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Threo-1,2-Diphenyl-1-propanol is an organic compound with the chemical formula C15H16O. It is a chiral molecule, meaning it has a non-superimposable mirror image, and is classified as a secondary alcohol due to the presence of a hydroxyl group (-OH) attached to a carbon atom bonded to two other carbon atoms. threo-1,2-Diphenyl-1-propanol is characterized by two phenyl rings (C6H5) attached to the second carbon of a three-carbon chain, with a hydroxyl group on the first carbon. It is a colorless to pale yellow liquid and is used in the synthesis of various pharmaceuticals and as a chiral auxiliary in asymmetric synthesis. Threo-1,2-Diphenyl-1-propanol is also known for its role in the production of certain drugs, such as the antidepressant drug fluoxetine.

7693-84-7

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7693-84-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 7693-84-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,9 and 3 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 7693-84:
(6*7)+(5*6)+(4*9)+(3*3)+(2*8)+(1*4)=137
137 % 10 = 7
So 7693-84-7 is a valid CAS Registry Number.

7693-84-7Relevant academic research and scientific papers

Nickel Catalyzed Intermolecular Carbonyl Addition of Aryl Halide

Ishida, Seima,Suzuki, Hiroyuki,Uchida, Seiichiro,Yamaguchi, Eiji,Itoh, Akichika

supporting information, p. 7483 - 7487 (2019/12/11)

In this study, we develop a nickel-catalyzed carbonyl arylation reaction employing aldehydes with aryl and allyl halides. Various aryl, α,β-unsaturated aldehyde and aliphatic aldehydes can be converted into their corresponding secondary alcohols in moderate-to-high yields. In addition, we extended this approach to develop an asymmetric reductive coupling reaction that combines nickel salts with chiral bisoxazoline ligands to give secondary alcohols with moderate enantioselectivity.

Catalyst-Controlled 1,2- and 1,1-Arylboration of α-Alkyl Alkenyl Arenes

Bergmann, Allison M.,Dorn, Stanna K.,Smith, Kevin B.,Logan, Kaitlyn M.,Brown, M. Kevin

supporting information, p. 1719 - 1723 (2019/01/14)

Two methods are reported for the 1,2- and 1,1-arylboration of α-methyl vinyl arenes. In the case of 1,2-arylboration, the formation of a quaternary center occurred through a rare cross-coupling reaction of a tertiary organometallic complex. 1,1-Arylboration was enabled by catalyst optimization and occurred through a β-hydride elimination/reinsertion cascade. Enantioselective variants of both processes are presented as well as mechanistic investigations.

Enantioselective CuH-Catalyzed Reductive Coupling of Aryl Alkenes and Activated Carboxylic Acids

Bandar, Jeffrey S.,Ascic, Erhad,Buchwald, Stephen L.

supporting information, p. 5821 - 5824 (2016/06/09)

A new method for the enantioselective reductive coupling of aryl alkenes with activated carboxylic acid derivatives via copper hydride catalysis is described. Dual catalytic cycles are proposed, with a relatively fast enantioselective hydroacylation cycle followed by a slower diastereoselective ketone reduction cycle. Symmetrical aryl carboxyclic anhydrides provide access to enantioenriched α-substituted ketones or alcohols with excellent stereoselectivity and functional group tolerance.

Rhodium-catalysed tandem hydroformylation/arylation reaction with boronic acids

Almeida, Ana R.,Dias, Roberto D.,Monteiro, Carlos J. P.,Abreu, Artur R.,Gois, Pedro M. P.,Bayon, J. Carles,Pereira, Mariette M.

supporting information, p. 1223 - 1228 (2014/05/06)

A new efficient multicatalytic process involving a single catalyst to promote tandem hydroformylation/arylation reactions is disclosed. The effect of the rhodium ligand was evaluated and the rhodium/triphenylphosphine catalytic system was selected to apply the methodology to different olefins and boronic acids. High yields (up to 89%) and good to excellent isomer ratios (up to 98:2) were achieved using aryl olefins as starting materials. This new methodology allows the preparation of secondary alcohols, from simple olefins, and paves the way for the synthesis of high-value products, namely vinylindole and anethole derivatives.

Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation

Wang, Yin,Zhang, Lei,Yang, Yunhui,Zhang, Ping,Du, Zhenting,Wang, Congyang

supporting information, p. 18048 - 18051 (2014/01/06)

Rhenium-catalyzed oxyalkylation of alkenes is described, where hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were used as, for the first time, not only an oxygenation source but also an alkylation source via decarboxylation. The reaction also features a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates. Mechanistic studies revealed a decarboxylation/radical-addition/cation-trapping cascade operating in the reaction.

Role of free space and conformational control on photoproduct selectivity of optically pure α-alkyldeoxybenzoins within a water-soluble organic capsule

Kulasekharan, Revathy,Maddipatla, Murthy V. S. N.,Parthasarathy, Anand,Ramamurthy

, p. 942 - 949 (2013/04/10)

Optically pure α-alkyl deoxybenzoins resulting in products of Norrish Type I and Type II reactions upon excitation has been investigated within the octa acid (OA) capsule in water. The product distribution was different from that in an organic solvent and was also dependent on the length of the α-alkyl chain. Most importantly, a rearrangement product not formed in an organic solvent arising from the triplet radical pair generated by Norrish Type I reaction was formed, and its yield was dependent on the alkyl chain length. In an organic solvent, since the cage lifetime is shorter than the time required for intersystem crossing (ISC) of the triplet radical pair to the singlet radical pair the recombination with or without rearrangement of the primary radical pair (phenylacetyl and benzyl) does not occur. Recombination without rearrangement within the capsule as inferred from monitoring the racemization of the optically pure α-alkyl deoxybenzoins suggesting the capsule's stability for at least 10-8 s (the time required for ISC) is consistent with our previous photophysical studies that showed partial opening and closing of the capsule in the time range of microseconds.

Diastereoselective friedel-crafts alkylation of indoles with chiral α-phenyl benzylic cations. Asymmetric synthesis of anti-1,1,2- triarylalkanes

Chung, John Y. L.,Mancheno, Danny,Dormer, Peter G.,Variankaval, Narayan,Ball, Richard G.,Tsou, Nancy N.

supporting information; experimental part, p. 3037 - 3040 (2009/05/07)

(Chemical Equation Presented) The reactions of chiral benzyl carbocations bearing α-phenyl substituents with N-sulfonylated indoles afford 1,1,2-triarylalkanes with antiselectivities. This outcome is a reversal of facial diastereoselectivity relative to B

Cadmium-mediated carbonyl benzylation in tap water

Zhou, Cunliu,Wang, Zhiyong

, p. 1649 - 1655 (2007/10/03)

Zn/CdCl2 has been developed as a mediator in the benzylation of various aldehydes in tap water affording the corresponding alcohols in moderate to good yields. The addition of a catalytic amount of InCl3 increases the yield of benzylation product significantly. It can selectively mediate the benzylation of aldehydes in the presence of ketones. A mechanism involving the formation of a cation π-complex is proposed based on the experimental facts. Georg Thieme Verlag Stuttgart.

Lewis base-catalyzed addition of trialkylaluminum compounds to epoxides

Schneider, Christoph,Brauner, J?rg

, p. 4445 - 4450 (2007/10/03)

A novel concept for catalytic epoxide alkylation has been developed. Lewis bases like phosphanes, arsanes, stibanes, and sulfides were found to catalyze the alkylation of symmetrical epoxides with trialkylaluminum compounds very effectively at a 5 mol % level. Cyclic as well as acyclic epoxides were readily alkylated in good yields. In reactions with terminal epoxides a significant enhancement of rate and/or regioselectivity was noted in the Lewis base-catalyzed process. Coordination of the Lewis base to the Lewis acidic aluminum reagent was proved by 27Al and 31p NMR spectroscopy and is proposed to form a more nucleophilic alkylating agent.

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