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Miggi thumbnail
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Posted: 14 years ago
Hello,
1)Draw the rganic product for the following nucleophilic reaction
CH3CH2I + CH3CH2O^- ---> ???
2] Draw the nucliophilic substitution product for the following reaction
CH3CH2CH2Br + CH3CH2S^-----> ???
3)Draw the major organic substitution product for (2R,3S)-2-Bromo-3-methylpentane reacting with nucleophile CH3CH2O^-(concn). Indicate the sterechmisty including Hydorgens at each stereogenic centers. Ignore the byproducts?
Miggi thumbnail
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Posted: 14 years ago
Hey, Thanks for ur help but my assignment was due be4 you gave me the answers plus I can't see the images u posted. Is the prob just with me or with everybody?
Anyways thanks again :)
akhl thumbnail
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Posted: 14 years ago
I also noticed the problem just now. I uploaded in tinypic website. Do not know why they removed the images.
Miggi thumbnail
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Posted: 14 years ago
hello,
I need help again please help me as soon as possible. I've solved the above questions.
Thanks in advance! :)
Edited by Miggi - 14 years ago
akhl thumbnail
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Posted: 14 years ago
3) The question about the reaction of (2R,3S)2-bromo-3methyl-pentane
Answer:
4) The question in which an epoxide reacts with NaCN, ethanol, H2O
Answer: Erase the bond between O and the CH2 on the left.
Change the CH2 on the left to CH3
Change O to OH
5) Give the product of the following. Alcohol reacts with
PCC. Assume PCC is in excess.
Answer: Replace the OH on the top by O. And replace the single bond with that O by double bond. So the top -OH will become =O
Edited by akhl - 14 years ago
akhl thumbnail
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Posted: 14 years ago

The reactant does not look correct in the first question. Are you sure that there is a single bond with only O?

As I see in the question, there is a single bond with Br, a single bond with H, a single bond with O, and a single bond with CH3 (though CH3 is not written). I am confused over the bond with O because, usually, there is single bond with OH, but with only O, the bond is double. So check the question.
Last question - Both above and below the arrow you have put CH3O-
Also, the question mentions ethanol but I do not see ethanol anywhere in the reaction. So check the question again.
akhl thumbnail
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Posted: 14 years ago
Answer to the question in which there is reaction with H2O.
There is no reaction becase alkanes do not react with water.
But are you sure all he bonds are single and is it really H2O ? (Or is it something else like H2O+) ?
Miggi thumbnail
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Posted: 14 years ago
Hi,
In the first question its not oxygen its deuterium D that is forming a bond with carbon center. I hope that would help you in solving the question.
And in the last question there is CH3O- and CH3OH that is reacting with the structure.

Originally posted by: akhl

The reactant does not look correct in the first question. Are you sure that there is a single bond with only O?

As I see in the question, there is a single bond with Br, a single bond with H, a single bond with O, and a single bond with CH3 (though CH3 is not written). I am confused over the bond with O because, usually, there is single bond with OH, but with only O, the bond is double. So check the question.
Last question - Both above and below the arrow you have put CH3O-
Also, the question mentions ethanol but I do not see ethanol anywhere in the reaction. So check the question again.

Miggi thumbnail
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Posted: 14 years ago

Originally posted by: akhl

Answer to the question in which there is reaction with H2O.

There is no reaction becase alkanes do not react with water.
But are you sure all he bonds are single and is it really H2O ? (Or is it something else like H2O+) ?

Yea, I made a mistake in drawing the structure. All bonds are single but there is Br(bromine) instead of methyl(CH3) on the down side
CH3 CH3
- /
CH3 - -
-
Br
Something Like this and its reacting with water not hydronium ion.
Miggi thumbnail
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Posted: 14 years ago
hey the answers to question #3 and #4 are wrong.

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