4-Fluorocinnamaldehyde

Base Information

• Chemical Name: 4-Fluorocinnamaldehyde
• CAS No.: 51791-26-5
• Molecular Formula: C₉H₇FO
• Molecular Weight: 150.152
• European Community (EC) Number: 637-110-9,677-538-3
• Nikkaji Number: J1.808.314K,J1.907.971F
• Wikidata: Q76416809
• Mol file: 51791-26-5.mol

Synonyms:4-Fluorocinnamaldehyde;24654-55-5;51791-26-5;trans-4-Fluorocinnamaldehyde;(E)-3-(4-fluorophenyl)acrylaldehyde;3-(4-fluorophenyl)acrylaldehyde;(E)-3-(4-fluorophenyl)prop-2-enal;(2E)-3-(4-fluorophenyl)prop-2-enal;MFCD03425895;p-Fluorocinnamaldehyde;4-Fluoro cinnamaldehyde;p-Fluoro Cinnamaldehyde;3-(4-fluorophenyl)acrolein;(2E)-3-(4-fluorophenyl)acrylaldehyde;4-Fluorobenzenepropenal;(2E)-4-Fluorocinnamaldehyde;SCHEMBL1435786;YSIYEWBILJZDQH-OWOJBTEDSA-N;trans-4-Fluorocinnamaldehyde, 95%;(E)-3-(4-Fluoro-phenyl)-propenal;(E)-3-(4-Fluorophenyl)-2-propenal;AKOS015853448;CS-W019538;AS-15418;CS-17387;AM20060652;EN300-114741;EN300-270466;A817424;J-501917;Z2768202189

Chemical Property of 4-Fluorocinnamaldehyde

Chemical Property:

• Refractive Index: n20/D 1.599
• Boiling Point: 245.6±15.0 °C(Predicted)
• Flash Point: >110°C
• PSA: 17.07000
• Density: 1.146?g/mL?at 25?°C
• LogP: 2.03780
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.048093005
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

98%Min ^*data from raw suppliers

trans-4-Fluorocinnamaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC=O)F
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C=O)F
• Uses: trans-4-Fluorocinnamaldehyde is a reagent used in the preparation of novel terminal bipheny-based diapophytoene desaturases which are used in the treatment of Staphylococcus aureus infections.

Technology Process of 4-Fluorocinnamaldehyde

There total 54 articles about 4-Fluorocinnamaldehyde 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%

4-fluorobenzaldehyde (459-57-4) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → 3-(4-fluoro-phenyl)-propenal (51791-26-5,24654-55-5,213617-57-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm2007062

Reference yield: 93.0%

3-(4-fluorophenyl)prop-2-en-1-ol (124980-95-6,7361-55-9) → 3-(4-fluoro-phenyl)-propenal (51791-26-5,24654-55-5,213617-57-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.orglett.0c00915

Reference yield: 77.0%

ethanol (64-17-5) + 4-fluorobenzaldehyde (459-57-4) → 3-(4-fluoro-phenyl)-propenal (51791-26-5,24654-55-5,213617-57-3)

Guidance literature:

With sodium hydroxide; at 120 ℃; for 4h; pH=8;

DOI:10.1021/acscatal.9b01197

upstream raw materials:

1-((E)-3,3-Diethoxy-propenyl)-4-fluoro-benzene

4-fluorobenzaldehyde

acetaldehyde

(E)-3-(4-fluorophenyl)-2-propen-1-ol

Downstream raw materials:

(Z)-4-Fluorzimtaldoxim

Refernces

• 1、 ?otolová, Martina,Kamlar, Martin,Reme?, Marek,Géant, Pierre-Yves,Císa?ová, Ivana,?tícha, Martin,Vesely, Jan. "Enantioselective Organocatalytic Synthesis of 1,2,3-Trisubstituted Cyclopentanes". . p. 5080 - 5089. Retrieved 2021/09/30.
• 2、 Ando, Kaori,Watanabe, Haruka,Zhu, Xiaoxian. "One-Pot Preparation of (E)-α,β-Unsaturated Aldehydes by a Julia-Kocienski Reaction of 2,2-Dimethoxyethyl PT Sulfone Followed by Acid Hydrolysis". . p. 6969 - 6973. Retrieved 2021/05/06.