90718-39-1

Upstream product

• 91-01-0 1,1-Diphenylmethanol 
• 119-61-9 benzophenone 
• 90-99-3 diphenylchloromethane 

Downstream Products

• 119-61-9 benzophenone 

Relevant academic research and scientific papers

Oxidation of alcohols by N-chlorosuccinimide-a kinetic study

The kinetics of oxidation of alcohols by N-chlorosuccinimide (NCS) have been studied. The independence of rate on the concentration and structure of alcohol and the fractional order dependence on concentrations of added H+ and Cl- suggest that the reaction proceeds through the formation of Cl2 generated in a steady concentration in a slow step followed by a rapid uptake of the alcohol. A rate expression for the observed kinetics has been suggested. This behaviour is contrasted with that of an analogous system viz, NBS and alcohol and is also compared with the Orton rearrangement.

Ammonia borane as a metal free reductant for ketones and aldehydes: A mechanistic study

Without a catalyst ketones and aldehydes were reacted in THF with ammonia borane (AB) to proceed hydroboration forming alkyl borates. Mechanistic studies revealed that dissociation of ammonia from AB occurred before the hydroboration step. When methanol was used as the solvent, metal free methanolysis of AB would take place with the ketone/aldehyde being directly hydrogenated by the MeOH·BH3 complex.

Catalyzing methanolysis of alkyl halides in the interior of an amphiphilic molecular basket

(Figure Presented) A molecular basket with four chelate units assembled on a cone-shaped calix[4]arene assumed reversed micelle-like conformation in 5% methanol/carbon tetrachloride. The inwardly facing hydroxyl groups on the chelates concentrated the pol

Iridium complexes with chiral and achiral β-aminophosphane ligands: Catalysts for >C=O hydrogenation and H/D exchange involving both homo-and heterolytic H2 activation

Chiral and achiral P,N-chelated IrI complexes of the general type [(COD)Ir(P∩NR1R2)]BF4, where COD = η4-1,5-C8H12 and P∩NR1R 2 = (1R,2R)-, (1S,2S)-, or (1R,2S)-Ph2PC 1H(Ph)C2H(Me)NR1R2 (NR 1R2 = NH2, NHMe, NHCH2Ph, NHCHMe2, NMe2), Ph2PCH2CR 2NH2 (R = H, Me), of 2-Ph2PC6H 4NHMe, have been prepared by treating [Ir(COD)2]BF 4 with the required β-aminophosphane in THF. The monolithiated ligands Ph2PCH2CMe2N(Li)H and 2-Ph 2PC6H4N(Li)Me interacted with [{(COD)Ir(μ-Cl))2] to give the neutral alkyl- and arylamido compounds [(COD)-Ir(Ph2PCH2CMe2NH)] and [(COD)Ir(2-Ph2PC6H4NMe)]. All IrI complexes [(COD)Ir(P∩NR1R2)]BF4 acted as catalysts for the direct hydrogenation of alkyl aryl ketones to the corresponding 1-phenylalkanols, if combined with an alkaline or amine base in methanol under H2 (10-50 bar) between 25 and 50 °C. The reaction occurred with modest to moderate enantioselectivity (ca. 20-75% ee) if chelate complexes bearing the various optically active β-aminophosphanes were used as catalysts. The base-free amido complexes [(COD)-Ir(P∩NR)] displayed similar catalytic activity to the combined systems [(COD)Ir(P∩NHR)]BF 4-KOH (P∩NHR = Ph2PCH2CMe 2NH2, 2-Ph2PC6H4NHMe). The ability of both the cationic β-amino- and the neutral β-amidophosphane IrI complexes to undergo oxidative H 2 addition and the observation of H2/D+ as well as H2/D2 exchange processes during catalysis provided evidence for a mechanism involving reversible "[IrIII(H) 2-P∩NHR]+ ? [(η2-H2)-Ir III(H)-P∩NR]+" proton-to-hydride transfer and heterolytic H2 cleavage on amino-dihydride and amido-dihydrogen- monohydride tautomers. The crystal structures of [(COD)Ir{(1S,2S)-Ph 2PCH(Ph)CH(Me)NHCH2Ph}]BF4·2THF, [(COD)Ir{1R,2S-Ph2PCH(Ph)CH(Me)NHMe}]BF4·THF, and the orthometalated 18e IrI complex [(COD)Ir{(1R,2S)-Ph 2PCH(C6H4-o)-CH(Me)NHCHMe2}], which resulted from treatment of [(COD)Ir{(1R,2S)-Ph2PCH(Ph)CH(Me) NHCHMe2}]BF4 with excess KOH, have been determined by single crystal X-ray diffraction studies. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Photochemical Reaction between 1,4-Naphthalenedicarbonitrile and α-Substituted Benzylic Derivatives

The photochemical reaction of 1,4-naphthalenedicarbonitrile (NDN) with benzylic derivatives of the general formula PhCHRX (R = H, Ph; X = H, C, O, S, Si, Sn-bonded substituents) has been investigated.The competition between C-H and C-X bond cleavage in the photochemically created radical cation PhCHRX(.+) is revealed by the different chemical products formed, viz. 5,11-methanodibenzocyclooctenes (2), from proton transfer and coupling of the radicals within the cage, and 2-benzyl- (3) and 1-benzyl-1,2-dihydronaphthalenes (4), as well as 4-benzyl-1-naphthalenenitriles (5), from the reaction between the radical anion NDN(.-) and the neutral radicals PhCHR(.) or PhCRX(.).With the alcohols, the hydroxylic proton is easily transferred.Measurement of reaction quantum yield and fluoroscence quenching and thermochemical calculations support the mechanism proposed.

Aspects of the Chemistry of Donor Solvent Coal Dissolution Reactions. The Reduction of Benzophenone and the Diproportionation of Benzhydrol in Hydrocarbon Solvents at High Temperature

The reduction of benzophenone by hydrogen donor molecules such as tetralin and dihydroanthracene to give diphenylmethane was investigated in the temperature range 300-400 deg C.Several lines of evidence indicate that the reaction occurs in three distinct stages.The first stage is a radical process which gives benzhydrol.In the second stage, this intermediate undergoes an SN reaction to produce water and bis(diphenylmethyl) ether.The ether disproportionates in a readily initiated, free radical chain reaction to give diphenylmethane and benzophenone.