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The reaction works also with iodoethane instead of bromoethane.
For example, bromoethane can be converted to iodoethane:
First, bromoethane reacts with Mg in ether.
As an example, the transition state shown below occurs during the S2 reaction of bromoethane with a hydroxyl anion:
For example, ethanol reacts with bromide ion in the presence of concentrated sulfuric acid to form bromoethane.
It is commonly abbreviated as "EtBr", which is also an abbreviation for bromoethane.
(Hydrolysis of bromoethane, for example, yields ethanol).
Sodium acetate can be used to form an ester with an alkyl halide such as bromoethane:
For example, ethane with bromine becomes bromoethane, methane with four chlorine groups becomes tetrachloromethane.
There is no information available concerning the ability of bromoethane to be absorbed into the body through the skin, but it would be sensible to avoid skin contact.
It may be prepared in the normal manner of Grignard reagents - by reacting bromoethane with magnesium in diethyl ether:
IARC Monograph: "Bromoethane"
Bromoethane B gives F, CH3CH2MgBr, ethylmagnesium bromide.
For example, with bromoethane and sodium hydroxide (NaOH) in ethanol, the hydroxide ion HO abstracts a hydrogen atom.
In an example of the SN2 reaction, the attack of hydroxide (the nucleophile) on a bromoethane (the electrophile) results in ethanol, with bromide ejected as the leaving group.
The first reported synthesis of ferrocene used the Grignard reagent cyclopentadienyl magnesium bromide, which can be prepared by reacting cyclopentadiene with magnesium and bromoethane in anhydrous benzene.
In another route, ethylamine can be synthesized via nucleophilic substitution of a haloethane (such as chloroethane or bromoethane) with ammonia, utilizing a strong base such as potassium hydroxide.
Because no safe exposure limit for bromoethane could be identified, the Health and Safety Commission's Advisory Committee on Toxic Substances (ACTS) will consider setting a Maximum Exposure Limit (MEL).
For the unsubstituted and less electron rich substrates, behaviour expected for a classical Sn2 mechanism is found, but for 1-(4-methylphenyl)bromoethane, the racemization rate is greater than twice the exchange rate, indicating internal return with racemization from a solvated ion pair.
Draw only the structure of the major product of the reaction of one molar equivalent of bromoethane with: a) G plus two molar equivalents of base b) G plus one molar equivalent of base v) A side reaction of G is its oxidative dimerization.