Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: MOED synthesis (Brooker's merocyanin)
Hazard to Others

Posts: 241
Registered: 6-11-2019
Member Is Offline

Mood: Always curious

smile.gif posted on 21-5-2023 at 06:21
MOED synthesis (Brooker's merocyanin)

Recently I read this literature on synthesis of Brooker'S Merocyanin (l-methyl-4-[(oxocyclohexadienylidene)ethylidene]-l,4-
dihydropyridine ) by M. J. Minch and S. Sadia Shah from University of the Pacific
Stockton, California
The prep went smooth as a cake. I followed the exact same procedure as per the literature including the stoichiometry. I will post some images and video link to my prep here. I will also include the link to the literature here.

figure 1 and 2 : 1,4 dimethylpyridinium iodide
figure 3 and 4 : red precipitate mentioned in the literature just prior to MOED
figure 5 and 6 : MOED crystallizing out and MOED after drying
figure 7 : Solvatochromism demonstrated in various solvents



image_6487327 (1).JPG - 159kB image_6487327.JPG - 161kB

[Edited on 21-5-2023 by vibbzlab]

IMG-3379.JPG - 2.3MB image_6487327 (2).JPG - 357kB

[Edited on 21-5-2023 by vibbzlab]

IMG-3427.jpg - 1.3MB FullSizeRender.jpg - 2.6MB

[Edited on 21-5-2023 by vibbzlab]

5261D761-78E7-450F-A205-881EC10B2CDC.JPEG - 1.8MB

Amateur chemist. Doctor by profession
Have a small cute home chemistry lab.

Please do check out my lab in YouTube link below

This is my YouTube channel
View user's profile Visit user's homepage View All Posts By User
National Hazard

Posts: 586
Registered: 27-6-2006
Location: Austin, TX, USA
Member Is Offline

Mood: desperate for shade

[*] posted on 23-5-2023 at 06:24

That is an interesting looking compound. Any chance that somebody could post the journal paper? I do not have any access to read it. There is probably a main paper and a supplement with most of the synthesis details.
View user's profile Visit user's homepage View All Posts By User
International Hazard

Posts: 1218
Registered: 17-1-2013
Location: Carrboro, NC
Member Is Offline

Mood: anomalous (Euclid class)

[*] posted on 23-5-2023 at 06:45

Minch, M. J., & Shah, S. S. (1977). Merocyanin dye preparation for the introductory organic laboratory. Journal of Chemical Education, 54(11), 709.

Attachment: Merocyanin dye preparation for the introductory organic laboratory.pdf (611kB)
This file has been downloaded 166 times

al-khemie is not a terrorist organization
"Chemicals, chemicals... I need chemicals!" - George Hayduke
"Wubbalubba dub-dub!" - Rick Sanchez
View user's profile Visit user's homepage View All Posts By User
International Hazard

Posts: 1840
Registered: 1-5-2011
Member Is Offline

Mood: No Mood

[*] posted on 24-9-2023 at 04:05

@vibbzlab, how long did you reflux the initial reaction mixture? The paper by Minch et al says 24hrs but I am trying a modified reaction using 3,4-dihydroxybenzaldehyde and after 2 hrs the reaction mixture is almost solid!! The ppt is a beautiful deep crimson as in your photo's.
View user's profile View All Posts By User

  Go To Top