3-(2,4-Dihydroxyphenyl)acrylic acid

Basic Information

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CAS Number

614-86-8

Molecular Formula

C9H8O4

Molecular Weight

180.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

202 °C (dec.)

SMILES

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C1=CC(=C(C=C1O)O)C=CC(=O)O

InChI

InChI=1S/C9H8O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1-5,10-11H,(H,12,13)

InChIKey

HGEFWFBFQKWVMY-UHFFFAOYSA-N

LogP

1.1955999999999998

Topological Polar Surface Area

77.76 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

212

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H318 Causes serious eye damage
Serious eye damage/eye irritation

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

Synonyms & References

English

LS-13596
(E)-2,4-Dihydroxycinnamic acid
TS-00196
HGEFWFBFQKWVMY-DUXPYHPUSA-N
2,4-Dihydroxycinnamic acid
3-(2,4-Dihydroxyphenyl)acrylicacid
3-(2,4-Dihydroxyphenyl)-2-propenoic acid
AC-5288
2,4-DIHYDROXY-TRANS CINNAMIC ACID
(2E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid
SCHEMBL89187
DB01704
Umbellsaure
2-Propenoic acid, 3-(2,4-dihydroxyphenyl)-, (2E)-
UNII-U8G3LS2JEX
(E)-3-(2,4-dihydroxyphenyl)acrylic acid
SCHEMBL471946
3-(2,4-Dihydroxyphenyl)acrylic acid
MFCD00463787
99699-42-0
2-Propenoic acid, 3-(2,4-dihydroxyphenyl)-
trans-2,4-dihydroxycinnamic acid
NS00068851
Umbellic acid
A8528
2,4-Dihydroxycinnamic acid, 97%
614-86-8
AKOS002673718
Q7881241
(E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid
PD008486

MDL Number

MFCD00463787

Customs Code

2918290000

FAQ

What are the physical and chemical properties of 3-(2,4-Dihydroxyphenyl)acrylic acid (CAS: 614-86-8)?

3-(2,4-Dihydroxyphenyl)acrylic acid (CAS: 614-86-8) is a white to off-white crystalline solid with a molecular weight of approximately 190.15 g/mol. It is slightly soluble in water and readily soluble in organic solvents like ethanol and acetone. The compound is reactive, especially towards nucleophiles and reducing agents, making it useful in various synthetic applications.

How is 3-(2,4-Dihydroxyphenyl)acrylic acid (CAS: 614-86-8) typically synthesized?

3-(2,4-Dihydroxyphenyl)acrylic acid is typically synthesized via the condensation of 2,4-dihydroxybenzaldehyde with acryloyl chloride. The reaction proceeds under mild conditions, often using a catalytic amount of a Lewis acid like zinc chloride to improve yield and selectivity. The final product is isolated by crystallization and recrystallization to obtain the desired purity.

What industries use 3-(2,4-Dihydroxyphenyl)acrylic acid (CAS: 614-86-8)?

3-(2,4-Dihydroxyphenyl)acrylic acid (CAS: 614-86-8) finds applications in various industries, including pharmaceuticals, where it serves as a key intermediate for the synthesis of certain drugs. It is also used in the production of polymers, specifically in the development of biodegradable materials and in the manufacturing of photolithographic resists for semiconductor fabrication.

What precautions should be taken when handling 3-(2,4-Dihydroxyphenyl)acrylic acid (CAS: 614-86-8)?

When handling 3-(2,4-Dihydroxyphenyl)acrylic acid (CAS: 614-86-8), it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled with caution using absorbent materials and the appropriate safety measures. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information.