Username123455
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Ethanol reacts with a sodium metal to form an ethoxide ion, CH3CH2O-. Ethoxide ion acts as a nucleophile.
a)Predict structure of organic product formed when ethoxide ion reacts with 1-bromopropane.
Would the oxygen replace the the bromine, I'm kinda lost. Thanks for the help
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charco
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(Original post by Username123455)
Ethanol reacts with a sodium metal to form an ethoxide ion, CH3CH2O-. Ethoxide ion acts as a nucleophile.
a)Predict structure of organic product formed when ethoxide ion reacts with 1-bromopropane.
Would the oxygen replace the the bromine, I'm kinda lost. Thanks for the help
The ethoxide ion behaves as a strong nucleophile using the negative charge on the oxygen. R-O-

How do nucleophililes react with haloalkanes?
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(Original post by charco)
The ethoxide ion behaves as a strong nucleophile using the negative charge on the oxygen. R-O-

How do nucleophililes react with haloalkanes?
So would the bromine replace the oxygen and react with the ethoxide ion?
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charco
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(Original post by Username123455)
So would the bromine replace the oxygen and react with the ethoxide ion?
Nucleophilic substitution

Nu- + R-X ==> R-Nu + X-

Where X is a halogen
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(Original post by charco)
Nucleophilic substitution

Nu- + R-X ==> R-Nu + X-

Where X is a halogen
Thank you, so it would be CH2(CH3CH2O)CH3+Br as the products right?
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charco
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(Original post by Username123455)
Thank you, so it would be CH2(CH3CH2O)CH3+Br as the products right?
1-bromopropane looks like this:

CH3CH2CH2CH2-Br

The ethoxide ion looks like this:

CH3CH2O-

Replace the Br by the ethoxide and what do you get?
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(Original post by charco)
1-bromopropane looks like this:

Ch3ch2ch2ch2-br

the ethoxide ion looks like this:

Ch3ch2o-

replace the br by the ethoxide and what do you get?
ch3ch2ch2ch2-ch3ch2o-
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charco
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(Original post by Username123455)
ch3ch2ch2ch2-ch3ch2o-
No, you have to use the electron pair on the oxygen to do the attack:

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(Original post by charco)
No, you have to use the electron pair on the oxygen to do the attack:

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So the oxygen will attach to the carbon then?
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(Original post by Username123455)
So the oxygen will attach to the carbon then?
The ethoxide ion attaches to the carbon via the oxygen atom.
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(Original post by charco)
The ethoxide ion attaches to the carbon via the oxygen atom.
Thank you
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