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Questions tagged [amines]

For questions about amines - organic compounds with a basic nitrogen with a lone pair, also occasionally referred to as derivatives of ammonia. Not to be confused with amides, for which the tag [carbonyl-compounds] is to be used.

2 votes
0 answers
121 views

Can alkyl halides react with guanidine/guanidino groups?

I wonder how the π delocalization of guanidino groups affects the reactivity of the terminal nitrogens with respect to alkyl halides compared to, say, primary amines?
Mowgli's user avatar
  • 183
0 votes
0 answers
37 views

comparing basic strength of toluidine isomers [duplicate]

I would like to compare the basicity of ortho and para isomers of toluidine.After comparing the pKb values online the order of basic strength is: p—toluidine> m—toluidine> aniline> o—...
TeslaBolt's user avatar
  • 156
5 votes
1 answer
145 views

Synthesizing octopine from arginine and 2-bromopropionic acid

I am a biologist, and organic chemistry lessons are a distant memory now. I am interested in synthesizing a small amount of octopine. Octopine is a natural molecule resulting from an enzyme-catalyzed ...
Mowgli's user avatar
  • 183
3 votes
0 answers
45 views

Compound's reactivity in Hoffman Bromamide Reaction

I already know that the presence of electron donating groups in the soon-to-be migrating group in the Hoffman Bromamide reaction makes the molecule more reactive, but I encountered a question which ...
Dhruv Kaushik's user avatar
3 votes
1 answer
634 views

What is the pKa value of the nitrogen atoms, specifically the amine groups?

How would you estimate the $\mathrm pK_\mathrm a$ values of the nitrogen atoms in 1,4-dimethyl-1,2,3,4-tetrahydroquinoxaline? I struggle with it because I am unsure whether to classify them as ...
Laura's user avatar
  • 39
2 votes
1 answer
588 views

Why does alkylamines have a higher boiling point than ammonia?

Here are the boiling points of ammonia and some amines: $$ \begin{array}{|c|c|} \hline \textrm{Substance} & \textrm{Boiling Point} \\ \hline \textrm{Ammonia} & \pu{-33.34^\circ C} \\ \textrm{...
Anonymous's user avatar
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
2 votes
0 answers
134 views

How does iodic(VII) acid oxidise amines? [closed]

What happens when 3‐aminobutan‐2‐one undergoes oxidative cleavage with $\ce{HIO4}?$ I'm particularly interested in the amine part. Would the hydroxy and amino groups on the same carbon be stable? Or ...
Umesh Konduru's user avatar
3 votes
1 answer
101 views

Will iron(III) sodium EDTA release its nitrogen into a water medium and become bioavailable to aquatic plants?

I am wanting to create an N-free Hoagland's solution and have discovered a recipe that includes sodium ferric ethylenediaminetetraacetate salt $(\ce{C10H12FeN2NaO8}).$ Will the nitrogen in EDTA ...
Martin J Lambert's user avatar
0 votes
0 answers
390 views

Why isn't the Leuckart reaction used to make (meth)amphetamine?

For example, in Breaking Bad, they synthesize meth from phenylacetone. Why not just use methylammonium formate, if they already have methylamine?
kvanderfluegh's user avatar
3 votes
1 answer
142 views

Nomenclature of tertiary amine derivative

I’m experiencing difficulties putting together a full name of the tertiary amine. One substituent is propyltrimethoxysilane $\ce{(OEt)3Si-CH2-CH2-CH2\bond{-}}$, and the two others are ...
Iryna's user avatar
  • 47
1 vote
1 answer
111 views

How do I understand the IUPAC naming of 9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one? [closed]

I'm having trouble understanding the IUPAC naming convention of 9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one. It would be great if you can help to breakdown the naming ...
Lv.0 Shian's user avatar
0 votes
0 answers
588 views

Mechanism for the synthesis of benzimidazole

I have thought up a mechanism for the synthesis of benzimidazole from o-phenylenediamine and formic acid. I would like to know if it's correct. I have attached it below. My rationale for the ...
user avatar
0 votes
0 answers
555 views

Resonance structure with allylic lone pair

Draw the appropriate resonance structure for 5-aminolevulinic acid: As there is an allylic lone pair, my first arrow goes from the lone pair to form a π-bond, and the second goes from the π-bond to ...
ninja_fun's user avatar
0 votes
1 answer
433 views

What is the order of basicity of amines?

My textbook claims that - Greater is the stability of the substituted ammonium cation, stronger should be the corresponding amine as a base. Thus, the order of basicity of aliphatic amines should be: ...
HarshDarji's user avatar

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