organic 3 Flashcards

1
Q

how can we form a-b unsaturated carbonyl compounds + what are they

A

base attacks acidic alpha hydrogen
move e- to O
use O- and double bond to attack other carbonyls carbon
move e- onto O
O- attacks a H
then reflux to get it!!!

when theres a double bond between the alpha and beta carbon of a carbonyl compound

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2
Q

describe an alpha, beta unsaturated carbonyl compound

A

carbonyl compound,, with a double bond between the alpha and beta carbon

made from refluxing a carbonyl with an OH on the beta carbon (formed by 2 carbonyls attacking eachother)

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3
Q

how does a ketone react in an acidic environments with other ketones

A

ketone O is protonated with acid
alpha H is removed and O is neutralised to give a OH.
double bond is formed when H is removed.

O: and double bond attack the C of another ketone carbonyl carbon (after it’s protonated at the O)

e- neutralise O and a bond is formed between the ketones, OH is formed from the new carbonyl. (the one u attacked)

OH attacks a H ,, forms a better LG

water is removed.

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4
Q

how do we form a ring // connect things

A

we remove an alpha H,, form a double bond and a O-

use this to attack a C that’s partially positive of a carbonyl ( make sure the rings have about 6/5 Cs in them)

think about what H to attack by looking at how many carbons will be in the ring if u attack different ones.

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5
Q

when u form an enolate,, which carbon do u start counting from,,

A

ngl u need to ask but i feel like look to see if the carbon won’t be pentavalent.

so like normally do the C that’s not bonded to the O

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6
Q

when ur making a bond between 2 carbonyl molecules but have a group between them,, where does the group go

A

it goes under,, so like where the double bond is is where u cut off the bond making bond. u don’t carry it through a bond and start wherever. u out the other things below it and just bond both carbonyls.

any methyl groups go underrrrr

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7
Q

is the aldehyde H acidic and can it be removed

A

don’t remove it girl. it’s not acidic it’s stable

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8
Q

can enols always be made

A

nopeee

if there’s no alpha protons then enols cannot be made.

aka benzaldehyde.

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9
Q

if only 1 reactant can form an enolate what do u do

A

either react the enolate to its original molecule.

or react the enolate to the molecule that can’t form an enolate

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10
Q

when u are drawing ur 2 carbonyls that reacted how should u change up the molecule

A

the one ur attacking,, draw it with the H towards the enolate,, if there’s no H’s remember to draw the group underrrr the main chain

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11
Q

when u have an OH what can u do

A

deprotonate an alpha H

and remove the OH

forming a double bondddd

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12
Q

what do u need to look out for

A

forming the bonds,, how many C’s u have and how many bonds ur drawing

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13
Q

tertiary amine can attack how many times

A

once

it forms a quaternary which is its max.

can react with Me-I

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14
Q

is a quaternary amine a good lg

A

yessss

a quaternary amine is a good lg

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15
Q

when u see a double bond thinkkk

A

a alpha proton was removed in order to remove a LG

which formed a double bond

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16
Q

manich reaction : aldehyde + immine!!

A

enolate on aldehyde is formed by base removing alpha H.

0- and double bond attack the imine N, neutralising it.

17
Q

what the positive imine acc called

A

an imine salt

18
Q

how is the imine salt formed

A

formaldehyde and Me N Me (do methyl amine).

needs HCl and fives off H2O

19
Q

aldehyde + formaldehyde: whats more reactive and what does this mean

A

formaldehyde is very reactive!!!

will keep on performing the aldol reaction until all enolisable protons are substituted.

20
Q

aldehyde + formaldehyde

A

formaldehyde is very reactive!!!

will keep on performing the aldol reaction until all enolisable protons are substituted.

21
Q

what does the mannich reaction actually do

A

makes a formaldehyde analogue that’s less reactive,, let’s condensation proceed once and once only.

not until all alpha Hs are substituted.

22
Q

n

A