13732-86-0

Usage

Chemical family

Biphenyl family

Structural composition

Two benzene rings connected by a single bond

Subgroup

Dimethoxybiphenyls

Functional groups

Two methoxy groups

Applications

a. Production of liquid crystals
b. Intermediates in the synthesis of pharmaceuticals and other organic compounds

Fields of interest

a. Materials science
b. Pharmaceutical chemistry

Safety considerations

Handle with care due to potential hazards if not managed properly

Upstream product

• 77-78-1 dimethyl sulfate 
• 151-10-0 1,3-Dimethoxybenzene 
• 124-38-9 carbon dioxide 
• 108-90-7 chlorobenzene 
• 5110-81-6 2,6-dinitrobiphenyl 
• 124-41-4 sodium methylate 

Downstream Products

• 3796-74-5 2-phenylresorcinol 
• 1420231-05-5 (R)-1-fluoro-6-methoxy-[1,1‘-biphenyl-2(1H)]-one 
• 1609175-01-0 2',2'',4'',6'-tetramethoxy-[1,1':3',1'':3'',1'''-quaterphenyl]-4',6''-diol 
• 657408-07-6 dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane 
• 129-00-0 pyrene 
• 1293326-50-7 2,6-bis[(4-chlorophenyl)ethynyl]biphenyl 
• 1190945-60-8 2,6-bis[(4-methoxyphenyl)ethynyl]biphenyl 

Relevant academic research and scientific papers

Directed ortho-metalation, a new insight into organosodium chemistry

Finely dispersed metallic sodium in combination with an alkyl chloride RCcan replace organolithium reagents in the ortho-metalation of aromatic compounds (see scheme). The in situ generated base is consumed as soon as it is formed, which avoids Wurtz coupling, the usual side reaction, and the handling and storage of highly reactive alkyl sodium bases. Reaction conditions are mild, the reaction is easy to scale up, and the reagents needed are inexpensive.

Method for orthometalation of a carbocyclic aromatic derivative bearing at least an electron donor group

The invention concerns a method for orthometalation of a carbocyclic aromatic derivative bearing at least an electron donor group, characterised in that it consists in reacting said carbocyclic aromatic derivative with an efficient amount of at least one alkaline metal in the presence of a compound of formula (I): RX, wherein: R represents a hydrocarbon radical having 1 to 20 carbon atoms which can be a saturated or unsaturated, linear or branched, acyclic aliphatic radical; a saturated or unsaturated, monocyclic or polycyclic cycloaliphatic radical; a saturated or unsaturated, linear or branched aliphatic radical bearing a cyclic substituent; and X represents a bromine or chlorine atom.

Synthesis of Substituted Dibenzophospholes. Part 2. Syntheses of Intermediate Biphenyls and Quaterphenyls

A general procedure for synthesis of 4",6'-dialkoxy-2',2"-diamino-m-quaterphenyls has been established.Copper(I) t-butoxide is used to prepare 2,6-dinitrophenyls from 1,3-dinitrobenzene and aryl iodides.One of the nitro-groups is then exchanged for a methoxy-group by sodium methoxide in hexamethylohosphoramide; the resulting 2-methoxy-6-nitrobiphenyls are then iodinated in the 5-position.Ullmann coupling then gives the dinitroquaterphenyls which are reduced to the diamines.An alternative route from 2,2',4,4'-tetranitrobiphenyl was explored; arylation was easy but alkoxydenitration was indiscriminate.Some 71 new derivatives of biphenyl, terphenyl, and quterphenyl are reported.