Keywords

• ethylmagnesium bromide
• MFCD00000043
• MFCD00000043

Quick Details

• ProName: Ethylmagnesium Bromide Pale Yellow to ...
• CasNo: 925-90-6
• Molecular Formula: C2H5BrMg
• Appearance: Pale yellow to brown
• Application: Ethylmagnesium bromide is a useful rea...
• DeliveryTime: 3-5days
• PackAge: bottled
• Port: shanghai
• ProductionCapacity: 5000 Liter/Year
• Purity: 99%
• Storage: water-free area
• Transportation: water-free area
• LimitNum: 10 Milliliter
• Place of Origin: China

Superiority

Details

Density 1.02 g/mL at 25 °C
Boiling point 34.6°C
Melting point -116.3°C
Molecular formula C2H5BrMg
Molecular weight 133.27000
Flash point <−30 °F
Accurate quality 131.94300
LogP 1.81950
Appearance: dark brown solution
Storage conditions
Store under a dry, inert gas, keep the container tightly closed, and store in a cool, dry place.

Stability
1. It is stable under normal temperature and pressure, avoid strong oxidant, moisture, acid and light contact.
2. When preparing ethylmagnesium bromide, use anhydrous magnesium chips, solvents and inert gases. The container used for the reaction and the reagent bottle for storing ethylmagnesium bromide should be flushed with nitrogen and avoid contact with moisture. After the reaction, the magnesium bromide derivative can be decomposed by adding acid. If the reaction product is sensitive to acid, it can be hydrolyzed with saturated NH4Cl aqueous solution.
3. Reaction with carbonyl compounds Ethylmagnesium bromide reacts with aldehydes to obtain secondary alcohols. Various aliphatic, aromatic (formula 1) and allyl aldehydes are converted into corresponding hydroxy derivatives with a yield of 50% to 100%. When ethylmagnesium bromide is added with terminal aldehydes or secondary aldehydes, the stereoselectivity is low, and the ratio of Cram and trans-Cram isomers is (2:1)~(4:1). If the crown reagent is added, the Cram selectivity will increase to 9:1, however, Et2Mg shows a higher Cram selectivity than EtMgBr·Crown.
When EtMgBr and ketone undergo an addition reaction, a tertiary alcohol is formed. The stereoselectivity of the addition reaction depends on the structure of the ketone, solvent, reaction temperature and stereoselective activator.
In the presence of Ti(OPr-i)4, EtMgBr can react with acetophenone to form pinacol.
Generally, the reaction of Grignard reagent and ester can produce tertiary alcohol (formate can produce secondary alcohol); if Ti(OPr-i)4 exists, the reaction of ester and EtMgBr can produce ternary cyclic compound.
The reaction of acid chloride with EtMgBr can produce ethyl ketone. With the participation of EtMgBr, the acid chloride can react on the carbon 3-position of the indole.
Reacts with carbon-carbon and carbon-nitrogen unsaturated bonds. EtMgBr can act as a base and react with acidic terminal alkyne hydrogens to form alkyne carbanions as nucleophiles to participate in the reaction.
EtMgBr reacts with cyano to obtain ethyl ketone, but the yield is low.
EtMgBr can interact with the imidazole ring substituted by iodine to remove iodine to form a carbanion, thereby nucleophilic addition to aldehydes and ketones. In the presence of cuprous iodide, the ethyl group of EtMgBr can also replace iodine to form an acetylene bond.
Under the action of a catalyst, EtMgBr and α,β-unsaturated ketones or lactones can undergo 1,4-asymmetric addition to synthesize asymmetric β-ketones.
Interaction with sulfur atoms EtMgBr can easily attack and cut the S-S bond of 1,2-dithiolane. EtMgBr reacts with thiothiol ester to obtain thioacetal.