95970-22-2

Basic information

• Product Name: 1,2-DibroMo-3-Methoxybenzene
• Synonyms: 1,2-DibroMo-3-Methoxybenzene;1,2-Dibromo-3-methoxybenzene, 2,3-Dibromophenyl methyl ether
• CAS NO: 95970-22-2
• Molecular Formula: C₇H₆Br₂O
• Molecular Weight: 265.92994
• Mol File: 95970-22-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 44-45 °C
• Boiling Point: 258.8±20.0 °C(Predicted)
• Appearance: /
• Density: 1.823±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1,2-DibroMo-3-Methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DibroMo-3-Methoxybenzene(95970-22-2)
• EPA Substance Registry System: 1,2-DibroMo-3-Methoxybenzene(95970-22-2)

Safety Data

• Hazardous Substances Data: 95970-22-2(Hazardous Substances Data)

Usage

General Description

1,2-Dibromo-3-methoxybenzene, also known as veratraldehyde dibromide, is a chemical compound with the molecular formula C8H8Br2O. It is a derivative of benzene and has two bromine atoms and one methoxy group attached to it. 1,2-DibroMo-3-Methoxybenzene is commonly used in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. It is also used as a building block in the synthesis of various aromatic compounds and has been studied for its potential biological activities. The presence of the bromine atoms makes 1,2-dibromo-3-methoxybenzene a valuable reagent in organic chemistry for the synthesis of complex molecules.

Upstream product

• 608-21-9 1,2,3-tribromobenzene 
• 124-41-4 sodium methylate 
• 95970-21-1 5-Amino-2,3-dibromoanisole 
• 1073-06-9 3-fluorobromobenzene 
• 811711-33-8 1,2-dibromo-3-fluorobenzene 
• 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 
• 67-56-1 methanol 
• 2398-37-0 3-methoxyphenyl bromide 

Downstream Products

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

Relevant articles and documents

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

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.

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.