α-Methyl-3-phenanthreneacetic acid

Base Information

• Chemical Name: α-Methyl-3-phenanthreneacetic acid
• CAS No.: 40453-15-4
• Molecular Formula: C17H14O2
• Molecular Weight: 250.2919
• Mol file: 40453-15-4.mol

Synonyms:2-(3-phenanthryl)propanoic acid;Propionic acid,2-(3-phenanthryl);2-(3'-Phenanthryl)propionic acid;

Chemical Property of α-Methyl-3-phenanthreneacetic acid

Chemical Property:

• Vapor Pressure: 2.29E-09mmHg at 25°C
• Boiling Point: 462.9°Cat760mmHg
• PKA: 4.79±0.30(Predicted)
• Flash Point: 359.5°C
• PSA: 37.30000
• Density: 1.236g/cm³
• LogP: 4.18110

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of α-Methyl-3-phenanthreneacetic acid

There total 8 articles about α-Methyl-3-phenanthreneacetic 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: 65.0%

3-Phenanthrylacetic acid (84306-76-3) + dimethyl sulfate (77-78-1) → 2-(3'-Phenanthryl)propionic acid (40453-15-4) + 2-Methyl-2-phenanthren-3-yl-propionic acid (138470-08-3)

Guidance literature:

With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; for 5h; Yields of byproduct given; Heating;

DOI:10.1002/ardp.2503241206

Reference yield: 62.0%

2-(3-phenanthryl)propanenitrile (128479-20-9) → 2-(3'-Phenanthryl)propionic acid (40453-15-4)

Guidance literature:

With sulfuric acid; In water; acetic acid; for 2h; Heating;

DOI:10.1002/ardp.19903230412

Reference yield:

1-(phenanthren-3-yl)ethanone (2039-76-1) → 2-(3'-Phenanthryl)propionic acid (40453-15-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / NaBH₄ / ethanol / 12 h / Ambient temperature

2: 100 percent / SOCl₂ / benzene / 4 h / Heating

3: 40 percent / dimethylsulfoxide / 7 h / 70 - 75 °C

4: 62 percent / H₂SO₄ / acetic acid; H₂O / 2 h / Heating

With sodium tetrahydroborate; thionyl chloride; sulfuric acid; In ethanol; water; acetic acid; dimethyl sulfoxide; benzene;

DOI:10.1002/ardp.19903230412

upstream raw materials:

2-(3-phenanthryl)propanenitrile

Methyl 3-phenanthrylacetate

dimethyl sulfate

3-Phenanthrylacetic acid

Refernces

• 1、 Fernandez,Gonzalez,Gomez,Lopez,Medina,Gomez. "Syntheses and antiinflammatory activity of 2-,3-, and 9-phenanthryl- and 9-chloro-3-phenanthryl derivatives of propanoic acid". . p. 239 - 242. Retrieved 2007/10/02.