3-Fluorocinnamic acid

Base Information

• Chemical Name: 3-Fluorocinnamic acid
• CAS No.: 20595-30-6
• Molecular Formula: C9H7FO2
• Molecular Weight: 166.152
• Hs Code.: 29163990
• European Community (EC) Number: 207-281-0,243-902-1
• NSC Number: 73988
• DSSTox Substance ID: DTXSID001276012
• Nikkaji Number: J196.171C,J280.626F
• Wikidata: Q76144130
• Mol file: 20595-30-6.mol

Synonyms:3-fluorocinnamic acid;meta-fluorocinnamate

Chemical Property of 3-Fluorocinnamic acid

Chemical Property:

• Appearance/Colour: white amorphous powder
• Vapor Pressure: 0.00104mmHg at 25°C
• Melting Point: 162-164 °C(lit.)
• Refractive Index: 1.507
• Boiling Point: 281.6 °C at 760 mmHg
• PKA: 4.29±0.10(Predicted)
• Flash Point: 124.1 °C
• PSA: 37.30000
• Density: 1.285 g/cm³
• LogP: 1.92350
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.04300762
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

3-Fluorocinnamic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39-26/37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)C=CC(=O)O
• Isomeric SMILES: C1=CC(=CC(=C1)F)/C=C/C(=O)O
• Uses: (E)-3-(3-Fluorophenyl)acrylic Acid exhibits antineoplastic properties against breast cancer cells. A useful research chemical.

Technology Process of 3-Fluorocinnamic acid

There total 24 articles about 3-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%

malonic acid (141-82-2) + 3-Fluorobenzaldehyde (456-48-4) → 3-Fluorocinnamic acid (20595-30-6)

Guidance literature:

malonic acid; 3-Fluorobenzaldehyde; With piperidine; pyridine; Reflux;

With hydrogenchloride; In water; optical yield given as %de; Cooling with ice;

DOI:10.1021/jo901833y

Reference yield: 85.0%

(E)-2-(3’-fluoro)phenylethenylboronic acid (849062-22-2) + carbon dioxide (124-38-9,18923-20-1) → 3-Fluorocinnamic acid (20595-30-6)

Guidance literature:

With piperidine; pyridine; at 60 - 120 ℃;

DOI:10.1002/ardp.201000309

Reference yield: 84.0%

piperidine (110-89-4) + 3-Fluorobenzaldehyde (456-48-4) → 3-Fluorocinnamic acid (20595-30-6)

Guidance literature:

With pyridine; malonic acid; In water;

upstream raw materials:

malonic acid

3-Fluorobenzaldehyde

3-(3-fluorophenyl)acrylic acid methyl ester

m-aminocinnamic acid

Downstream raw materials:

3-(3-Fluorophenyl)acrylic acid ethyl ester

3-fluorostyrene

methyl (E)-m-fluorocinnamate

(E)-N-(6-Amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-3-(3-fluoro-phenyl)-acrylamide

Refernces

• 1、 Pitchumani, Venkatachalam,Breugst, Martin,Lupton, David W.. "Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes". supporting information. p. 9413 - 9418. Retrieved 2021/12/09.
• 2、 Liu, Feng,Wu, Na,Cheng, Xu. "Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand". supporting information. p. 3015 - 3020. Retrieved 2021/05/05.