62890-98-6

Basic information

• Product Name: 2,5-DIMETHOXYPHENYLMAGNESIUM BROMIDE
• Synonyms: 2,5-DIMETHOXYPHENYLMAGNESIUM BROMIDE;2,5-DIMETHOXYPHENYLMAGNESIUM BROMIDE, 0.5M SOLUTION IN TETRAHYDROFURAN;2,5-dimethoxyphenylmagnesium bromide solution;2,5-Dimethoxyphenylmagnesium bromide solution 0.5 in THF;2,5-DiMethoxyphenylMagnesiuM broMide, 0.5M in 2-MeTHF;2,5-Dimethoxyphenylmagnesium bromide 0.5M solution in THF;2,5-Dimethoxyphenylmagnesium bromide solution 0.5 M in THF
• CAS NO: 62890-98-6
• Molecular Formula: C₈H₉BrMgO₂
• Molecular Weight: 241.36
• Product Categories: Aryl;Grignard Reagents;Organometallic Reagents;Grignard Reagent
• Mol File: 62890-98-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 65 °C
• Flash Point: 1 °F
• Appearance: /
• Density: 0.964 g/mL at 25 °C
• Storage Temp.: 2-8°C
• Sensitive: Air & Moisture Sensitive
• CAS DataBase Reference: 2,5-DIMETHOXYPHENYLMAGNESIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHOXYPHENYLMAGNESIUM BROMIDE(62890-98-6)
• EPA Substance Registry System: 2,5-DIMETHOXYPHENYLMAGNESIUM BROMIDE(62890-98-6)

Safety Data

• Hazard Codes: F,C,Xn
• Statements: 11-14/15-19-34-40-36/37
• Safety Statements: 16-26-33-36/37/39-43-45-36/37
• RIDADR: UN 2924 3/PG 2
• WGK Germany: 1
• HazardClass: 3
• Hazardous Substances Data: 62890-98-6(Hazardous Substances Data)

Usage

General Description

2,5-Dimethoxyphenylmagnesium bromide is a chemical compound consisting of a magnesium atom bonded to a bromine atom and a 2,5-dimethoxyphenyl group. It is commonly used as a reagent in organic synthesis reactions, particularly in Grignard reactions, where it serves as a powerful nucleophile for the formation of carbon-carbon bonds. 2,5-Dimethoxyphenylmagnesium bromide is typically prepared by reacting 2,5-dimethoxybromobenzene with magnesium metal in an anhydrous solvent such as ether. The resulting 2,5-dimethoxyphenylmagnesium bromide can then be used to add the 2,5-dimethoxyphenyl group to a variety of different substrates, making it a valuable tool in the synthesis of complex organic molecules.

InChI:InChI=1/C8H9O2.BrH.Mg/c1-9-7-3-5-8(10-2)6-4-7;;/h3-5H,1-2H3;1H;/q;;+1/p-1/rC8H9BrMgO2/c1-11-6-3-4-8(12-2)7(5-6)10-9/h3-5H,1-2H3

Upstream product

• 25245-34-5 1-bromo-2,5-dimethoxybenzene 
• 150-78-7 1,4-dimethoxybezene 

Downstream Products

• 94828-28-1 2-(4'-hydroxy-3'-methyl-2'-(E)-butenyl)-1,4-dimethoxybenzene 
• 915304-99-3 3-[(3E,7E)-9-(2,5-Dimethoxy-phenyl)-3,7-dimethyl-nona-3,7-dienyl]-2,2-dimethyl-oxirane 
• 1428266-70-9 2-(4,4-difluorobuta-1,3-dien-2-yl)-1,4-dimethoxybenzene 
• 1428266-93-6 2-(4,4-difluoro-4-(phenylsulfonyl)but-1-en-2-yl)-1,4-dimethoxybenzene 
• 1428266-77-6 3-(2,5-dimethoxyphenyl)but-3-enoic acid 
• 1201648-11-4 (2,5-dimethoxyphenyl)(2-nitrophenyl)methanol 
• 1394141-21-9 carbonic acid (2,5-dimethoxyphenyl)(2-nitrophenyl)methyl ester 2-methyl-4-(9H-purin-6-ylamino)butyl ester 
• 1361399-03-2 C₂₃H₃₄O₃ 
• 1361399-02-1 C₂₃H₃₆O₄ 
• 1361399-06-5 C₂₂H₃₀O₂ 
• 1361399-05-4 C₂₄H₃₆O₂ 

Relevant articles and documents

Copper-catalyzed difluoromethylation of β,γ-unsaturated carboxylic acids: An efficient allylic difluoromethylation

Not one but two! A new strategy for the regiospecific construction of compounds with allylic CF2H groups has been developed. The decarboxylative (phenylsulfonyl)difluoromethylation of β,γ- unsaturated carboxylic acids is catalyzed by a Lewis acid (CuCl 2·2 H2O), and the resulting product easily undergoes desulfonylation. Copyright

Synthesis, X-ray structure analysis and topochemical photopolymerization of substituted 1,6-bis(2,5-dimethoxyphenyl)hexa-2,4-diynes

The 1,6-bis(2,5-dimethoxyphenyl)hexa-2,4-diynes 4a-c were obtained from the corresponding 2,5-dimethoxybenzenes 1 by bromination followed by a copper-catalyzed Grignard reaction with 3-bromoprop-1-yne. Catalyzed coupling of the resulting 3-(2,5-dimethoxyphenyl)prop-1-ynes 3 under Hay conditions gave the hexa-2,4-diynes 4a-c in good yields. The molecular structures of the diynes 4a and 4b were determined by X-ray diffraction analysis. In each crystal structure, an unusual 1,6-synperiplanar conformation of the hexa-2,4- diyne unit is observed, with the 1,6-diphenyl substituents arranged in a coplanar orientation. According to the crystal structure data obtained, irradiation of diynes 4a and 4b afforded the deeply-colored, highly-ordered polymers 5a and 5b under topochemical control. Oxidation of 4a and 4b with cerium(IV) ammonium nitrate gave the corresponding 1,6-bis(2,5- dimethoxyphenyl)hexa-2,4-diyne-1,6-diones 6a and 6b.