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5 votes
2 answers
1k views

Can primary amine be produced using Grignard reagent?

I found a way to produce Secondary Alkyl Amines using Grignard Reagent. (source: wiley.com) Ref: Z. Huang, J. Lv, Y. Jia, Chemistry Select 2016, 1, 5892. DOI: 10.1002/slct.201601464 But I want to ...
K M F Ruhan's user avatar
0 votes
0 answers
39 views

Preparation of m-nitroaniline from m-dinitrobenzene [duplicate]

Consulting various Organic Chemistry resources, I have found two reactions for the purpose stated in the subject: First reaction: Second reaction: But, I cannot find the reaction mechanism by which ...
Carlos's user avatar
  • 607
5 votes
3 answers
4k views

Selective reduction of nitro group to amine, in benzene ring containing nitrile?

I would like to know if there is a possible route of synthesis that may reduce 3-nitrobenzonitrile A to 3-aminobenzonitrile B. I would normally reduce a nitro to an amine using $\ce{Pd/C}$ and $\ce{...
Philip's user avatar
  • 51
5 votes
2 answers
34k views

Nitration of aniline [duplicate]

(b) Nitration: Direct nitration of aniline yields tarry oxidation products in addition to the nitro derivatives. Moreover, in the strongly acidic medium, aniline is protonated to form the anilinium ...
JR SUKESH's user avatar
  • 103
0 votes
0 answers
914 views

Why is the trimethylammonium group a stronger electron withdrawing group than the nitro group?

I was working on a question that basically boils down to deciding whether the nitro group ($\ce{-NO2}$) or the trimethylammonium group ($\ce{-N+(CH3)3}$) on a benzene ring, is a stronger electron ...
WTS's user avatar
  • 11
1 vote
0 answers
2k views

Why is ethanol used in catalytic reduction of nitro group to an amine? [closed]

$$\ce{R-NO2 +C2H5OH + H2 (g)->[Pt/Pd/Ni] R-NH_2}$$ The above equation represents catalytic reduction of nitro group to amine. What is the role of ethanol in it? I understand that $\ce{Pt/Pd/Ni}$ ...
Sashank Sriram's user avatar
3 votes
0 answers
821 views

Selectivity of Zinin Reduction

What is it, that makes the Zinin Reduction a selective reduction, and not a complete reduction, in the case of dinitrobenzenes? Also, is the reaction a selective one even when it is done for aliphatic ...
Shekhar Upadhyay's user avatar
1 vote
1 answer
4k views

Which occurs first: nitration or oxidation of aniline by concentrated nitric acid?

Which of the cases is possible or both or none?
Swastik's user avatar
  • 1,232
3 votes
2 answers
5k views

How to transform an aliphatic primary amine to the corresponding nitro compound?

Could you suggest a reagent or procedure to transform an aliphatic primary amine to the corresponding nitro compound. I know this is a bit backwards of a request because the usual procedure is the ...
Jeffrey Schultz's user avatar
31 votes
3 answers
20k views

Selective nitro reduction of poly nitro compounds

Is there any way through which I could selectively reduce one $\ce{NO2}$ group from a dinitro- or trinitro- compound to an amine. I was reading Solomons and Frhyle and it says that m-dinitrobenzene ...
Karan Singh's user avatar
  • 3,805
6 votes
1 answer
918 views

Amine addition to nitro group

What is the mechanisms of this reaction? How feasible is this reaction? Can it happen under relatively mild conditions if it is intermolecular?
EJC's user avatar
  • 14.4k
8 votes
1 answer
522 views

Why are triamino compounds so rare?

I was doing a reaxys substructure search for the compound shown on the left below, with the 3 amines on 1 carbon. However, the closest I found were all trinitro compounds like on the right. I would ...
user137's user avatar
  • 2,228
11 votes
3 answers
3k views

Reduction of α,β-unsaturated nitro compounds

Would it be possible to reduce a α,β-unsaturated nitro compound to a saturated amine using for example $\ce{NaBH4}$? I know these kind of compounds will be reduced by hydrogenation using a $\ce{Pt/C}$ ...
Jori's user avatar
  • 6,233
6 votes
1 answer
3k views

Is 4-nitrobenzaldehyde or 4-aminobenzaldehyde more likely to be hydrated?

Of 4-nitrobenzaldehyde and 4-aminobenzaldehyde, which has the higher $\ce{K_{eq}}$ of hydration? $\qquad \qquad$ Steric factors can likely be ignored in this problem since we are dealing with ...
Dissenter's user avatar
  • 19k