952-80-7

Usage

Uses

Used in Fragrance Industry:
2,2'-DIMETHYLBIBENZYL is used as a fragrance ingredient for its sweet, slightly floral scent with woody undertones, contributing to the unique aroma profiles of perfumes, soaps, and other personal care products.
Used in Chemical Synthesis:
2,2'-DIMETHYLBIBENZYL serves as a chemical intermediate in the production of various other compounds, including pharmaceuticals and agrochemicals, facilitating the synthesis of a wide range of organic compounds.
Used in Flavoring Industry:
In the food industry, 2,2'-DIMETHYLBIBENZYL is used as a flavoring agent, enhancing the taste and aroma of various food products, thanks to its unique scent characteristics.
Used in Organic Compounds Synthesis:
2,2'-DIMETHYLBIBENZYL is utilized in the synthesis of organic compounds, playing a crucial role in the creation of new chemical entities for various applications across different industries.

Upstream product

• 95-47-6 o-xylene 
• 2396-01-2 phenyl radical 
• 36888-18-3 (E)-2,2'-dimethylstilbene 
• 89-92-9 2-methylbenzyl bromide 
• 91-13-4 α,α'-dibromo-o-xylene 
• 65276-09-7 1,2-bis(5-t-butyl-2-methylphenyl)ethane 
• 102236-47-5 1,1-Dimethyl-6-methylen-cyclohexadien-(2,4) 
• 552-45-4 1-chloromethyl-2-methylbenzene 
• 56812-61-4 2-methylbenzylmagnesium bromide 
• 3220-50-6 1-phenylvinylphosphonic acid 
• 73528-49-1 3-(p-cyanophenyl)-2-isoxazoline 
• 79913-38-5 3-(p-methoxycarbonylphenyl)-2-isoxazoline 
• 529-19-1 2-Methylbenzonitrile 
• 1589-82-8 phenylmagnesium bromide 

Downstream Products

• 118-90-1 ortho-methylbenzoic acid 
• 644-36-0 o-methylphenylacetic acid 

Relevant academic research and scientific papers

Reductive C(sp3)-C(sp3) homo-coupling of benzyl or allyl halides with H2using a water-soluble electron storage catalyst

This paper reports the first example of a reductive C(sp3)-C(sp3) homo-coupling of benzyl/allyl halides in aqueous solution by using H2as an electron source {turnover numbers (TONs) = 0.5-2.3 for 12 h}. This homo-coupling reaction, promoted by visible light, is catalysed by a water-soluble electron storage catalyst (ESC). The reaction mechanism, and four requirements to make it possible, are also described.

Mixed Alkyl/Aryl Diphos Ligands for Iron-Catalyzed Negishi and Kumada Cross Coupling Towards the Synthesis of Diarylmethane

Mixed alkyl/aryl diphos ligands have been prepared and their application in iron-catalyzed cross coupling of benzylic chlorides with diaryl zinc (Negishi) or aryl Grignard reagents (Kumada) towards the synthesis of diarylmethane has been evaluated. The iron?diphos catalytic system exhibited the enhanced activity and selectivity in the two coupling reactions. The electron-rich mixed PPh2/PCy2 ligands outperformed their symmetrical PPh2 congeners, and led to decreased homocoupling byproduct formation. It indicates that the electronic effect of the ligands plays an important role in the catalytic performance. The Fe catalyst supported by L8 bearing an electron-rich PCy2 substituent and a sterically demanding tert-butyl on ethene backbone exhibited the best catalytic performance and good functional group tolerance in the two cross coupling reactions.

Reactions of benzyltriphenylphosphonium salts under photoredox catalysis

The development of benzyltriphenylphosphonium salts as alkyl radical precursors using photoredox catalysis is described. Depending on substituents, the benzylic radicals may couple to form C-C bonds or abstract a hydrogen atom to form C-H bonds. A natural product, brittonin A, was also synthesized using this method.

Chemical Transformations of Tetracyclo[3.3.1.13,7.01,3]decane (1,3-Dehydroadamantane): IX. Noncatalytic Reactions with Alkylarenes

Abstract: The reaction of 1,3-dehydroadamantane with alkylbenzenes was studied for the first time. It involved the C–H bond of the alkyl substituent in the α-position with respect to the aromatic ring. The proposed radical mechanism of the reaction was co

Discovery and mechanistic investigation of Pt-catalyzed oxidative homocoupling of benzene with PhI(OAc)2

