Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate

Basic Information

View in Editor

CAS Number

102-37-4

Molecular Formula

C11H12O4

Molecular Weight

208.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

377°C at 760 mmHg

Solubility

N/A

SMILES

View in Editor

O=C(OCC)/C=C/C1=CC=C(O)C(O)=C1

InChI

InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4+

InChIKey

WDKYDMULARNCIS-GQCTYLIASA-N

LogP

1.6741

Topological Polar Surface Area

66.76 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

237

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

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

Storage Conditions

2-8℃

Synonyms & References

English

Ethyl 3-(3,4-dihydroxyphenyl)acrylate
3,4-Dihydroxycinnamic acid ethyl ester
Ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Ethyl Caffeate
Caffeic acid ethyl ester
CAFFEIC ACID ETHYLESTER(RG)
Ethyl 3-(3,4-dihydroxyphenyl)
3,4-Dihydroxybenzeneacrylic acid ethyl ester
3-(3,4-Dihydroxyphenyl)acrylic acid ethyl ester
4-dihydroxyphenyl)acrylate
Ethyl 3,4-dihydroxycinnamate
ethyl trans-caffeate
(E)-ethyl 3-(3,4-dihydroxyphenyl)acrylate
76GBB1JU5Y
WDKYDMULARNCIS-GQCTYLIASA-N
Ethyl (2e)-3-(3,4-Dihydroxyphenyl)prop-2-Enoate
4gqq
(E)-ethyl caffeate
3-(3,4-Dihydroxy-phenyl)-acrylic acid ethy

MDL Number

MFCD00045754

Customs Code

2918290000

FAQ

What are the physical and chemical properties of Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate (CAS: 102-37-4)?

Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate (CAS: 102-37-4) is a colorless to light yellow liquid with a molecular weight of approximately 206.18 g/mol. It has a pKa of around 2.5 and is slightly soluble in water. The compound is reactive due to the presence of the unsaturated acrylate group and phenolic hydroxyl groups, making it suitable for various chemical reactions and applications.

How is Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate (CAS: 102-37-4) typically synthesized?

Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate (CAS: 102-37-4) is commonly synthesized via the reaction of ethyl acrylate or phenol with 3,4-dihydroxybenzaldehyde or its derivatives. The reaction typically involves a condensation followed by an acylation step, often catalyzed by acidic or basic conditions, yielding a high yield of the desired product with good selectivity.

What industries use Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate (CAS: 102-37-4)?

Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate (CAS: 102-37-4) is utilized in the pharmaceutical industry for the synthesis of active pharmaceutical ingredients (APIs) and in the polymer industry for the modification of materials. It also finds applications in the production of sensors and semiconductors due to its reactive groups.

What precautions should be taken when handling Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate (CAS: 102-37-4)?

When handling Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate (CAS: 102-37-4), appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. The compound should be handled in a well-ventilated area or a fume hood. Spills should be cleaned up with caution using appropriate absorbents. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.