medchem 20 Flashcards

1
Q

amines have lone pairs which makes them —

A

basic and nucleophiles

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1
Q

– have higher boiling point that alkanes due to the —- bonding

A
  • amines
  • intermolecular hydrogen bonding
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2
Q

amines react as base if there’s a — and produce –

A
  • acid proton
  • amine salt
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3
Q

arrange the basicity of the following
annaline
ammonia
cyclohexylamine
ch3nh2

A

ch3nh2 > cyclohexylamine > ammonia > aniline ( bc the lone pairs are not available in the aliphatic amines and they are in an aromatic sexts )

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4
Q

electron — increases the basicity if amines as they push the electrons density towards the nitrogen and making it easier to accept a proton so its a better base

A

donating groups

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5
Q

electron — groups decreases the basicity of the amines and pull the electrons density away from the N making it less easy to accept a proton and is a poor base

A

withdrawing groups

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6
Q

reactions of amines w/ alkyl halids:
ammonia + ch3ch2-br –>
1 amine –>
2nd amine –>
3rd amine —>

A

primary amine (hydrobromide salt )
secondary amine (hydrobromide salt
teritary amine (hydrobromide salt )
quantatry amine ( ammonium bromide salt )

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7
Q

reactions of amines w/ carbonyl groups produce

A

immine (schiff base + h20 )

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8
Q

reduction of imime ( by h2 and metal catalyst ) leads to –

A

amine

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9
Q

amines can be produced directly from —– by the formation of — and their — in a — step

A
  • aldehyde , keton
  • imine
  • reduction ( reduction of mines by hydrogenation aka h2 or Ni aka a metal or by reducing agent )
  • single
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10
Q

amines cant be formed by —- under normal conditions bc they will produce —

A
  • carbolyxic acid
  • amine salts ( c.a + amines as a base —> amine salts )
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11
Q

many amine drugs as —- which is a local anasethic and are — and are poorly soluble in —- which is why they are administered as —— to make them —-

A
  • lidocaine
  • lipophilic
  • blood plasma
  • hydrochloride salts
  • water soluble
    ( only one will be protonated )
    so they are formulated as hydrochloride and not dihydrochloide due to the solubility and stability of hydrochlorides
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