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

Chemical Properties

Colorless to light yellow liquid

Uses

Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF)2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

General Description

This product has been enhanced for energy efficiency.

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 
• 26730-95-0 5-methyl-heptadecane 
• 10486-19-8 tridecanal 
• 10217-68-2 Didodecyl-quecksilber 
• 112-40-3 dodecane 
• 103568-53-2 tetradodecyl germane 
• 27151-73-1 n-Dodecylquecksilberchlorid 
• 5827-56-5 tetra-n-lauryltin 
• 6005-99-8 1-phenyltridecan-1-one 
• 13360-61-7 1-pentadecene 
• 99814-65-0 pentadec-1-en-3-ol 
• 29833-69-0 2-methylpentadec-1-ene 
• 18536-91-9 dodecyltriethoxysilane 
• 201472-16-4 (R)-6-Benzyloxymethoxy-6-[(2S,5S)-5-((R)-1-hydroxy-tridecyl)-tetrahydro-furan-2-yl]-hexanoic acid methyl ester 

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.

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.