6706-95-2

Basic information

• Product Name: 3,3'-DIMETHOXYBENZOIN
• Synonyms: 3,3'-DIMETHOXYBENZOIN;m-Anisoin;1,2-Bis(3-methoxyphenyl)-2-hydroxyethanone;2-Hydroxy-1,2-bis(3-methoxyphenyl)ethanone;Nsc26662
• CAS NO: 6706-95-2
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.3
• Mol File: 6706-95-2.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 431.6°C at 760 mmHg
• Flash Point: 159°C
• Appearance: /
• Density: 1.194g/cm³
• Vapor Pressure: 3.23E-08mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: 3,3'-DIMETHOXYBENZOIN(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-DIMETHOXYBENZOIN(6706-95-2)
• EPA Substance Registry System: 3,3'-DIMETHOXYBENZOIN(6706-95-2)

Safety Data

• Hazardous Substances Data: 6706-95-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H16O4/c1-19-13-7-3-5-11(9-13)15(17)16(18)12-6-4-8-14(10-12)20-2/h3-10,15,17H,1-2H3

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 40101-17-5 3,3'-dimethoxybenzil 
• 586-38-9 3-Methoxybenzoic acid 
• 5368-81-0 methyl 3-methoxybenzoate 

Downstream Products

• 40101-17-5 3,3'-dimethoxybenzil 
• 6266-57-5 1,2-bis(3-methoxyphenyl)ethan-1-one 
• 131376-65-3 3,3'-Dimethoxybenzoin phosphate 
• 143546-91-2 (3-{2-[4,5-Bis-(3-methoxy-phenyl)-oxazol-2-yl]-ethyl}-phenoxy)-acetic acid methyl ester 
• 109770-31-2 3,4-bis(3-methoxyphenyl)-2,5-diphenylcyclopenta-2,4-dienone 
• 56430-20-7 4-Hydroxy-3,4-bis-(3-methoxy-phenyl)-cyclohex-2-enone 
• 56430-31-0 3,4-Dihydroxy-3,4-bis-(3-methoxy-phenyl)-5-phenyl-cyclohexanone 
• 5959-71-7 MetaDES 
• 76473-06-8 trans-3,3'-dimethoxy-α,β-diethylstilbene 
• 5471-44-3 3,3'-dimethoxy-deoxybenzoin oxime 
• 1062158-04-6 2-hydroxy-1,2-bis-(3-methoxy-phenyl)-pent-4-en-1-one 
• 1081978-76-8 (S)-2-hydroxy-1,2-bis(3-methoxyphenyl)ethan-1-one 
• 181655-43-6 (R)-2-hydroxy-1,2-bis(3-methoxyphenyl)ethan-1-one 
• 586-38-9 3-Methoxybenzoic acid 

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.]

Base-Free Asymmetric Transfer Hydrogenation of 1,2-Di- and Monoketones Catalyzed by a (NH)2P2-Macrocyclic Iron(II) Hydride

The hydride isonitrile complex [FeH(CNCEt3)(1 a)]BF4 (2) containing a chiral P2(NH)2 macrocycle (1 a), in the presence of 2-propanol as hydrogen donor, catalyzes the base-free asymmetric transfer hydrogenation (ATH) of prostereogenic ketones to alcohols and the hemihydrogenation of benzils to benzoins, which contain a base-labile stereocenter. Benzoins are formed in up to 83 % isolated yield with enantioselectivity reaching 95 % ee. Ketones give the same enantioselectivity observed with the parent catalytic system [Fe(CNCEt3)2(1 a)] (3 a) that operates with added NaOtBu.

Highly enantioselective hydrogenation of o-alkoxy tetrasubstituted enamides catalyzed by a Rh/(R, S)-josiphos catalyst

Rh/(R,S)-JosiPhos complex-catalyzed asymmetric hydrogenation of o-alkoxy tetrasubstituted enamides has been achieved, and it furnished a set of β-amino alcohol analogues in high yields and excellent enantiomeric excesses (>99% conversion, up to 99% ee).This method provides valuable chiral building blocks in chiral pharmaceuticals and useful motifs for catalysts.