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2-Hydroxy-2,2-diphenylacetaldehyde, also known as benzpinacol, is an organic compound with the chemical formula C15H14O2. It is a colorless to pale yellow crystalline solid that is soluble in organic solvents. 2-hydroxy-2,2-diphenylacetaldehyde is characterized by its unique structure, featuring a hydroxyl group and two phenyl rings attached to a central acetaldehyde moiety. It is synthesized through various methods, including the condensation of benzaldehyde with pinacol, and is used as an intermediate in the production of pharmaceuticals, agrochemicals, and other organic compounds. Due to its reactivity, 2-hydroxy-2,2-diphenylacetaldehyde can undergo further chemical transformations, making it a valuable building block in organic synthesis.

4746-86-5

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4746-86-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4746-86-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,4 and 6 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 4746-86:
(6*4)+(5*7)+(4*4)+(3*6)+(2*8)+(1*6)=115
115 % 10 = 5
So 4746-86-5 is a valid CAS Registry Number.

4746-86-5Relevant academic research and scientific papers

Rapid, One-Step Synthesis of α-Ketoacetals via Electrophilic Etherification

Paris, Timothy J.,Schwartz, Chris,Sundall, Eric,Willand-Charnley, Rachel

, p. 14797 - 14811 (2021/10/20)

Herein, we report a rapid, one-step synthesis of α-ketoacetals via electrophilic etherification of α-alkoxy enolates and monoperoxyacetals. Methyl, primary, and secondary α-ketoacetals were obtained in 44-63% yields from tetrahydropyranyl substrates; usin

Cascade annulative π-extension for the rapid construction of carbazole based polyaromatic hydrocarbons

Banerjee, Ankush,Ghosh, Meghna,Kundu, Samrat,Maji, Modhu Sudan,Pal, Shyam Chand

supporting information, p. 5762 - 5765 (2021/06/16)

A Br?nsted acid catalyzed cascade benzannulation strategy for the one-pot synthesis of densely populated poly-aryl benzo[a]carbazole architectures is disclosed from easily affordable fundamental commodities. The efficacy of this technique was further validated via the concise synthesis of structurally unique carbazole based poly-aromatic hydrocarbons. Furthermore, the photo-physical properties of the synthesized compounds are thoroughly investigated.

The Acceleration of the Rearrangement of α-Hydroxy Aldimines by Lewis or Bronsted Acids

Zhang, Xin,Dai, Yijing,Wulff, William D.

, p. 2015 - 2018 (2018/09/18)

An efficient method was developed for the synthesis of α-amino ketones from α-hydroxy imines. The reaction occurs through an α-iminol rearrangement involving the migration of a substituent of the carbinol carbon to the imine carbon. The optimal catalysts were found to be silica gel or montmorillonite K 10, which effected migration of a variety of aryl and alkyl substituents in high yields. The rearrangement can also be carried out on imines generated in situ from aldehydes and amines in essentially the same yields as those from the preformed imines.

Rapid Construction of Complex 2-Pyrrolines through Lewis Acid-Catalyzed, Sequential Three-Component Reactions via in Situ-Generated 1-Azaallyl Cations

Schlegel, Marcel,Schneider, Christoph

supporting information, p. 3119 - 3123 (2018/05/28)

The first Sc(OTf)3-catalyzed dehydration of 2-hydroxy oxime ethers to generate benzylic stabilized 1-azaallyl cations, which are captured by 1,3-carbonyls, is described. A subsequent addition of primary amines in a sequential three-component re

Catalytic asymmetric α-iminol rearrangement: New chiral platforms

Zhang, Xin,Staples, Richard J.,Rheingold, Arnold L,Wulff, William D.

supporting information, p. 13971 - 13974 (2014/12/10)

A series of 19 different asymmetric catalysts were screened in an effort to identify the first chiral catalyst for the rearrangement of α-hydroxy imines to α-amino ketones involving a 1,2-carbon shift. Although aluminate complexes of VAPOL, VANOL, and 7,7'-tBu2VANOL were quite effective catalysts giving up to 88% ee, the ne plus ultra catalyst for this reaction was found to be a zirconium complex of VANOL which gives 97 to >99% ee for the majority of the substrates examined. An X-ray diffraction study of the catalyst reveals that the zirconium exists as a homoleptic complex with three VANOL ligands and two protonated N-methyl imidazoles.

