15890-72-9

Basic information

• Product Name: DODECYLMAGNESIUM BROMIDE
• Synonyms: DODECYLMAGNESIUM BROMIDE;Dodecylmagnesium bromide solution;DODECYLMAGNESIUM BROMIDE, 1.0M SOLUTION IN DIETHYL ETHER;1-Dodecylmagnesium bromide, 0.5M in MeTHF;Dodecylmagnesium bromide solution 1.0 in diethyl ether;1-Dodecylmagnesium bromide;n-Dodecylmagnesium bromide 1M solution in DEE;n-Dodecylmagnesium bromide 0.5M solution in THF
• CAS NO: 15890-72-9
• Molecular Formula: C₁₂H₂₅BrMg
• Molecular Weight: 273.54
• Product Categories: Alkyl;Grignard Reagents;Organometallic Reagents
• Mol File: 15890-72-9.mol
• Article Data: 3

Chemical Properties

• Flash Point: <−30 °F
• Appearance: /
• Density: 0.843 g/mL at 25 °C
• Storage Temp.: 2-8°C
• Sensitive: Air & Moisture Sensitive
• CAS DataBase Reference: DODECYLMAGNESIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DODECYLMAGNESIUM BROMIDE(15890-72-9)
• EPA Substance Registry System: DODECYLMAGNESIUM BROMIDE(15890-72-9)

Safety Data

• Hazard Codes: F+,C,F
• Statements: 12-14-20/21/22-34-40-67-22-19-17-11
• Safety Statements: 16-26-33-36/37/39-45
• RIDADR: UN 2924 3/PG 1
• WGK Germany: 3
• HazardClass: 3
• Hazardous Substances Data: 15890-72-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
DODECYLMAGNESIUM BROMIDE is used as a Grignard reagent for facilitating various organic reactions, particularly in the synthesis of complex organic molecules. Its ability to form carbon-carbon and carbon-heteroatom bonds makes it a versatile tool in organic chemistry.
Used in Green Chemistry:
DODECYLMAGNESIUM BROMIDE is used as a Grignard reagent in greener solvents, such as 2-methyltetrahydrofuran (2-MeTHF). This application aims to reduce the environmental impact of chemical reactions by using more sustainable and less toxic solvents.
Used in Biomass-Derived Solvent Applications:
DODECYLMAGNESIUM BROMIDE is used as a catalyst in the production of 2-Methyltetrahydrofuran (2-MeTHF), a biomass-derived solvent with broad application in organic chemistry. This use contributes to the development of sustainable and eco-friendly chemical processes.

InChI:InChI=1/C12H25.BrH.Mg/c1-3-5-7-9-11-12-10-8-6-4-2;;/h1,3-12H2,2H3;1H;/q;;+1/p-1/rC12H25BrMg/c1-2-3-4-5-6-7-8-9-10-11-12-14-13/h2-12H2,1H3

Upstream product

• 60-29-7 diethyl ether 
• 4292-19-7 1-Iodododecane 
• 143-15-7 1-dodecylbromide 

Downstream Products

• 2882-97-5 2,3-dimethyl-pentadecane 
• 112-40-3 dodecane 
• 112-41-4 1-dodecene 
• 646-31-1 tetracosane 
• 26730-95-0 5-methyl-heptadecane 
• 114000-79-2 2,4,6-trimethyl-octadecane 
• 2883-70-7 9-(1-dodecyl)anthracene 
• 857165-59-4 1-(3-methoxy-phenyl)-tridecan-1-one 
• 18510-28-6 dodecyl(phenyl)silane 
• 10486-19-8 tridecanal 
• 10217-68-2 Didodecyl-quecksilber 
• 103568-53-2 tetradodecyl germane 
• 27151-73-1 n-Dodecylquecksilberchlorid 
• 5827-56-5 tetra-n-lauryltin 

Relevant articles and documents

Chromium(II)-Catalyzed Diastereoselective and Chemoselective Csp2-Csp3 Cross-Couplings Using Organomagnesium Reagents

A simple protocol for performing chromium-catalyzed highly diastereoselective alkylations of arylmagnesium halides with cyclohexyl iodides at ambient temperature has been developed. Furthermore, this ligand-free CrCl2 enables efficient electrophilic alkenylations of primary, secondary, and tetiary alkylmagnesium halides with readily available alkenyl acetates. Moreover, this chemoselective C-C coupling reaction with stereodefined alkenyl acetates proceeds in a stereoretentive fashion. A wide range of functional groups on alkyl iodides and alkenyl acetates are well tolerated, thus furnishing functionalized Csp2-Csp3 coupling products in good yields and high diastereoselectivity. Detailed mechanistic studies suggest that the in situ generated low-valent chromium(I) species might be the active catalyst for these Csp2-Csp3 cross-couplings.

Two-Dimensional Chirality Transfer via On-Surface Reaction

Two-dimensional chirality transfer from self-assembled (SA) molecules to covalently bonded products was achieved via on-surface synthesis on Au(111) substrates by choosing 1,4-dibromo-2,5-didodecylbenzene (12DB) and 1,4-dibromo-2,5-ditridecylbenzene (13DB

Novel fluorescent quater- and quinquifurans: Syntheses and photophysical properties

In the quest for fast fluors for use in waveshifting polystyrene fibers, symmetrical oligofurans were investigated. Furan moieties were coupled by means of the Ullmann Reaction or by palladium-catalyzed unsymmetrical coupling; the latter gave higher yields. While the benzoxazole-terminated quater- and quinquifurans we prepared were both stable and fast, exhibiting a green fluorescence and decay times of about 2.4 nsec, they were inferior to other types of fluors in solubility and emission intensity when incorporated into polystyrene.