2-Propenoic acid, 3-(2,5-dimethoxyphenyl)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(2,5-dimethoxyphenyl)-
• CAS No.: 10538-51-9
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Hs Code.: 29189900
• DSSTox Substance ID: DTXSID001276543
• Mol file: 10538-51-9.mol

Synonyms:2-Propenoic acid, 3-(2,5-dimethoxyphenyl)-;3-(2,5-dimethoxyphenyl)prop-2-enoic acid;2,5-Dimethoxycinnamicacid;DTXSID001276543;AKOS017269112;3-(2,5-dimethoxyphenyl)propenoic acid;FT-0610406;FT-0772138;D89964

Chemical Property of 2-Propenoic acid, 3-(2,5-dimethoxyphenyl)-

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 2.84E-06mmHg at 25°C
• Melting Point: 147-150 °C
• Refractive Index: 1.4389 (estimate)
• Boiling Point: 374.508 °C at 760 mmHg
• PKA: 4.40±0.10(Predicted)
• Flash Point: 147.278 °C
• PSA: 55.76000
• Density: 1.203 g/cm³
• LogP: 1.80160
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-(2,5-Dimethoxyphenyl)acrylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)C=CC(=O)O
• Uses: 2,5-Dimethoxycinnamic acid can be used as a pharmaceutical intermediate, and can be used in the synthesis of vasodilators such as cinnepazide.

Technology Process of 2-Propenoic acid, 3-(2,5-dimethoxyphenyl)-

There total 8 articles about 2-Propenoic acid, 3-(2,5-dimethoxyphenyl)- 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: 94.0%

malonic acid (141-82-2) + 2,5-dimethoxybenzaldehyde (93-02-7) → 2,5-dimethoxycinnamic acid (10538-51-9)

Guidance literature:

With piperidine; pyridine; at 50 - 85 ℃; for 5h; Reflux;

DOI:10.1007/s00044-012-0337-y

Reference yield: 51.0%

acrylic acid (79-10-7) + 1,4-dimethoxybezene (150-78-7) → 2,5-dimethoxycinnamic acid (10538-51-9)

Guidance literature:

With dipotassium peroxodisulfate; palladium diacetate; In 1,4-dioxane; acetic acid; at 80 ℃; for 24h;

DOI:10.1016/j.tetlet.2019.151471

Reference yield:

acetic anhydride (108-24-7) + 2,5-dimethoxybenzaldehyde (93-02-7) → 2,5-dimethoxycinnamic acid (10538-51-9)

Guidance literature:

With sodium acetate; at 180 ℃;

DOI:10.1093/pa/53.3.605

upstream raw materials:

acetic anhydride

2,5-dimethoxybenzaldehyde

2,5-dihydroxycinnamic acid

dimethyl sulfate

Downstream raw materials:

ethyl 2',5'-dimethoxycinnamate

3-(2,5-dimethoxyphenyl)propanoic acid

2,5-dimethoxybenzaldehyde

(R)-2-[(E)-3-(2,5-Dimethoxy-phenyl)-acryloylamino]-3-methylsulfanylmethylsulfanyl-propionic acid methyl ester

Refernces

• 1、 Chaaban, Ibrahim,El Khawass, El Sayeda M.,Mahran, Mona A.,Abd El Razik, Heba A.,El Salamouni, Nehad S.,Abdel Wahab, Abeer E.. "Synthesis and biological evaluation of novel hydroquinone dimethyl ethers as potential anticancer and antimicrobial agents". . p. 3760 - 3778. Retrieved 2013.
• 2、 -. "Pyridazinone derivative, and preparation method and medical application thereof". Paragraph 0168-0172. . Retrieved 2019/10/07.
• 3、 Kotha, Sambasivarao,Cheekatla, Subba Rao,Mandal, Binita. "Synthesis and rearrangement of cage [4.3.2]propellanes that contain a spiro linkage". . p. 4277 - 4282. Retrieved 2018/08/28.