Divanillylidene cyclohexanone

Base Information

• Chemical Name: Divanillylidene cyclohexanone
• CAS No.: 579-23-7
• Molecular Formula: C22H22 O5
• Molecular Weight: 366.414
• European Community (EC) Number: 209-438-9
• Mol file: 579-23-7.mol

Synonyms:Divanillylidene cyclohexanone;579-23-7

Chemical Property of Divanillylidene cyclohexanone

Chemical Property:

• Vapor Pressure: 8.95E-15mmHg at 25°C
• Melting Point: 178-179°
• Boiling Point: 595.5°Cat760mmHg
• PKA: 9.44±0.35(Predicted)
• Flash Point: 210.2°C
• PSA: 75.99000
• Density: 1.292g/cm³
• LogP: 4.33500
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 366.14672380
• Heavy Atom Count: 27
• Complexity: 533

Purity/Quality:

99% ^*data from raw suppliers

2,6-Divanillylidenecyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=C2CCCC(=CC3=CC(=C(C=C3)O)OC)C2=O)O
• Isomeric SMILES: COC1=C(C=CC(=C1)C=C2CCC/C(=C\C3=CC(=C(C=C3)O)OC)/C2=O)O
• Uses: 2,6-Divanillylidenecyclohexanone (cas# 579-23-7) is used to make a nanofiber which is found to have anti-bacterial and anti-cancer activity.

Technology Process of Divanillylidene cyclohexanone

There total 12 articles about Divanillylidene cyclohexanone 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: 98.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + vanillin (121-33-5,8014-42-4) → (2E,6E)-2,6-bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone (579-23-7)

Guidance literature:

With hydrogenchloride; for 48h;

DOI:10.1016/S0223-5234(97)83288-6

Reference yield: 98.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + vanillin (121-33-5,8014-42-4) → 2,6-bis-(4-hydroxyl-3-methoxybenzylidine)cyclohexanone (579-23-7)

Guidance literature:

With hydrogenchloride; In acetic acid; at 25 - 30 ℃; for 50h;

DOI:10.1016/j.bmcl.2012.12.098

Reference yield: 78.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 3,4-dimethoxy-benzaldehyde (120-14-9) → (2E,6E)-2,6-bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone (579-23-7)

Guidance literature:

With hydrogenchloride; acetic acid; at 25 - 30 ℃; for 2h;

DOI:10.1016/j.foodchem.2009.09.024

upstream raw materials:

cyclohexanone

vanillin

C₃₂H₃₈O₇

3-methoxy-4-(tetrahydropyran-2-yloxy)benzaldehyde

Downstream raw materials:

(E)-2-amino-8-(4-hydroxy-3-methoxybenzylidene)-4-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

2,6-bis(4-propionate-3-methoxybenzylidene)cyclohexanone

(2E,6E)-2,6-bis({3-[(dimethylamino)methyl]-4-hydroxy-5-methoxyphenyl}methylidene)cyclohexan-1-one

Refernces

• 1、 Costi, Roberta,Di Santo, Roberto,Artico, Marino,Miele, Gaetano,Valentini, Paola,Novellino, Ettore,Cereseto, Anna. "Cinnamoyl compounds as simple molecules that inhibit p300 histone acetyltransferase". . p. 1973 - 1977. Retrieved 2007.
• 2、 Lee, Elaine Hui-Chien,Lim, Sherlyn Sheau-Chin,Yuen, Kah-Hay,Lee, Chong-Yew. "Curcumin and a hemi-analogue with improved blood–brain barrier permeability protect against amyloid-beta toxicity in Caenorhabditis elegans via SKN-1/Nrf activation". . p. 860 - 868. Retrieved 2019.
• 3、 Abd El-Lateef, Hany M.,Aly, Kamal I.,El-Remaily, Mahmoud Abd El Aleem Ali Ali,Khodairy, A.,Sayed, Marwa M.,Yehia, Nasr. "Novel polyesters based on indazole moiety: Synthesis, characterization and applicability as efficient inhibitors for acidic X-65-steel corrosion". . . Retrieved 2021/08/07.
• 4、 Al Ajeil, Ruba,AlNeyadi, Shaikha S.,Amer, Naheed,Breitener, Priya,Munawar, N.,Thomas, Tony G.. "Synthesis, characterization, and antioxidant activity of some 2-methoxyphenols derivatives". . p. 112 - 122. Retrieved 2020/10/23.