2,6-Bis(4-azidobenzylidene)cyclohexanone

Base Information

• Chemical Name: 2,6-Bis(4-azidobenzylidene)cyclohexanone
• CAS No.: 20237-98-3
• Molecular Formula: C₂₀H₁₆N₆O
• Molecular Weight: 356.387
• European Community (EC) Number: 243-625-6
• Nikkaji Number: J39.710E
• Mol file: 20237-98-3.mol

Synonyms:2,6-Bis(4-azidobenzylidene)cyclohexanone;20237-98-3;(2E,6E)-2,6-bis[(4-azidophenyl)methylidene]cyclohexan-1-one;Cyclohexanone, 2,6-bis[(4-azidophenyl)methylene]-;2,6-Bis(p-azidobenzylidene)cyclohexanone;C20H16N6O;C20-H16-N6-O;Cyclohexanone, 2,6-bis((4-azidophenyl)methylene)-;SCHEMBL23663603;UZNOMHUYXSAUPB-UNZYHPAISA-N;2,6-Di(p-azidobenzal)cyclohexanone;2,6-Di(4-azidobenzal)cyclohexanone;MFCD00059878;2,6-bis(4-azidobenzylidene) cyclohexanone;B1110

Chemical Property of 2,6-Bis(4-azidobenzylidene)cyclohexanone

Chemical Property:

• Melting Point: 140 °C
• PSA: 116.57000
• LogP: 5.69572
• Water Solubility.: Insoluble in water
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 356.13855916
• Heavy Atom Count: 27
• Complexity: 640

Purity/Quality:

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

2,6-Bis(4-azidobenzylidene)cyclohexanone (wetted with ca. 30% Water) (unit weight on dry weight basis)[Research for Photosensitive Material] >85.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=CC2=CC=C(C=C2)N=[N+]=[N-])C(=O)C(=CC3=CC=C(C=C3)N=[N+]=[N-])C1
• Isomeric SMILES: C1C/C(=C\C2=CC=C(C=C2)N=[N+]=[N-])/C(=O)/C(=C/C3=CC=C(C=C3)N=[N+]=[N-])/C1

Technology Process of 2,6-Bis(4-azidobenzylidene)cyclohexanone

There total 7 articles about 2,6-Bis(4-azidobenzylidene)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: 70.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 4-azidobenzaldehyde (24173-36-2) → 2,6-bis(4-azidobenzylidene)cyclohexanone (20237-98-3)

Guidance literature:

With sodium; In methanol; for 4h;

Reference yield:

4-nitrobenzaldoxime (1129-37-9,3717-19-9,3717-20-2,140461-32-1,174848-02-3,20707-69-1) → 2,6-bis(4-azidobenzylidene)cyclohexanone (20237-98-3)

Guidance literature:

Multi-step reaction with 4 steps

1: NH₄S / ethanol / Heating

2: 1) conc. HCl, NaNO₂, 2) NaN₃ / 1) H₂O, 1 h, 0 - 5 deg C, 2) H₂O

3: phthalic acid anhydride, conc. HCl / ethanol; H₂O / Heating

4: 70 percent / Na / methanol / 4 h

With hydrogenchloride; phthalic anhydride; sodium azide; sodium; sodium nitrite; In methanol; ethanol; water;

Reference yield:

p-Azido-benzaldoxim → 2,6-bis(4-azidobenzylidene)cyclohexanone (20237-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: phthalic acid anhydride, conc. HCl / ethanol; H₂O / Heating

2: 70 percent / Na / methanol / 4 h

With hydrogenchloride; phthalic anhydride; sodium; In methanol; ethanol; water;

upstream raw materials:

cyclohexanone

4-azidobenzaldehyde

4-nitrobenzaldoxime

p-Amino-benzaldoxim

Refernces

• 1、 -. "Process for the preparation of azidobenzal compounds". . . Retrieved 2008/06/13.