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Topic: Grinard Reagents  (Read 3565 times)

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Offline BilloRani2012

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Grinard Reagents
« on: May 30, 2011, 09:21:48 AM »
The transformation shown below can be accomplished in TWO reaction steps.?
The transformation shown below can be accomplished in TWO reaction steps. From the following list, select the two reagents (or sets of reagents) which would most effectively bring about this conversion. Reagents:

1. Conc H2SO4/heat
2. CN-
3. KMnO4
4. (i) CH3MgI (ii) H3O+
5. PBr3
6. (i) BH3 (ii) H2O2
7. CH3CH2O-/CH3CH2OH
8. H2O/H+
9. OH-/H2O
10. (i) O3 (ii) Zn
11. NaBH4
12. HCl
13. KI
14. Na
15. CH3CH2Br

the chemical eqaution is:

CH3-CH2-CHO --> (Step 1) --> (Step 2) --> CH3-CH2-CHBR-CH3
So we are going from a propanal (aldehyde) --> 2-bromobutane (alkyl halide)

So would step 1 be: H20/H+
and would step 2 be: PBr3

Offline Dan

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Re: Grinard Reagents
« Reply #1 on: May 30, 2011, 03:42:58 PM »
So would step 1 be: H20/H+
and would step 2 be: PBr3

Explain your answer - show your working, this is forum policy.

Note that your starting material contains three carbon atoms and your product contains four. Neither H2)/H+ or PBr3 contain carbon. Do not guess randomly.

Start by identifying potential candidates for A and B in the sequence:

Propanal -> A -> B -> 2-bromobutane
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Offline helenn

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Re: Grinard Reagents
« Reply #2 on: June 30, 2011, 07:48:13 AM »
Also the topic title is Grignard reagents, that might be a hint.

Offline CZPF

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Re: Grinard Reagents
« Reply #3 on: July 12, 2011, 05:09:09 AM »
two steps of (4) and (5) is a effective way.

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