4-Fluorocinnamic acid Chemical Properties

Melting point:

209-210 °C (lit.)

Boiling point:

290°C (rough estimate)

Density 

1.2247 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

4.43±0.10(Predicted)

form 

Crystalline Solid

color 

White to off-white

BRN 

2613441

InChI

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

InChIKey

ISMMYAZSUSYVQG-UHFFFAOYSA-N

SMILES

C(O)(=O)C=CC1=CC=C(F)C=C1

CAS DataBase Reference

459-32-5(CAS DataBase Reference)

NIST Chemistry Reference

4-Fluorocinnamic acid(459-32-5)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

36/37/38-34

Safety Statements 

37/39-26-45-36/37/39-27-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29163900

Storage Class

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects

Hazard Classifications

Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:4-Fluorocinnamic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Fluorocinnamic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

4-Fluorocinnamic acid was used in growth medium for the Arthrobacter sp. strain G1.

Definition

ChEBI: 4-Fluorocinnamic acid is a member of cinnamic acids.

General Description

The shock loading of 4-fluorocinnamic acid (4-FCA) was treated using a rotating biological contactor (RBC).

Synthesis

GENERAL METHODS: Lithium tert-butanol or potassium tert-butanol (3.0 mmol), water (2.0 mL), and acrylic acid (1.2 mmol) were sequentially added to a Schlenk reaction tube under nitrogen atmosphere and stirred for 10 min at room temperature. Subsequently, p-fluoroiodobenzene (1.0 mmol) and palladium(II)-imidazole complex 1 (1.0 mol%) were added. The reaction mixture was stirred at 100 °C for 12 hours. After completion of the reaction, it was cooled to room temperature, acidified to pH 1 with 4 M hydrochloric acid and subsequently extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by rapid chromatography on a silica gel column to give pure p-fluorocinnamic acid.

References

[1] Journal of Chemical Research, 2013, vol. 37, # 5, p. 294 - 297
[2] Synlett, 2006, # 18, p. 2959 - 2964
[3] Journal of Organic Chemistry, 2004, vol. 69, # 23, p. 8105 - 8107
[4] Reactive and Functional Polymers, 2011, vol. 71, # 7, p. 756 - 765

4-Fluorocinnamic acid(459-32-5)Related Product Information

• N-BUTYL CINNAMATE
• Cinnamic acid
• 4-Hydroxycinnamic acid
• Ethyl cinnamate
• alpha-Methylcinnamic acid
• Methyl cinnamate
• trans-Cinnamic acid
• Xemilofiban
• D-PROPARGYLGLYCINE
• (S)-N-BOC-Propargylglycine
• L-Propargylglycine HCL
• (R)-N-BOC-Propargylglycine
• 3-Fluorocinnamicacid
• 2-BROMO-5-FLUOROCINNAMIC ACID
• 3-CHLORO-4-FLUOROCINNAMIC ACID
• 4-Chloro-2-fluorocinnamic acid 98%,4-CHLORO-2-FLUOROCINNAMIC ACID
• (E)-p-fluorocinnamic acid,P-FLUOROCINNAMIC ACID,TRANS-4-FLUOROCINNAMIC ACID
• FMOC-L-PROPARGYLGLYCINE