9-Anthraceneacrylic acid

Base Information

• Chemical Name: 9-Anthraceneacrylic acid
• CAS No.: 5335-33-1
• Molecular Formula: C17H12O2
• Molecular Weight: 248.281
• NSC Number: 2930
• Nikkaji Number: J1.272.807G
• Mol file: 5335-33-1.mol

Synonyms:9-Anthraceneacrylic acid;5335-33-1;(E)-3-(ANTHRACEN-9-YL)ACRYLIC ACID;3-(9-Anthryl)propenoic acid;3-(Anthracen-9-yl)acrylic acid;(2E)-3-(ANTHRACEN-9-YL)PROP-2-ENOIC ACID;202998-44-5;(E)-3-anthracen-9-ylprop-2-enoic acid;NSC2930;NSC-2930;CS-0182972;J-650058

Chemical Property of 9-Anthraceneacrylic acid

Chemical Property:

• Vapor Pressure: 2.59E-10mmHg at 25°C
• Boiling Point: 487.4°C at 760 mmHg
• Flash Point: 371°C
• Density: 1.284g/cm³
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 248.083729621
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C=CC(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2/C=C/C(=O)O

Technology Process of 9-Anthraceneacrylic acid

There total 12 articles about 9-Anthraceneacrylic 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: 95.0%

(E)-methyl 3-(anthracen-9-yl)acrylate (22844-33-3,101736-45-2) → (E)-3-(anthracen-9-yl)acrylic acid (5335-33-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Ambient temperature;

DOI:10.1080/00397919808005934

Reference yield: 90.0%

3-(9-anthracenyl)acrylic acid ethyl ester (75802-37-8) → 3-(9-Anthryl)acrylsaeure (5335-33-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h;

DOI:10.1021/jo00316a029

Reference yield: 82.6%

malonic acid (141-82-2) + 9-anthracene aldehyde (642-31-9) → (E)-3-(anthracen-9-yl)acrylic acid (5335-33-1)

Guidance literature:

With piperidine; In pyridine; at 100 - 190 ℃; for 5.5h;

DOI:10.1246/bcsj.75.2487

upstream raw materials:

acetic anhydride

9-anthracene aldehyde

malonic acid

3-(9-anthracenyl)acrylic acid ethyl ester

Downstream raw materials:

(E)-3-anthracen-9-yl-N-(hydroxycarbamoylphenylmethyl)acrylamide

C₂₆H₂₁NO₃

3-Anthracen-9-yl-N-(4-methoxy-phenyl)-N-methyl-propionamide

1-(N-Methyl-N-p-methoxyphenyl)-amino-3-(9-anthryl)-propan

Refernces

• 1、 Al-Kaysi, Rabih O.,Zhu, Lingyan,Al-Haidar, Maram,Al-Muhannah, Muhannah K.,El-Boubbou, Kheireddine,Hamdan, Tarafah M.,Bardeen, Christopher J.. "Chemical reaction method for growing photomechanical organic microcrystals". . p. 8835 - 8842. Retrieved 2015.
• 2、 Yan, Yun-Nan,Lin, Dan-Yan,Pan, Wen-Long,Li, Xiu-Ling,Wan, Yi-Qian,Mai, Yu-Liang,Song, Hua-Can. "Synthesis and optical behaviors of 2-(9-phenanthrenyl)-, 2-(9-anthryl)-, and 2-(1-pyrenyl)-1-alkylimidazole homologues". body text. p. 233 - 242. Retrieved 2011/03/17.