We present a Pt-catalyzed direct coupling of benzene to biphenyl. This catalytic reaction employs a cyclometalated platinum(ii) complex [PtMe(bhq)(SMe2)] (bhq = benzo[h]quinolate) with PhI(OAc)2 as an oxidant and does not require an acid, a co-catalyst or a solvent. The reaction kinetics and characterization of potential catalytic species are reported. The reaction is first-order in Pt and second-order in benzene, which implicates the second C-H activation step as rate-determining. A Pt(ii)/Pt(iv) catalytic cycle is suggested. The reaction commences by oxidation of the Pt(ii) complex to give the platinum(iv) species [Pt(bhq)(SMe2)(OAc)2](OAc) followed by C-H activation of benzene to afford the intermediate [PtPh(bhq)(SMe2)(OAc)](OAc) concurrently with the release of HOAc. A second benzene molecule reacts similarly to give the diphenyl intermediate [PtPh2(bhq)(SMe2)](OAc). C-C bond forming reductive elimination ensues to regenerate Pt(ii) and complete the catalytic cycle. The proposed mechanism has been examined by DFT computations, which provide support to experimental findings.

Ni-Catalyzed Iterative Alkyl Transfer from Nitrogen Enabled by the in Situ Methylation of Tertiary Amines

Current methods to achieve transition-metal-catalyzed alkyl carbon-nitrogen (C-N) bond cleavage require the preformation of ammonium, pyridinium, or sulfonamide derivatives from the corresponding alkyl amines. These activated substrates permit C-N bond cleavage, and their resultant intermediates can be intercepted to affect carbon-carbon bond-forming transforms. Here, we report the combination of in situ amine methylation and Ni-catalyzed benzalkyl C-N bond cleavage under reductive conditions. This method permits iterative alkyl group transfer from tertiary amines and demonstrates a deaminative strategy for the construction of Csp3-Csp3 bonds. We demonstrate PO(OMe)3 (trimethylphosphate) to be a Ni-compatible methylation reagent for the in situ conversion of trialkyl amines into tetraalkylammonium salts. Single, double, and triple benzalkyl group transfers can all be achieved from the appropriately substituted tertiary amines. Transformations developed herein proceed via recurring events: The in situ methylation of tertiary amines by PO(OMe)3, Ni-catalyzed C-N bond cleavage, and concurrent Csp3-Csp3 bond formation.

Visible-Light-Driven Self-Coupling of Methylarenes Catalyzed by Ni2P?Cd0.5Zn0.5S Nanoparticles

The Ni2P?Cd0.5Zn0.5S nanoparticles photocatalyzed self-coupling of p-xylene was reported here, and the corresponding coupling product 1,2-di-p-tolylethane was obtained. The reaction could be extended to toluene derivatives with electron-donating and electron-withdrawing substituents. Ni2P?Cd0.5Zn0.5S nanoparticles had already been characterized by XRD, ICP-AES, SEM, TEM, UV/Vis, FL, XPS. The Mott–Schottky curves of Ni2P?Cd0.5Zn0.5S were made through electrochemical methods. An active carbon free-radical was captured through ESR measurement under irradiation. The research demonstrated this photocatalytic system feasible for the self-coupling reaction of toluene derivatives.

Novel preparation of N-arylmethyl-N-arylmethyleneamine N-oxides from benzylic bromides with zinc and isobutyl nitrite

Treatment of benzylic bromides with Zn and LiCl, followed by the reaction with i-butyl nitrite gave N-arylmethyl-N-arylmethyleneamine N-oxides in moderate yields. The present reaction is a novel and simple method for the preparation of nitrones from benzylic bromides, although the yields are moderate.

Nondirecting Group sp3 C?H Activation for Synthesis of Bibenzyls via Homo-coupling as Catalyzed by Reduced Graphene Oxide Supported PtPd@Pt Porous Nanospheres

The use of heterogeneous bimetallic Pd-based nanocatalyst for directing the inactivated sp3 C?H coupling has been scarcely explored. This work reported the formation of symmetrical C?C bonds from the inactivated sp3 C?H bonds catalyzed by employing reduced graphene oxide supported PtPd@Pt porous nanospheres. The reaction of sp3 C?H activation proceeded under mild conditions without any solvent, ligand or directing group. It is a higher atom-, step- and cost-effectiveness strategy for developing heterogeneous catalysts in the synthesis of bibenzyls with various functional groups (e. g. aryl, alkyl, methoxyl, halogen, ester, and pyridyl). (Figure presented.).

Method for synthesizing 1,2-diphenylethane derivative by catalyzing coupling of sp3C-H bond through graphene-loaded palladium/platinum

The invention provides a novel method for catalyzing activation of an sp3C-H bond to build a 1,2-diphenylethane compound by developing a novel graphene-loaded bimetal palladium/platinum catalyst whichis simple, convenient and efficient, is free of guide groups and free of participation of solvents and can be reused, so as to increase the yield of the target product, simplify operation steps and improve an atom utilization ratio and the recovery of the catalyst. The invention provides an economical, efficient and green method for preparing the compound. The method has the main advantages thatexperiment operation is simple and convenient, guide groups are not needed, the participation of other solvents is not needed, and the catalyst can be repeatedly recycled.