920-39-8

Basic information

• Product Name: ISOPROPYLMAGNESIUM BROMIDE
• Synonyms: Isopropylbromomagnesium;Isopropylmagnesium bromide,3M solution in 2-Methyltetrahydrofuran;Isopropylmagnesium bromide [1M solution in THF];Isopropylmagnesium bromide, 3M solution in 2-Methyltetrahydrofuran, AcroSeal§3;Isopropylmagnesium bromide solution 2.9 M in 2-methyltetrahydrofuran;Isopropylmagnesium bromide, 3M solution in 2-Methyltetrahydrofuran, AcroSeal;IsopropylMagnesiuM broMide solution;BroMoisopropylMagnesiuM
• CAS NO: 920-39-8
• Molecular Formula: C₃H₇BrMg
• Molecular Weight: 147.3
• EINECS: 213-056-8
• Product Categories: Grignard Reagents;Grignard Reagents & Alkyl Metals;Mg (Magnesium) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds;Classes of Metal Compounds;Grignard Reagent
• Mol File: 920-39-8.mol
• Article Data: 19

Chemical Properties

• Melting Point: 114-116℃
• Boiling Point: 148-154℃
• Flash Point: -17°C
• Appearance: Clear dark brown or dark gray/Solution
• Density: 0.982 g/mL at 25 °C
• Storage Temp.: 2-8°C
• Solubility: Miscible with tetrahydorfuran and diethyl ether. Immiscible with
• Sensitive: Air & Moisture Sensitive
• CAS DataBase Reference: ISOPROPYLMAGNESIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOPROPYLMAGNESIUM BROMIDE(920-39-8)
• EPA Substance Registry System: ISOPROPYLMAGNESIUM BROMIDE(920-39-8)

Safety Data

• Hazard Codes: F,C
• Statements: 11-19-34-14/15-40-37-17-14
• Safety Statements: 16-26-27-36/37/39-45-43-39-37-36
• RIDADR: 3399
• WGK Germany: 2
• TSCA: Yes
• HazardClass: 4.3
• PackingGroup: I
• Hazardous Substances Data: 920-39-8(Hazardous Substances Data)

Usage

Chemical Properties

Clear dark brown or dark gray solution

Uses

Isopropylmagnesium bromide is a Grignard reagent used in organic synthesis, especially for the introduction of iso-propyl group to carbonyl compounds. It is also used as a strong base in aprotic solvent.

General Description

This product, 2.9 M in 2-methyltetrahydrofuran aligns with Safer Solvents and Auxiliaries, Use of Renewable Feedstocks and Inherently Safer Chemistry for Accident Prevention.

InChI:InChI=1/C3H7.BrH.Mg/c1-3-2;;/h3H,1-2H3;1H;/q;;+1/p-1/rC3H7Mg.BrH/c1-3(2)4;/h3H,1-2H3;1H/q+1;/p-1

Upstream product

• 7439-95-4 magnesium 
• 75-26-3 isopropyl bromide 

Downstream Products

• 626-89-1 4-Methyl-1-pentanol 
• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 600-36-2 2,4-dimethyl-3-pentanol 
• 565-67-3 2-methyl-3-pentanol 
• 3970-59-0 3-ethyl-2,4-dimethylpentan-3-ol 
• 1185-33-7 2,2-Dimethyl-1-butanol 
• 66793-92-8 isopropyl-tert-pentyl-carbinol 
• 62430-55-1 optically inactive 2,2'-dimethyl-ε,ε-carotene 
• 80041-89-0 isopropylboronic acid 
• 2857-97-8 trimethylsilyl bromide 
• 3429-52-5 2,2,3-trimethyl-2-silabutane 
• 105041-68-7 2-isopropyl-3-methoxybenzonitrile 
• 71182-59-7 2-isobutylaniline 
• 108-93-0 cyclohexanol 

Relevant articles and documents

Disposable cartridge concept for the on-demand synthesis of turbo Grignards, Knochel–Hauser amides, and magnesium alkoxides

Magnesium organometallic reagents occupy a central position in organic synthesis. The freshness of these compounds is the key for achieving a high conversion and reproducible results. Common methods for the synthesis of Grignard reagents from metallic magnesium present safety issues and exhibit a batch-to-batch variability. Tubular reactors of solid reagents combined with solution-phase reagents enable the continuous-flow preparation of organomagnesium reagents. The use of stratified packed-bed columns of magnesium metal and lithium chloride for the synthesis of highly concentrated turbo Grignards is reported. A low-cost pod-style synthesizer prototype, which incorporates single-use prepacked perfluorinated cartridges and bags of reagents for the automated on-demand lab-scale synthesis of carbon, nitrogen, and oxygen turbo magnesium bases is presented. This concept will provide access to fresh organomagnesium reagents on a discovery scale and will do so independent from the operator’s experience in flow and/or organometallic chemistry.

Synthesis, Properties, and Catalytic Application of a Triptycene-Type Borate-Phosphine Ligand

A borate-containing caged triarylphosphine L-X (X = Na or NBu4), featuring a 9-phospha-10-boratriptycene framework, was synthesized and characterized by NMR spectroscopy and X-ray diffraction analysis. The NMR coupling constant of the corresponding phosphine selenide indicated a higher electron-donating property of the borate-phosphine L compared to that of the 9-phospha-10-silatriptycene derivative (Ph-TRIP). The coordination property of L-X to [PdCl(η3-allyl)]2 was dependent on the countercation, giving a neutral Pd complex [PdCl(η3-allyl)(L-NBu4)] from L-NBu4 in CH2Cl2 or a zwitterionic Pd complex [Pd(η3-allyl)(MeCN)(L)] from L-Na in MeCN/CH2Cl2. Utility of L-X as a ligand for metal catalysis was demonstrated in the Pd-catalyzed Suzuki-Miyaura cross-coupling of aryl chlorides.

KINASE INHIBITORS AND METHOD OF TREATING CANCER WITH SAME

The present teachings provide a compound represented by structural formula (I): or a pharmaceutically acceptable salt thereof. Also described are pharmaceutical compositions and methods of use thereof.