medchem 14 Flashcards

1
Q

the carbon in the carbolyxic acid is a —- which means its linked to — with the bond angle of — it also has a —-which can be protonated like alcohol and the carbon can be attacked by a —-

A
  • triagonal carbon , 3 different atoms, 120
  • carboxyl group ( COOH)
  • nucleophile
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2
Q

the — between the particles increases the intermolecular attractions between particles are disrupted and — has to be provided to distrupt them

A

distance
energy as tempreture

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3
Q

the boiling point is — due to —- and its — soluble and they exists as h-bonded dimers in — state

A
  • high (118 c )
  • hydrogen bonding
  • water
  • liquid
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4
Q

— contains even number of carbons between — the chains are synthesised by —–

A
  • fatty acids
  • 12-20
  • 2 carbon units
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5
Q

saturated fatty acids have —- and the linear chains can be —-
unsaturated fatty acids have —– and the bonds are usually in — configuration

A
  • no double bonds and is saturated w/ hydrogen , rotatable
  • at least one double bond
  • cis
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6
Q

the omega refers to the position of c double bond c is always closest to — end as the oleic acids in —– fatty acids

A

methyl group
unsaturated fatty acids

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7
Q

double bonds will always be separated by at least one ethylene group (-ch2-) in —– fatty acids

A

polysatyrated fatty acids
( so w/ every double bond we’ll leave a space )

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8
Q

prostaglandins starts with —- in the membrane

A

phospholipids

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9
Q

the phospholipase A2 frees the —- from the membrane

A

arachidonic acid

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10
Q

— is a 20 carbon polyunsaturated fatty acid

A

arachdonic acid

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11
Q

arcahndoic is converted into — from which the prostogadins are sythesied

A
  • PG2
    (YOU SHOULD RECOGNIZE THE STRUCTURE OF PROSTOGLADIN CHECK SLIDE 13)
    postagladin strcuture:
    5-memebrerd ring , 20 carbon and COOH
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12
Q

the reactions of carbolyxic acid with bases produce —
as carbolyxic acid + NaOH –>

A
  • salts
  • sodium carboxylate and water
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13
Q

carbolyxic acids are — acids

A

weak

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14
Q

the dissociation aka ionisation of carbolyxic acid produce:
carbolyxic acid + h20 –> —-

A
  • conjugate base and h30+
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15
Q

the Ka is —-
larger the value of Ka — the acid

A

product/ reactant so
[ conjugate base ] [ h30] / carbolyxic acid + h20
stronger

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16
Q

— is the acid ionisation or acid dissociation constant

A

Ka

17
Q

which of these are the strong acid
A: ch3cooh and Ka of : 1.8 x 10 -5
B: clch2cooh and Ka os: 1.4 x 10-3

A

B

18
Q

Ka values are cumbersome to remember so — is used instead the they have —- relationship

A
  • pKa = -log Ka or ( log 1/ka)
  • inverse
19
Q

stronger acid has — Ka and — pka

A
  • large
  • small
20
Q

the reason why carbolyxic acid are stronger acids than alcohols:

A

because of the conjugate base
the carbolixic acids conjugate base is stabilised by resonance so its formed easily while the aloxide isn’t

21
Q

carboxylate anions are stabilised by — because the -ve charge is spread over —

A

resonance , 2 oxygens ( check the structure of resonance in slide 21 )

22
Q

is there resonance stabilised in aloxide ion?

A

NO

23
Q

another proof of resonance stabilisation is the —

A

carbon to oxygen bonds are different one is c=o and one is c-o ( that’s in methanoic acid )
while the conjugate base of it aka the sodium methanoate they are both identical both between single and double bond

24
Q

In RCOOH , the substituent R influences the — of the cooh group so it could be either — or —

A

acidity
electron donating or withdrawing
( CHECK SLIDE 24 )

25
Q

—- reduces the -ve charge and make the conjugate base more stable so its easily formed and makes carbolyxic acid more strong

A
  • electron withdrawing group as nitro groups since its pka is low
26
Q

—- destabilise the conjugate base and makes the acid weaker

A

electron donating group as methyl groups since their pka is high

27
Q

we can synthesises carbolyxic acid and the oxidation of primary alcohol or aldehydes by using —-

A

KMn04 , a strong oxidising agent , potassium permengate

28
Q

or we could use: grind reagent with —
in grinard reagent the C-Mg bond is —
grinared reagents react with co2 to give —

A
  • co2 ( rx+ mg aka alkyl halid ) —> and we use dry ether as a catalyst to produce RMGX ( the gernard reagent )
  • polar
  • carbokyxic acid
29
Q

oxidation of alkyl benzene with KMN04 gives and the alkyl benzene can be —– but not —–

A

benzoic acid
methyl, primary, secondary , not teritry