Disperseyellow39

Base Information

• Chemical Name: Disperseyellow39
• CAS No.: 12236-29-2
• Molecular Formula: C₁₇H₁₆N₂O
• Molecular Weight: 264.327
• European Community (EC) Number: 602-641-7
• DSSTox Substance ID: DTXSID101316182
• Wikidata: Q110868204
• Mol file: 12236-29-2.mol

Synonyms:12236-29-2;Disperse Yellow 39;disperseyellow39;2-[[4-(dimethylamino)phenyl]methylidene]-1H-indol-3-one;2-{[4-(dimethylamino)phenyl]methylidene}-2,3-dihydro-1H-indol-3-one;(Z)- Disperse Yellow 39;SCHEMBL5695407;DTXSID101316182;CID 4516371;38072-53-6;2-(p-dimethylaminobenzylidene)-3-oxo-2,3-dihydroindole

Chemical Property of Disperseyellow39

Chemical Property:

• Vapor Pressure: 7.37E-09mmHg at 25°C
• Melting Point: 232-234 °C
• Boiling Point: 466°C at 760 mmHg
• PKA: 4.32±0.24(Predicted)
• Flash Point: 235.6°C
• Density: 1.219g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 264.126263138
• Heavy Atom Count: 20
• Complexity: 394

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=C2C(=O)C3=CC=CC=C3N2

Technology Process of Disperseyellow39

There total 15 articles about Disperseyellow39 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: 88.0%

1-acetyl-2,3-dihydro-1H-indol-3-one (16800-68-3) + 4-dimethylamino-benzaldehyde (100-10-7) → (E)-2-(4-(dimethylamino)benzylidene)indolin-3-one (38072-53-6,104188-42-3,12236-29-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; overnight;

Reference yield: 87.0%

1-acetyl-2-(4-(dimethylamino)benzylidene)indolin-3-one → (Z)-2-(4-(dimethylamino)benzylidene)indolin-3-one (38072-53-6,12236-29-2)

Guidance literature:

With potassium hydroxide; In methanol; water; at 20 ℃; for 0.75h;

DOI:10.1002/cmdc.201600327

Reference yield: 86.0%

3-indoxyl acetate (608-08-2) + 4-dimethylamino-benzaldehyde (100-10-7) → (Z)-2-(4-(dimethylamino)benzylidene)indolin-3-one (38072-53-6,12236-29-2)

Guidance literature:

3-indoxyl acetate; With sodium hydroxide; In methanol; water; at 100 ℃; for 0.25h; Inert atmosphere;

4-dimethylamino-benzaldehyde; In methanol; water; at 0 - 20 ℃; for 72h; Inert atmosphere;

DOI:10.3762/bjoc.15.275

upstream raw materials:

1-acetyl-2,3-dihydro-1H-indol-3-one

4-dimethylamino-benzaldehyde

(Z)-2-(4-(dimethylamino)benzylidene)indolin-3-one

N-(2-(2-chloroacetyl)phenyl)acetamide

Downstream raw materials:

(E)-2-(4-(dimethylamino)benzylidene)indolin-3-one

(Z)-2-(4-(dimethylamino)benzylidene)indolin-3-one

Refernces

• 1、 Petermayer, Christian,Thumser, Stefan,Kink, Florian,Mayer, Peter,Dube, Henry. "Hemiindigo: Highly Bistable Photoswitching at the Biooptical Window". . p. 15060 - 15067. Retrieved 2017.
• 2、 Berdnikova, Daria V.. "Design, synthesis and investigation of water-soluble hemi-indigo photoswitches for bioapplications". . p. 2822 - 2829. Retrieved 2019/12/11.