4-[(4-carboxyphenyl)methylidene]-2-methyl-1,2,3,4-tetrahydroacridine-9-carboxylic acid

Base Information

• Chemical Name: 4-[(4-carboxyphenyl)methylidene]-2-methyl-1,2,3,4-tetrahydroacridine-9-carboxylic acid
• CAS No.: 5628-16-0
• Molecular Formula: C16H14O2
• Molecular Weight: 238.2812
• Mol file: 5628-16-0.mol

Synonyms:Tricyclo[8.2.2.24,7]hexadeca-1(13),4(16),6,10(14),11-pentaene-5,15-dione;4.7-[2.2]paracyclophane quinone;[2.2]paracyclophane-4,7-dion;[2.2]paracyclophane-4,7-dione;rac-[2.2]paracyclophane-4,7-quinone;[2.2]Paracyclophan;[2.2]paracyclophane-4,7-quinone;

Chemical Property of 4-[(4-carboxyphenyl)methylidene]-2-methyl-1,2,3,4-tetrahydroacridine-9-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.02E-16mmHg at 25°C
• Boiling Point: 399°Cat760mmHg
• Flash Point: 149.5°C
• PSA: 34.14000
• Density: 1.21g/cm³
• LogP: 2.57000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[(4-carboxyphenyl)methylidene]-2-methyl-1,2,3,4-tetrahydroacridine-9-carboxylic acid

There total 10 articles about 4-[(4-carboxyphenyl)methylidene]-2-methyl-1,2,3,4-tetrahydroacridine-9-carboxylic 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: 60.0%

4,7-dimethoxy<2.2>paracyclophane (65317-00-2) → <2.2>paracyclophane-4,7-dione (5628-16-0) + 3,6-dimethoxy<2.2>metaparacyclophane-4(3H)-one (144424-91-9) + 5-methoxy-6-(methoxycarbonylmethylene)<8>paracyclophane-4-en-3-one (144424-92-0)

Guidance literature:

With ammonium cerium(IV) nitrate; water; In acetonitrile; for 4h; Ambient temperature;

DOI:10.1246/bcsj.65.2076

Reference yield: 54.0%

N-Acetyl<2.2>paracyclophan-4-amin (18869-33-5) → <2.2>paracyclophane-4,7-dione (5628-16-0) + [2.2]paracyclophane-N-acetyl-4,7-benzoquinone-4-monoimine

Guidance literature:

With [bis(acetoxy)iodo]benzene; acetic acid; at 20 ℃; for 2.5h;

DOI:10.1002/adsc.201300547

Reference yield: 37.2%

4-hydroxy-[2,2]-paracyclophane (5628-11-5,157018-15-0) → <2.2>paracyclophane-4,7-dione (5628-16-0) + <2.2>paracyclophane-4,5-quinone (82886-83-7)

Guidance literature:

With (PhSeO)2O; In benzene; for 5h; Product distribution; Heating; investigation of reaction with <3.3>paracyclophan-5-ol too;

DOI:10.1016/S0040-4039(00)87296-2

upstream raw materials:

4-hydroxy-[2,2]-paracyclophane

4,7-dimethoxy<2.2>paracyclophane

[2.2]Paracyclophan

4-bromo[2.2]paracyclophane