Rhodium-catalyzed carbometalation of ynamides with organoboron reagents

Gourdet, Benoit,Smith, Donna L.,Lam, Hon Wai

scheme or table, p. 6026 - 6031 (2010/09/10)

In the presence of catalytic [Rh(cod)(MeCN)2]BF4, ynamides undergo carbometalation with boronic acids, arylboronic esters, and triarylboroxines. These reactions enable the regio- and stereocontrolled synthesis of multisubstituted ena

Monofluoro-substituted azomethine ylides in fluorocarbene reactions with imines. Synthesis and transformations of monofluoroaziridines

Konev,Novikov,Khlebnikov

, p. 286 - 296 (2007/10/03)

N-Arylmethylene and N-benzhydrylideneamines react with fluorocarbene yielding fluoro-substituted azomethine ylides that undergo 1,3-π-cyclization into aziridines. Generation of fluoroylides in the presence of dipolarophiles (dimethyl maleate or dimethyl acetylenedicarboxylate) led to the reaction of 1,3-dipolar cycloaddition resulting in substituted 2-pyrrolines or pyrroles. 2-Fluoroaziridines, products of N-alkyl-N-benzhydrylideneamines 1,3-π-cyclization, in the presence of acid catalysts suffer isomerization into α-fluoroimines and 1,3-disubstituted indoles.

Carbanions with two N substituents: Nucleophilic acyl-group-transfer reagents

Bojer, Daniel,Kamps, Ina,Tian, Xin,Hepp, Alexander,Pape, Tania,Froehlich, Roland,Mitzel, Norbert W.

, p. 4176 - 4179 (2008/03/12)

(Chemical Equation Presented) Without mercury or thallium: A new umpoled nucleophilic acylation reagent is formed in the direct deprotonation of 1,3,5-trimethyl-1,3,5-triazacyclohexane with butyllithium. The carbanionic center is flanked by two amino grou

A silver salt - iodine reagent system for the deprotection of monothioacetals and dithioacetals

Nishide, Kiyoharu,Nakamura, Daisaku,Yokota, Kouichi,Sumiya, Toshio,Node, Manabu,Ueda, Masaru,Fuji, Kaoru

, p. 393 - 404 (2007/10/03)

A new reagent (silver salt - iodine) system was developed for the deprotection of monothioacetals and dithioacetals. The reactions using this reagent system afforded the parent carbonyl compounds in moderate to quantitative yields under mild conditions. T

Reduction of α-Trialkylsiloxy Nitriles with Diisobutylaluminium Hydride (DIBAH): A Facile Preparation of α-Trialkylsiloxy Aldehydes and their Derivatives

Hayashi, Masahiko,Yoshiga, Tomoko,Nakatani, Kanako,Ono, Kazuyuki,Oguni, Nobuki

, p. 2821 - 2830 (2007/10/02)

The stepwise synthesis of α-trimethylsiloxy aldehydes and α-hydroxy aldehydes could be achieved via the reduction of α-trimethylsiloxy nitriles with diisobutylaluminium hydride (DIBAH) starting from a variety of ketones.The facile synthesis of optically active α-tert-butyldimethylsiloxy aldehydes was attained by combination of asymmetric silylcyanation of aldehydes and DIBAH reduction of optically active α-siloxy nitriles.Furthermore, in the reduction of some α-tert-butyldimethylsiloxy-β,γ-unsaturated nitriles, migration of the double bond took place to form more stable α-siloxy-α,β-unsaturated aldehydes under some reaction conditions.

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