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Ethyl 3-bromopropionate is the organobromine compound with the formula BrCH 2 CH 2 CO 2 C 2 H 5. It is a colorless liquid and an alkylating agent. It is prepared by the esterification of 3-bromopropionic acid. [1] Alternatively, it can be prepared by hydrobromination of ethyl acrylate, a reaction that proceeds in an anti-Markovnikov sense. [2]
An example of the Hell–Volhard–Zelinsky reaction can be seen in the preparation of alanine from propionic acid.In the first step, a combination of bromine and phosphorus tribromide is used in the Hell–Volhard–Zelinsky reaction to prepare 2-bromopropionic acid, [3] which in the second step is converted to a racemic mixture of the amino acid product by ammonolysis.
The addition of the two molecules typically proceeds in a step-wise fashion to the addition product, usually in equilibrium, and with loss of a water molecule (hence the name condensation). [3] The reaction may otherwise involve the functional groups of the molecule, and is a versatile class of reactions that can occur in acidic or basic ...
B(C 6 F 5) 3 forms a strong Lewis adduct with water, [5] which was shown to be a strong Brønsted acid having an acidity comparable to hydrochloric acid (in acetonitrile). [6] In consequence, even traces of moisture are able to deactivate B(C 6 F 5) 3 and remaining catalytic activity might only be due to the Brønsted acidity of the water adduct.
Propargyl bromide, also known as 3-bromo-prop-1-yne, is an organic compound with the chemical formula HC≡CCH 2 Br. A colorless liquid, it is a halogenated organic compound consisting of propyne with a bromine substituent on the methyl group. It has a lachrymatory effect, like related compounds. The compound is used as a reagent in organic ...
The Appel reaction is an organic reaction that converts an alcohol into an alkyl chloride using triphenylphosphine and carbon tetrachloride. [1] The use of carbon tetrabromide or bromine as a halide source will yield alkyl bromides, whereas using carbon tetraiodide, methyl iodide or iodine gives alkyl iodides.
H 2 C=CH 2 + HBr → H 3 C-CH 2 Br. Bromoethane is inexpensive and would rarely be prepared in the laboratory. A laboratory synthesis includes reacting ethanol with a mixture of hydrobromic and sulfuric acids. An alternate route involves refluxing ethanol with phosphorus and bromine; phosphorus tribromide is generated in situ. [4]
Phosphorus tribromide, like PCl 3 and PF 3, has both properties of a Lewis base and a Lewis acid. For example, with a Lewis acid such as boron tribromide it forms stable 1 :1 adducts such as Br 3 B · PBr 3. At the same time PBr 3 can react as an electrophile or Lewis acid in many of its reactions, for example with amines.