(2E)-3-(4-Fluorophenyl)acrylic acid

Basic Information

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CAS Number

459-32-5

Molecular Formula

C9H7FO2

Molecular Weight

166.15 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Electronic Chemicals Semiconductor Materials Etchants

Basic Physical Properties

Melting Point

207.0 to 211.0 deg-C

Boiling Point

281.6 ℃ at 760 mmHg

Flash Point

124.1 °C

SMILES

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C1=CC(=CC=C1C=CC(=O)O)F

InChI

InChI=1S/C9H7FO2/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6H,(H,11,12)/b6-3+

InChIKey

ISMMYAZSUSYVQG-ZZXKWVIFSA-N

LogP

1.9235000000000002

Topological Polar Surface Area

37.3 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

181

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

14290-86-9
4-Fluorocinnamic acid
BCP21432
4-Fluorocinnamic acid; LC-tDDA; CE10
EN300-16809
NCGC00338431-01
CHEBI:176440
4'-Fluoro-4-iodobutyrophenone; 4'-fluorocinnamic acid; 4-iodo-4'-fluorobutyrophenone;
2-Propenoic acid, 3-(4-fluorophenyl)-
EN300-364714
A885077
trans-4-Fluorocinnamic acid
459-32-5
(E)-3-(4-Fluorophenyl)acrylicacid
(e)-3-(4-fluorophenyl)-2-propenoic acid
LS-13585
F0244
E-3-(4-fluorophenyl)propenoic acid
NSC-74070
F3145-1789
(~{E})-3-(4-fluorophenyl)prop-2-enoic acid
HMS1396N04
(E)-p-Fluorocinnamic acid
2-(2-Chlorophenyl)-2H-benzo[b][1,4]thiazin-3(4H)-one
SCHEMBL81378
AKOS000120458
2-PROPENOIC ACID, 3-(4-FLUOROPHENYL)-, (2E)-
NS00043044
CS-W010812
Z2942851074
(E)-3-(4-luorophenyl)prop-2-enoic acid

MDL Number

MFCD00004395

Customs Code

29163900

FAQ

What are the physical and chemical properties of (2E)-3-(4-Fluorophenyl)acrylic acid (CAS: 459-32-5)?

(2E)-3-(4-Fluorophenyl)acrylic acid (CAS: 459-32-5) is a colorless or white crystalline solid with a molecular weight of approximately 182.14 g/mol. It has a melting point of 50-52°C and a solubility of about 0.15 g/100 mL in water. It is reactive under basic conditions and is susceptible to hydrolysis. This compound is insoluble in common organic solvents like ethanol and acetone but soluble in polar solvents like dimethylformamide.

How is (2E)-3-(4-Fluorophenyl)acrylic acid (CAS: 459-32-5) typically synthesized?

(2E)-3-(4-Fluorophenyl)acrylic acid (CAS: 459-32-5) is typically synthesized via a two-step process. First, 4-fluorophenylacetonitrile is treated with an acid catalyst like sulfuric acid to form the nitrile acid. Then, the nitrile acid is reduced to the acid using a reductive amination process with hydrazine or a similar reducing agent. The overall reaction is selective and yields up to 90% of the desired product.

What industries use (2E)-3-(4-Fluorophenyl)acrylic acid (CAS: 459-32-5)?

(2E)-3-(4-Fluorophenyl)acrylic acid (CAS: 459-32-5) is used in various industries, particularly in pharmaceuticals for the synthesis of drug intermediates, and in the production of polymer additives. It is also utilized in the manufacturing of sensors and semiconductors due to its electronic properties.

What precautions should be taken when handling (2E)-3-(4-Fluorophenyl)acrylic acid (CAS: 459-32-5)?

When handling (2E)-3-(4-Fluorophenyl)acrylic acid (CAS: 459-32-5), it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Handle the compound in a well-ventilated area or a fume hood to avoid inhalation of fumes. Spills should be cleaned up with appropriate chemicals and discarded according to local regulations. Refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.