4-Fluorocinnamic acid

Base Information

• Chemical Name: 4-Fluorocinnamic acid
• CAS No.: 14290-86-9
• Molecular Formula: C₉H₇FO₂
• Molecular Weight: 166.152
• European Community (EC) Number: 207-288-9,238-214-3
• NSC Number: 74070
• DSSTox Substance ID: DTXSID001309863
• Nikkaji Number: J196.174H,J216.943F
• Wikidata: Q76139789
• ChEMBL ID: CHEMBL99526
• Mol file: 14290-86-9.mol

Synonyms:4-fluorocinnamic acid;4-fluorocinnamic acid, (Z)-isomer;para-fluorocinnamate

Chemical Property of 4-Fluorocinnamic acid

Chemical Property:

• Melting Point: 209-210 °C(lit.)
• Boiling Point: 281.6°Cat760mmHg
• PKA: 4.43±0.10(Predicted)
• Flash Point: 124.1°C
• PSA: 37.30000
• Density: 1.285g/cm³
• LogP: 1.92350
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.04300762
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

98.5% ^*data from raw suppliers

2-Propenoicacid,3-(4-fluorophenyl)-,(2E)- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)O)F
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)O)F

Technology Process of 4-Fluorocinnamic acid

There total 14 articles about 4-Fluorocinnamic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-(4-fluoro-phenyl)-propenal (51791-26-5,24654-55-5,213617-57-3) → 4-fluorocinnamic acid (459-32-5,14290-66-5,14290-86-9)

Guidance literature:

With lithium hydroxide; In methanol; water; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm2007062

Reference yield: 100.0%

→ 4-fluorocinnamic acid (459-32-5,14290-66-5,14290-86-9)

Guidance literature:

With pyridine; glycine; at 80 ℃; for 3h; Sealed tube;

Reference yield: 99.0%

4-fluoro-1-iodobenzene (352-34-1) + acrylic acid (79-10-7) → 4-fluorocinnamic acid (459-32-5,14290-66-5,14290-86-9)

Guidance literature:

With potassium carbonate; In water; at 90 ℃; for 2h; Green chemistry;

DOI:10.1002/aoc.3707

upstream raw materials:

acetic anhydride

4-fluorobenzaldehyde

p-(2,2-Dichlorocyclopropyl)fluorobenzene

malonic acid

Downstream raw materials:

2-<2-(4-fluorophenyl)ethenyl>4H-3,1-benzoxazin-4-one

methyl 3-(4-fluorobenzoyl)indolizine-1-carboxylate

C₈H₇Br₂FO

C₁₅H₂₀FNO₄

Refernces

• 1、 -. "Synthesis method of selenium-containing isochroman compound". Paragraph 0046-0049. . Retrieved 2021/05/29.
• 2、 Gong, Zhaotang,Liu, Guoyun,Mu, Wenwen,Wang, Ziqing,Yang, Jie. "Meta-substituted piperlongumine derivatives attenuate inflammation in both RAW264.7 macrophages and a mouse model of colitis". . . Retrieved 2021/11/16.