Dimedone

Base Information

• Chemical Name: Dimedone
• CAS No.: 3471-13-4
• Molecular Formula: C8H12 O2
• Molecular Weight: 140.182
• Hs Code.: 2914400090
• Mol file: 3471-13-4.mol

Synonyms:2-Hydroxy-4,4-dimethyl-6-oxo-1-cyclohexene;3-Hydroxy-5,5-dimethyl-2-cyclohexen-1-one; 3-Hydroxy-5,5-dimethyl-2-cyclohexenone;Dimedone; Dimedone enol tautomer

Chemical Property of Dimedone

Chemical Property:

• Boiling Point: 221.5°Cat760mmHg
• Flash Point: 89°C
• PSA: 37.30000
• Density: 1.081g/cm³
• LogP: 1.81740

Purity/Quality:

99% ^*data from raw suppliers

3-HYDROXY-5,5-DIMETHYL-2-CYCLOHEXEN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dimedone

There total 7 articles about Dimedone 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: 76.0%

Cyanothioacetamide (7357-70-2) + 2-(3,3-Bis-dimethylamino-allylidene)-5,5-dimethyl-cyclohexane-1,3-dione (105244-30-2) → dimedone (3471-13-4) + 3-(dimethylamino)-5,5-dimethyl-2-cyclohexen-1-one (31039-88-0) + 6-dimethylamino-3-cyano-2-pyridinethione (110989-71-4)

Guidance literature:

DOI:10.1007/BF00762005

Reference yield: 56.2%

2-(dimethyltelluranylidene)dimedon → dimedone (3471-13-4)

Guidance literature:

With sodium tetraphenyl borate; triphenylphosphine; at 160 ℃;

Reference yield: 43.0%

2-(3,3-Bis-dimethylamino-allylidene)-5,5-dimethyl-cyclohexane-1,3-dione (105244-30-2) + cyanoacetic acid amide (107-91-5) → dimedone (3471-13-4) + 3-(dimethylamino)-5,5-dimethyl-2-cyclohexen-1-one (31039-88-0) + 6-dimethylamino-2-oxo-1,2-dihydro-pyridine-3-carbonitrile (64792-43-4)

Guidance literature:

DOI:10.1007/BF00762005

upstream raw materials:

Cyanothioacetamide

2-(3,3-Bis-dimethylamino-allylidene)-5,5-dimethyl-cyclohexane-1,3-dione

dimedone

2-(methylphenyltelluranylidene)dimedon

Downstream raw materials:

2-Chloro-benzoic acid [3-hydroxy-5,5-dimethyl-cyclohex-2-en-(Z)-ylidene]-hydrazide

3-hydroxy-2-[(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)methyl]-5,5-dimethylcyclohex-2-en-1-one

2-(4',5'-dihydroisoxazol-3'-yl)-5,5-dimethylcyclohexane-1,3-dione

5,5,5',5'-tetramethyl-2,2'-(4-dimethylamino-benzylidene)-bis-cyclohexane-1,3-dione

Refernces

• 1、 Ismailov,Yusubov,Sadykhova,Gasymov,Ibragimova,Mamedov. "Alkylation of methylene-active compounds with halo acetals and hydrolysis of the alkylation products". . p. 1390 - 1393. Retrieved 2016/11/29.
• 2、 Mills, Sander G.,Beak, Peter. "Solvent Effects on Keto-Enol Equilibria: Tests of Quantitative Models". . p. 1216 - 1224. Retrieved 2007/10/02.