5623-24-5

Basic information

• Product Name: Cuminoin
• Synonyms: Cuminoin
• CAS NO: 5623-24-5
• Molecular Formula: C₂₀H₂₄O₂
• Molecular Weight: 296.40336
• Mol File: 5623-24-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 443°Cat760mmHg
• Flash Point: 188.8°C
• Appearance: /
• Density: 1.058g/cm³
• Vapor Pressure: 1.25E-08mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: Cuminoin(CAS DataBase Reference)
• NIST Chemistry Reference: Cuminoin(5623-24-5)
• EPA Substance Registry System: Cuminoin(5623-24-5)

Safety Data

• Hazardous Substances Data: 5623-24-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H24O2/c1-13(2)15-5-9-17(10-6-15)19(21)20(22)18-11-7-16(8-12-18)14(3)4/h5-14,19,21H,1-4H3

Upstream product

• 79135-58-3 1,2-bis(4-isopropylphenyl)ethane-1,2-dione 
• 122-03-2 (4-isopropylbenzaldehyde) 
• 64-17-5 ethanol 
• 151-50-8 potassium cyanide 

Downstream Products

• 194092-02-9 4,4'-diisopropyl-bibenzyl-α,α'-diol 
• 79135-58-3 1,2-bis(4-isopropylphenyl)ethane-1,2-dione 
• 5789-33-3 1,2-bis(4-isopropylphenyl)ethane 
• 23429-40-5 1,2-bis(p-tert-butylphenyl)ethylene 
• 79135-61-8 4,4'-diisopropyl-deoxybenzoin 
• 143887-40-5 4,5-Bis-(4-isopropyl-phenyl)-1,3-dihydro-imidazole-2-thione 
• 536-66-3 p-isopropylbenzoic acid 
• 122-03-2 (4-isopropylbenzaldehyde) 

Relevant articles and documents

Preparation and Application of Silica Films Supported Imidazolium-Based Ionic Liquid as Efficient and Recyclable Catalysts for Benzoin Condensations

Abstract: Two silica films -immobilized imidazolium-based ionic liquids (TMICl @silica films) were prepared, characterized and utilized as efficient catalysts for the benzoin reaction. Combined characterization results from FT-IR, elemental analysis, N2 adsorption–desorption isotherms and SEM, suggested that the imidazolium-based ionic liquids were successfully immobilized on the silica films. Moreover, the catalytic performance tests demonstrated that silica films immobilized imidazolium-based ionic liquids (ILs) exhibited excellent activity for the benzoin reactions of aromatic aldehydes. The influence of catalyst concentration, temperature and reaction duration on the catalytic activity were investigated by employing 0.7TMICl @silica film(catalyst C) as the catalyst. The results also showed that the benzoin condensations of aromatic aldehydes could give desired products with satisfactory yields under the optimized conditions. Additionally, the catalyst can be effortlessly separated by filtration and reused more than five times without significant loss of activity. Graphic Abstract: [Figure not available: see fulltext.]

Unexpected transformation of aldehydes into benzoins with Copper(I)/Samarium

The reductive coupling of aldehydes to afford pinacolic alcohols using all kinds of reducing agents involving samarium is well known. In this report, however, treatment of aromatic aldehydes with Cu(I)/Sm system produces benoins and/or benzils in good yields. A possible mechanism is proposed where Cu(I) not only activates the Sm metal but also promotes the dehydrogenation of the intermediates, during which a Cu(III) species may be involved. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

One-pot asymmetric synthesis of substituted tetrahydrofurans via a multicatalytic benzoin/Michael/acetalization cascade

A sequential benzoin/Michael/acetalization tandem reaction catalyzed by NHC and amine together has been developed to assemble aromatic aldehydes and enals into chiral tetrahydrofuran derivatives bearing multiple functional groups and stereogenic centers with high stereoselectivity of up to 95:5 dr and 96% ee. The high yield and stereocontrol of this process may be due to both acid-promoted symmetrization of racemic acyloins and iminium ion activation of enals.