4-Acetoxy-3-methoxy-cinnamic acid

Base Information

• Chemical Name: 4-Acetoxy-3-methoxy-cinnamic acid
• CAS No.: 2596-47-6
• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 236.224
• Wikidata: Q105113100
• Mol file: 2596-47-6.mol

Synonyms:4-acetoxy-3-methoxy-cinnamic acid;4-acetyloxy-3-methoxy-cinnamic acid;3-(3-methoxy-4-acetoxyphenyl)acrylic acid;FT-0617387;D94627;3-(4-acetoxy-3-methoxy-phenyl)prop-2-enoic acid

Chemical Property of 4-Acetoxy-3-methoxy-cinnamic acid

Chemical Property:

• Vapor Pressure: 3.44E-06mmHg at 25°C
• Melting Point: 193-196°C
• Boiling Point: 371.9°Cat760mmHg
• PKA: 4.32±0.10(Predicted)
• Flash Point: 141.6°C
• PSA: 72.83000
• Density: 1.265g/cm³
• LogP: 1.71830
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 236.06847348
• Heavy Atom Count: 17
• Complexity: 310

Purity/Quality:

99% ^*data from raw suppliers

(2E)-3-[4-(Acetyloxy)-3-methoxyphenyl]prop-2-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1=C(C=C(C=C1)C=CC(=O)O)OC

Technology Process of 4-Acetoxy-3-methoxy-cinnamic acid

There total 26 articles about 4-Acetoxy-3-methoxy-cinnamic 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: 100.0%

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + acetic anhydride (108-24-7) → (E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acid (2596-47-6,147677-05-2,34749-55-8)

Guidance literature:

With pyridine; at 37 ℃; Inert atmosphere;

DOI:10.1021/jf506361r

Reference yield: 99.0%

3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + acetic anhydride (108-24-7) → 3-(4-acetoxy-3-methoxyphenyl)prop-2-enoic acid (34749-55-8,147677-05-2,2596-47-6)

Guidance literature:

With pyridine; dmap; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.06.002

Reference yield: 92.0%

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → (E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acid (2596-47-6,147677-05-2,34749-55-8)

Guidance literature:

With hydrogenchloride; acetic anhydride; In pyridine; ethyl acetate;

upstream raw materials:

vanillin acetate

acetic anhydride

sodium acetate

vanillin

Downstream raw materials:

4-acetoxy-3-methoxy-cinnamic acid methyl ester

vanillin acetate

2-methoxy-4-((E)-phenylethenyl)phenol

(E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide

Refernces

• 1、 Yasmin, Sabina,Cerchia, Carmen,Badavath, Vishnu Nayak,Laghezza, Antonio,Dal Piaz, Fabrizio,Mondal, Susanta K.,Atl?, ?zlem,Baysal, Merve,Vadivelan, Sankaran,Shankar,Siddique, Mohd Usman Mohd,Pattnaik, Ashok Kumar,Singh, Ravi Pratap,Loiodice, Fulvio,Jayaprakash, Venkatesan,Lavecchia, Antonio. "A Series of Ferulic Acid Amides Reveals Unexpected Peroxiredoxin 1 Inhibitory Activity with in vivo Antidiabetic and Hypolipidemic Effects". . p. 484 - 498. Retrieved 2020/11/02.
• 2、 Moni, Lisa,Banfi, Luca,Basso, Andrea,Mori, Alessia,Risso, Federica,Riva, Renata,Lambruschini, Chiara. "A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives". . p. 1737 - 1749. Retrieved 2021/03/23.