around 70-80%, and the selectivity is high for the desired product.

What industries use (2E)-3-(2-Hydroxyphenyl)acrylic acid (CAS: 614-60-8)?

(2E)-3-(2-Hydroxyphenyl)acrylic acid is used in pharmaceuticals for its antioxidant properties, in polymers for its stabilizing effects, and in sensors for its reactivity. It also finds applications in the development of organic semiconductors.

What precautions should be taken when handling (2E)-3-(2-Hydroxyphenyl)acrylic acid (CAS: 614-60-8)?

When handling (2E)-3-(2-Hydroxyphenyl)acrylic acid, wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Store the compound in a dry, cool place away from heat sources. Handle under a fume hood to avoid inhalation of fumes. In case of spill, neutralize with a base, then clean up with absorbent material. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.