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Allyl Bromide
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| Chemical Name | Allyl Bromide (Stabilized with Propylene Oxide) |
| Synonyms | 3-Bromo-1-propene; 1-Bromo-2-propene; 2-Propenyl Bromide; 3-Bromo-1-propene; 3-Bromopropene; 3-Bromopropylene; Allyl Bromide; NSC 7596 |
| CAS Number | 106-95-6 |
| Molecular Formula | C₃H₅Br |
| Appearance | Colourless to Light Yellow Oil |
| Molecular Weight | 120.98 |
| Storage | 4°C |
| Solubility | Chloroform (Soluble) |
| Stability | Volatile |
| Category | Building Blocks; Miscellaneous; |
| Boiling Point | 71.3°C at 760 Torr (Scifinder) |
| Applications | Allyl Bromide is used as a reagent in the synthesis of Resveratrol derivatives. Resveratrol (R150000) is a minor constituent of wine, correlated with serum lipid reduction and inhibition of platelet aggregation. Resveratrol is a specific inhibitor of COX-1, and it also inhibits the hydroperoxidase activity of COX-1. It has been shown to inhibit events associated with tumor initiation, promotion and progression. |
Allyl Bromide: Properties, Uses, and Safety Precautions
Allyl bromide, also known as 3-bromopropene, is a clear, colorless liquid with a pungent odor. It is commonly used in organic synthesis as a precursor for various compounds, but it also has some industrial and medicinal applications. However, due to its highly reactive nature and toxicity, allyl bromide should be handled with caution and appropriate safety measures. This article will explore the properties, uses, and safety precautions associated with allyl bromide.
Properties of Allyl Bromide
Allyl bromide has a molecular formula of C3H5Br and a molecular weight of 120.98 g/mol. It has a boiling point of 71°C and a melting point of -119°C. Allyl bromide is soluble in organic solvents such as ethanol, ether, and chloroform, but insoluble in water. It is highly reactive and can undergo various chemical reactions such as nucleophilic substitution, addition, and polymerization.
Uses of Allyl Bromide
Organic Synthesis
Allyl bromide is a versatile reagent in organic synthesis, serving as a precursor for various compounds such as allyl alcohol, allyl amine, allyl isocyanate, and allyl mercaptan. It can be used in the preparation of pharmaceuticals, agrochemicals, and fragrances. For example, allyl bromide is a key intermediate in the synthesis of the anti-cancer drug tamoxifen.
Industrial Applications
Allyl bromide is used in the production of flame retardants, plasticizers, and lubricants. It is also used as a cross-linking agent in the manufacture of rubber and other polymers. Additionally, allyl bromide is used in the synthesis of allyl chloride, which is used in the production of epichlorohydrin, an important industrial chemical.
Medicinal Applications
Allyl bromide has some medicinal properties, but it is not used in mainstream medicine due to its toxicity and adverse effects. It has been used as a respiratory stimulant and a vasodilator, and it has shown some potential in treating respiratory disorders such as asthma and chronic obstructive pulmonary disease (COPD). However, the use of allyl bromide in medicine is limited due to its high toxicity and potential for causing serious side effects.
Safety Precautions
Allyl bromide is a highly reactive and toxic substance, and it should be handled with care and appropriate safety measures. Exposure to allyl bromide can cause severe respiratory and eye irritation, as well as skin burns and blisters. Inhaling allyl bromide can cause pulmonary edema, which can be fatal. Therefore, it is important to use protective equipment such as gloves, goggles, and respirators when handling allyl bromide.
In addition, allyl bromide should be stored in a cool, dry, and well-ventilated area away from sources of heat, ignition, and oxidizing agents. It should be kept in a tightly closed container and handled only by trained personnel with proper safety training.