4-Fluorocinnamic acid

Base Information

• Chemical Name: 4-Fluorocinnamic acid
• CAS No.: 459-32-5
• Molecular Formula: C9H7FO2
• Molecular Weight: 166.152
• Hs Code.: 2916.39 DERIVATION
• 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: 459-32-5.mol

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

Chemical Property of 4-Fluorocinnamic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00167mmHg at 25°C
• Melting Point: 209-210 °C(lit.)
• Boiling Point: 281.6 °C at 760 mmHg
• PKA: 4.43±0.10(Predicted)
• Flash Point: 124.1 °C
• PSA: 37.30000
• Density: 1.285 g/cm³
• LogP: 1.92350
• Storage Temp.: Store below +30°C.
• 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:

99% ^*data from raw suppliers

4-Fluorocinnamic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 37/39-26-45-36/37/39-27-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)O)F
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)O)F
• Uses: 4-Fluorocinnamic acid was used in growth medium for the Arthrobacter sp. strain G1.

Technology Process of 4-Fluorocinnamic acid

There total 50 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: 99.0%

ethyl 4-fluorocinnamate (136265-10-6,352-03-4,24393-50-8) → (E)-4-fluorocinnamic acid (459-32-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 24h;

DOI:10.1016/j.bmc.2021.116299

Reference yield: 97.0%

malonic acid (141-82-2) + 4-fluorobenzaldehyde (459-57-4) → (E)-4-fluorocinnamic acid (459-32-5)

Guidance literature:

With piperidine; pyridine; Reflux;

DOI:10.1002/ardp.201700314

Reference yield: 97.0%

methyl (2E)-3-(4-fluorophenyl)-2-propenoate (96426-60-7,100891-10-9) → (E)-4-fluorocinnamic acid (459-32-5)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.9b01835

upstream raw materials:

acetic anhydride

4-fluorobenzaldehyde

p-(2,2-Dichlorocyclopropyl)fluorobenzene

malonic acid

Downstream raw materials:

2-chlorocarbonyl-3-(4-fluoro-phenyl)-thiazolo[3,2-a]pyridinylium; chloride

(E)-1-(3-Fluoro-6,11-dihydrodibenzoxepin-11-yl)-4-<3-(4-fluorophenyl)-1-oxo-2-propenyl>piperazine

3-Chlor-6-fluor-benzo-thiophen-2-carbonsaeurechlorid

(E)-3-(4-fluorophenyl)acryloyl chloride

Refernces

• 1、 Baruch, Yifat,Gopas, Jacob,Kadosh, Yael,Kumar, Rajendran Saravana,Kushmaro, Ariel,Muthuraman, Subramani,Yaniv, Karin. "Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum". supporting information. . Retrieved 2021/05/28.
• 2、 Gong, Pei-Xue,Xu, Fangning,Cheng, Lu,Gong, Xu,Zhang, Jie,Gu, Wei-Jin,Han, Wei. "Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation". supporting information. p. 5905 - 5908. Retrieved 2021/06/18.