2-Fluorocinnamaldehyde

Base Information

• Chemical Name: 2-Fluorocinnamaldehyde
• CAS No.: 149733-71-1
• Molecular Formula: C9H7FO
• Molecular Weight: 150.152
• Mol file: 149733-71-1.mol

Synonyms:(E)-3-(2-Fluorophenyl)-2-propenal;

Chemical Property of 2-Fluorocinnamaldehyde

Chemical Property:

• Vapor Pressure: 0.0284mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 245.6 °C at 760 mmHg
• Flash Point: 91.3 °C
• PSA: 17.07000
• Density: 1.138 g/cm³
• LogP: 2.03780

Purity/Quality:

98%Min ^*data from raw suppliers

(E)-3-(2-fluorophenyl)acrylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Fluorocinnamaldehyde

There total 12 articles about 2-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: 92.0%

(E)-3-(2-fluorophenyl)-prop-2-en-1-ol (807369-87-5) → (E)-3-(2-fluorophenyl)acrylaldehyde (149733-71-1,213617-46-0)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 36h;

DOI:10.1002/anie.201901902

Reference yield: 78.0%

1-(2-fluorophenyl)butadiene (1008753-16-9) → (E)-3-(2-fluorophenyl)acrylaldehyde (149733-71-1,213617-46-0)

Guidance literature:

With iron(III) sulfate hydrate; oxygen; In water; acetonitrile; at 45 ℃; for 23h; regioselective reaction;

DOI:10.1021/acs.orglett.9b03562

Reference yield: 70.0%

1-(2-fluoro-phenyl)prop-2-yn-1-ol (2343-61-5) → (E)-3-(2-fluorophenyl)acrylaldehyde (149733-71-1,213617-46-0)

Guidance literature:

With methyl trifluoromethanesulfonate; In 2,2,2-trifluoroethanol; at 70 ℃; for 1h;

DOI:10.1055/s-0036-1588800

upstream raw materials:

acrylaldehyde diethyl acetal

1-Fluoro-2-iodobenzene

1-(2-fluoro-phenyl)prop-2-yn-1-ol

2-Fluorobenzaldehyde

Downstream raw materials:

N-tert-butyl-4-(2-fluorophenyl)-2-oxo-4-phenylbutanamide

(E)-N-tert-butyl-4-(2-fluorophenyl)-2-oxobut-3-enamide

(R)-N-tert-butyl-4-(2-fluorophenyl)-2-oxo-4-phenylbutanamide

C₁₄H₁₈FNO₂

Refernces

• 1、 Kunzendorf, Andreas,Poelarends, Gerrit J.,Saifuddin, Mohammad,Saravanan, Thangavelu,Xu, Guangcai. "Biocatalytic Asymmetric Cyclopropanations via Enzyme-Bound Iminium Ion Intermediates". supporting information. p. 24059 - 24063. Retrieved 2021/10/07.
• 2、 Zhao, Jiangui,Zheng, Xueli,Tao, Shaokun,Zhu, Yuxin,Yi, Jiwei,Tang, Songbai,Li, Ruixiang,Chen, Hua,Fu, Haiyan,Yuan, Maolin. "Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand". supporting information. p. 6067 - 6072. Retrieved 2021/08/16.