635695-44-2

Basic information

• Product Name: 1-bromo-4-[(4-imethoxybenzyl)thio]benzene
• Synonyms: 1-bromo-4-[(4-imethoxybenzyl)thio]benzene
• CAS NO: 635695-44-2
• Molecular Weight: 309.227
• Mol File: 635695-44-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-bromo-4-[(4-imethoxybenzyl)thio]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-4-[(4-imethoxybenzyl)thio]benzene(635695-44-2)
• EPA Substance Registry System: 1-bromo-4-[(4-imethoxybenzyl)thio]benzene(635695-44-2)

Safety Data

• Hazardous Substances Data: 635695-44-2(Hazardous Substances Data)

Upstream product

• 1515-81-7 1-methoxy-4-(methoxymethyl)benzene 
• 106-53-6 para-bromobenzenethiol 
• 26974-36-7 benzenethiosulfonic acid S-(4-bromophenyl) ester 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 1262653-78-0 1-bromo-4-(4-methoxybenzylsulfinyl)benzene 
• 1206637-00-4 (R)-4-bromophenyl 4-methoxybenzyl sulfoxide 
• 635695-50-0 4-(4-methoxybenzylthio)phenylacetylene 
• 635695-47-5 4-(3-hydroxy-3-methylbutynyl)phenyl 4-methoxybenzyl sulfide 

Relevant articles and documents

Silyl trifluoromethanesulfonate-activated para-methoxybenzyl methyl ether as an alkylating agent for thiols and aryl ketones

Para-Methoxybenzyl methyl ether acts as an alkylating agent for thiols in the presence of trimethylsilyl trifluoromethanesulfonate and trialkylamine base in good yields (58-96%). Aryl ketones are alkylated under similar conditions, probably through an eno

Dechalcogenization of Aryl Dichalcogenides to Synthesize Aryl Chalcogenides via Copper Catalysis

An application for dechalcogenization of aryl dichalcogenides via copper catalysis to synthesize aryl chalcogenides is disclosed. This approach is highlighted by the practical conditions, broad substrate scope, and good functional group tolerance with several sensitive groups such as aldehyde, ketone, ester, amide, cyanide, alkene, nitro, and methylsulfonyl. Furthermore, the robustness of this methodology is depicted by the late-stage modification of estrone and synthesis of vortioxetine. Remarkably, synthesis of more challenging organic materials with large ring tension under milder conditions and synthesis of some halogen contained diaryl sulfides which could not be synthesized using metal-catalyzed coupling reactions of aryl halogen are successfully accomplished with this protocol.

Preparation of polyfunctional arylmagnesium, arylzinc, and benzylic zinc reagents by using magnesium in the presence of LiCl

The presence of LiCl considerably facilitates the insertion of magnesium into various aromatic and heterocyclic bromides. Several functional groups, such as -OBoc, -OTs, -Cl, -F, -CF3, -OMe, -NMe2, and -N 2NR2, are well tolerated. The presence of a cyano group leads in some cases to competitive reduction of the organic halide to the corresponding ArH compound. The presence of sensitive groups such as methyl or ethyl ester is tolerated upon in situ trapping of the intermediate magnesium reagent with ZnCl2. This method can also be applied to the preparation of functionalized benzylic zinc reagents from benzylic chlorides. In the case of di- or tribromoaryl derivatives, directing groups such as -OPiv, -OTs, -N2NR2, or -OAc orient the zinc insertion (Zn/LiCl) to the ortho-position, while the reaction with Mg/LiCl or Mg/LiCl/ZnCl 2 leads to regioselective insertion into the para-carbon-bromine bond. Large-scale experiments (20-100 mmol) for all of the metalation procedures are described.