Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise specializing in the research and development, manufacturing, and sales of fine chemicals. Headquartered in Jinan, Shandong, China, we are committed to delivering high-quality products to our global partners. Currently, over 90% of our products are exported to developed markets, including North America, Europe, Japan, South Korea, and the Middle East.
Product Description
Ethylmagnesium Bromide (CAS: 925-90-6), often abbreviated as EtMgBr, is a classic and widely used Grignard reagent with the formula C?H?BrMg. It is typically supplied as a colorless to pale yellow or dark brown solution in anhydrous organic solvents such as diethyl ether or tetrahydrofuran (THF), with common concentrations of 1mol/L (in THF) and 3mol/L (in ethyl ether). As a potent organometallic compound, it exhibits strong nucleophilicity and basicity, existing in Schlenk equilibrium between alkyl magnesium halides (RMgX) and dialkyl magnesium (R?Mg) in solution. Synthesized mainly by the reaction of bromoethane with magnesium metal in anhydrous solvents, it is a cornerstone reagent in modern organic synthesis, widely applied in laboratory research and industrial production.
Uses
Organic Synthesis: Core reagent for nucleophilic addition reactions, used to introduce ethyl groups into organic molecules, reacting with aldehydes, ketones, esters, lactones, and other carbonyl compounds to synthesize alcohols, ketones, and other functional derivatives. It also acts as a strong base to deprotonate substrates such as alkynes, facilitating subsequent functionalization reactions.
Pharmaceutical & Fine Chemicals: Key intermediate for synthesizing pharmaceutical raw materials and fine chemicals, used in the preparation of various organic compounds with biological activities and special functional groups through Grignard reactions.
Laboratory Research: Essential reagent in organic chemistry laboratories for reaction optimization, structural modification, and the synthesis of complex organic molecules, serving as a standard Grignard reagent for teaching and scientific research purposes.
Industrial Production: Applied in large-scale synthesis of fine chemicals, agrochemicals, and pharmaceutical intermediates, with industrial-grade products available in large packaging to meet mass production needs.
Molecular Formula & Structure
- Molecular Formula: C?H?BrMg
- Molecular Weight: 133.27 g/mol
- IUPAC Name: Ethylmagnesium bromide
- Synonyms: Ethyl magnesium bromide; EtMgBr; MFCD00000043; Reaxys Registry Number: 3910290; PubChem Substance ID: 87569431; EC Number: 213-127-3; Chemical Abstracts Service Registry Number: 925-90-6.
- CAS Number: 925-90-6
- SMILES Code: C[Mg]Br
- Chemical Structure: An organometallic compound consisting of an ethyl group (-C?H?) bonded to a magnesium atom, which is further bonded to a bromine atom. It exists as a coordination complex in solution, with solvent molecules (ether or THF) coordinating to the magnesium atom, enhancing its stability. The compound exhibits strong nucleophilicity due to the polar C-Mg bond, making it highly reactive in organic synthesis reactions.
Physical & Chemical Properties
- Appearance: Colorless to pale yellow or dark brown clear solution (in ether or THF); may form slight precipitation under cold conditions, which can be dispersed by shaking or gentle heating.
- Melting Point: Not applicable (supplied as solution); Boiling Point: Not clearly reported (depends on solvent); Density: 1.01 g/cm3 (20/20, THF solution); Flash Point: -40°C (ethyl ether solution), highly flammable; pKa: Not clearly reported.
- Solubility: Insoluble in water (reacts violently with water); miscible with anhydrous organic solvents such as diethyl ether, THF, and toluene; incompatible with protic solvents (alcohols, acids, water) and polar solvents that can react with Grignard reagents.
- Stability: Highly moisture-sensitive and air-sensitive; decomposes rapidly when exposed to water, air, or carbon dioxide, releasing flammable ethane gas. Stable under anhydrous, inert atmosphere (nitrogen or argon); avoid prolonged exposure to light and high temperature (>30°C).
- Toxicity & Safety: Highly hazardous (GHS Labeling: Danger); flammable liquid (GHS02); reacts violently with water to release flammable gases (GHS04); irritating to skin, eyes, and respiratory tract (GHS07); may cause severe burns. Hazard Statements: H225 (Highly flammable liquid and vapor), H260 (In contact with water releases flammable gases which may ignite spontaneously), H314 (Causes severe skin burns and eye damage); Precautionary Statements: P210, P223, P231+P232, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P310, P321, P363, P403+P233, P405, P501.
Synthesis & Storage
- Synthesis: Main industrial and laboratory method: Bromoethane reacts with magnesium powder or magnesium turnings in anhydrous diethyl ether or THF under inert atmosphere (nitrogen or argon), with no catalyst required; the reaction proceeds spontaneously to form ethylmagnesium bromide solution. The product is used directly as a solution without further purification, and its concentration is determined by titration.
- Storage: Store at <15°C in a cool, dry, well-ventilated, dark warehouse; keep in sealed, airtight containers under inert atmosphere (nitrogen-filled) to prevent contact with moisture and air. Packed in 250mL, 1L, 5L sealed bottles (for laboratory use) or 25kg sealed drums (for industrial use), using dual-seal packaging to ensure airtightness. Avoid direct sunlight, high temperature (>30°C), and contact with water, protic solvents, and strong oxidants; keep away from ignition sources, food, and feed. Shelf life: 12 months if unopened and stored properly under anhydrous, inert conditions.
- Handling Precautions: Use in a well-ventilated fume hood; wear full protective equipment (nitrile gloves, safety goggles, flame-retardant lab coat, face shield). Strictly avoid contact with water, air, acids, and alcohols. In case of skin contact, immediately rinse with plenty of dry sand or inert absorbent (do not use water), then wipe with organic solvent and seek medical attention; in case of eye contact, immediately flush with large amounts of water for 15 minutes and seek medical attention. Dispose of waste in accordance with local regulations: dilute with double the amount of toluene, add ethyl acetate dropwise under ice cooling, then add 10% ammonium chloride solution, separate layers, neutralize the aqueous layer, and dispose of both layers properly. Do not pour directly into drains or mix with other wastes.
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