95970-22-2

Usage

Uses

Used in Organic Synthesis:
1,2-Dibromo-3-methoxybenzene is used as a key intermediate for the synthesis of various aromatic compounds. Its presence in organic synthesis is crucial for creating a wide range of complex molecules that are vital in different chemical industries.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1,2-Dibromo-3-methoxybenzene is utilized as an intermediate in the production of various drugs. Its unique structure allows for the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 1,2-Dibromo-3-methoxybenzene serves as an intermediate for the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural products to enhance crop protection and yield.
Used in Research for Biological Activities:
1,2-Dibromo-3-methoxybenzene is also used in research settings to explore its potential biological activities. The study of 1,2-DibroMo-3-Methoxybenzene may lead to the discovery of new applications in medicine and other biological fields, given its unique chemical properties and reactivity.

Upstream product

• 2398-37-0 3-methoxyphenyl bromide 
• 608-21-9 1,2,3-tribromobenzene 
• 124-41-4 sodium methylate 
• 811711-33-8 1,2-dibromo-3-fluorobenzene 
• 67-56-1 methanol 
• 1073-06-9 3-fluorobromobenzene 
• 97-52-9 2-methoxy-4-nitrophenylamine 
• 95970-20-0 5-Nitro-2,3-dibromoanisole 
• 16618-66-9 2-bromo-6-methoxy-4-nitro-phenylamine 
• 95970-21-1 5-Amino-2,3-dibromoanisole 

Downstream Products

• 31786-45-5 2-bromo-6-methoxybenzoic acid 
• 88377-29-1 2-bromo-3-methoxybenzoic acid 
• 28192-42-9 3-(2-Bromo-6-methoxy-phenyltellanyl)-propionic acid 
• 28192-36-1 C₁₄H₁₂Br₂O₂Te₂ 
• 1450917-62-0 1,4-tert-butyldiphenylsiloxymethyl-6-methoxy-1,4-epoxy-1,4-dihydronaphthalene 

Relevant academic research and scientific papers

Efficient and complementary methods offering access to synthetically valuable 1,2-dibromobenzenes

1,2-Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho-metalation, and halogen/metal permutations. 1,2-Dibromo-3-iodobenzene (2f), 1,2-dibromo-4- iodobenzene (4c), and 2,3-dibromo-1,4-diiodobenzene (5e) act as intermediates in these syntheses. Bromo-iodoarenes have been synthesized by short and regioselective bromination or iodination sequences that combine ortho-metalation, halo-desilylation, diazotation, or bromination reactions of anilines. These polyhalo derivatives were then used as key intermediates to access a wide range of functionalized 1,2-dibromobenzenes by chemoselective organometallic reactions. Copyright

Regioselective halogen-metal exchange reaction of 3-substituted 1,2-dibromo arenes: The synthesis of 2-substituted 5-bromobenzoic acids

Regioselective halogen-metal exchange reactions using isopropylmagnesium chloride were carried out on 3-substituted 1,2-dibromo arenes. Eleven examples are given. Georg Thieme Verlag Stuttgart.

POLYBROMINATED AROMATIC COMPOUNDS. IV. METHOXYDEBROMINATION REACTIONS OF POLYBROMOBENZENES IN PYRIDINE

The rates were measured and the orientation was studied for the methoxydebromination of all polybromobenzenes C6HnBr6-n (n = 0-3) in pyridine at 115 deg C.From comparison of the partial rates of substitution of the bromine atom at various positions of the benzene ring it was found that the activating effect of the bromine atom in relation to the point of nucleophilic attack changes in the order o-Br > m-Br > p-Br, and the directing selectivity of the bromine is low (compared with fluorine in the methoxydefluorination of polyfluorobenzenes) and increases with decrease in the number of bromine atoms in the aromatic ring of the substrate.

POLYBROMINATED AROMATIC COMPOUNDS. III. SYNTHESIS OF BROMINE-SUBSTITUTED ANISOLES

Reliable methods were developed for the synthesis of di-, tri-, and tetrabromoanisoles, and all the possible individual isomers were synthesized.The structures of the isomers were proved by alternative synthesis and spectral methods (PMR, IR).It was shown that the published data are incorrect in a number of cases; either the final product was assigned the incorrect structure, or the published methods led to mixture of the various isomers.

107. Substitution electrophile aromatique dans l'anhydride sulfureux liquide. Etude cinetique de la reaction de bromination d'anisoles monosubstitues. Transmission des effets electroniques et caracteristiques de l'etat de transition

Reactivity-structure correlations for anisole and eleven of its substituted derivatives established from bromination rate constants in liquid SO2, unlike observations in water, show the reaction to be highly sensitive to substituent effects, (ρ+H2O = -7.1; ρ+SO2 = -10.51).This result is ascribed to the solvation of the methoxy group which decreases the conjugation of para-substituted (ρ+O = -9.70) compared to that of ortho-substituted derivatives (ρ+p = -8.86).The highly solvated transition state lies far from reactants on the reaction coordinate and the positive charge developed in this state is nearly unity.