3-Fluoro-4-methoxycinnamic acid

Base Information

• Chemical Name: 3-Fluoro-4-methoxycinnamic acid
• CAS No.: 713-85-9
• Molecular Formula: C10H9FO3
• Molecular Weight: 196.178
• Hs Code.: 2916399090
• European Community (EC) Number: 211-931-9
• Nikkaji Number: J193.084B,J3.327.831D
• Mol file: 713-85-9.mol

Synonyms:3-Fluoro-4-methoxycinnamic acid;713-85-9;147906-08-9;(2E)-3-(3-fluoro-4-methoxyphenyl)prop-2-enoic acid;3-(3-fluoro-4-methoxyphenyl)prop-2-enoic acid;3-(3-Fluoro-4-methoxyphenyl)acrylic acid;(E)-3-(3-FLUORO-4-METHOXYPHENYL)ACRYLIC ACID;3'-Fluoro-4'-methoxycinnamic acid;(E)-3-(3-fluoro-4-methoxyphenyl)prop-2-enoic acid;EINECS 211-931-9;(2E)-3-(3-fluoro-4-methoxyphenyl)acrylic acid;SCHEMBL584262;3-Fluoro-4-methoxycinnamicacid;MFCD03002809;AKOS008053390;AT34762;MS-9826;3-(3-Fluoro-4-methoxyphenyl)propenoic acid;CS-0262604;EN300-14163;EN300-832943;Z2312274789

Chemical Property of 3-Fluoro-4-methoxycinnamic acid

Chemical Property:

• PSA: 46.53000
• LogP: 1.93210
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 196.05357231
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

3-Fluoro-4-methoxycinnamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CC(=O)O)F
• Isomeric SMILES: COC1=C(C=C(C=C1)/C=C/C(=O)O)F

Technology Process of 3-Fluoro-4-methoxycinnamic acid

There total 2 articles about 3-Fluoro-4-methoxycinnamic 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: 97.0%

→ 3-(3-fluoro-4-methoxyphenyl)acrylic acid (713-85-9)

Guidance literature:

Reference yield:

malonic acid (141-82-2) + 3-fluoro-p-anisaldehyde (351-54-2) → 3-(3-fluoro-4-methoxyphenyl)acrylic acid (713-85-9)

Guidance literature:

With piperidine; pyridine; at 120 ℃; for 6h;

DOI:10.1021/acs.orglett.0c01955

Reference yield: 81.0%

3-(3-fluoro-4-methoxyphenyl)acrylic acid (713-85-9) + diphenyl acetylene (501-65-5) → (5-(3-fluoro-4-methoxybenzylidene)cyclopenta-1,3-diene-1,2,3,4-tetrayl)tetrabenzene

Guidance literature:

With palladium(II) trifluoroacetate; silver carbonate; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 130 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01955

upstream raw materials:

malonic acid

3-fluoro-p-anisaldehyde

Downstream raw materials:

3-(3-fluoro-4-methoxyphenyl)propionic acid

3-(3-fluoro-4-methoxyphenyl)propan-1-ol

5-fluoro-6-methoxy-2,3-dihydro-1H-inden-1-one

Refernces

• 1、 Peng, Shiyong,Chen, Nuan,Zhang, Hong,He, Min,Li, Hongguang,Lang, Ming,Wang, Jian. "Palladium(II)-Catalyzed Oxidative Decarboxylative [2 + 2 + 1] Annulation of Cinnamic Acids with Alkynes: Access to Polysubstituted Pentafulvenes". supporting information. p. 5589 - 5593. Retrieved 2020/07/08.
• 2、 -. "Monoradioiodinated phenolic esters, acids and amines". . . Retrieved 2008/06/13.