11: Carboxylic Acids and Its Derivatives (Part 1) Flashcards

1
Q

these are formed from carboxylic acids in many reactions

A

metal salts of carboxylate anions

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2
Q

these are named by adding the suffix -dioic acid to the name of the parent alkane

A

diacids

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3
Q

The most important reactive feature of a carboxylic acid is its __________________, which is readily cleaved with base.

A

polar O – H bond

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4
Q

Carboxylic acids having > 5 C’s are water insoluble because the nonpolar alkyl portion is too large to dissolve in the?

A

polar H2O solvent

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5
Q

The ___________________ make the carboxy carbon electrophilic, so carboxylic acids react with nucleophiles.

A

polar C – O bonds

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6
Q

these are weakly basic—they react with strong acids by protonation of the carbonyl oxygen.

A

carboxylic acids

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7
Q

Carboxylic acids react as _____________________—that is, as proton donors

A

Brønsted–Lowry acids

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8
Q

____________________ of a carboxylic acid forms a resonance-stabilized conjugate base—a carboxylate anion

A

deprotonation

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9
Q

Alkyl benzenes having at least one benzylic C – H bond are oxidized with KMnO4 to?

A

benzoic acid

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10
Q

Carboxylic acids having > 5 C’s are water insoluble because the ________________ is too large to dissolve in the polar H2O solvent.

A

nonpolar alkyl portion

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11
Q

Deprotonation of a carboxylic acid forms a resonance-stabilized conjugate base—a?

A

carboxylate anion

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12
Q

carboxylic acids also exhibit _________________________________ because they possess a hydrogen atom bonded to an electronegative oxygen atom

A

intermolecular hydrogen bonding

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13
Q

With __________________, two carboxylic acids are formed as products

A

internal alkynes

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14
Q

These ________________ dissolve in a nonpolar fat-like environment but do not dissolve in water

A

“fatty” acids

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15
Q

__________________ having at least one benzylic C – H bond are oxidized with KMnO4 to benzoic acid

A

alkyl benzenes

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16
Q

Carboxylic acids having ≤ 5 C’s are water soluble because they can ___________________ with H2O

A

hydrogen bond

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17
Q

Both ___________ and _____________ alkynes are oxidatively cleaved with ozone to give carboxylic acids

A

internal, terminal

18
Q

these have higher boiling points and melting points than other compounds of melting point comparable molecular weight

A

carboxylic acids

19
Q

what are the three simplest diacids are most often identified by their common names

A

oxalic acid
malonic acid
succinic acid

20
Q

Compounds that have only carbon and hydrogen atoms bonded to the carbonyl group

A

carbonyl compounds

21
Q

Carboxylic acids having ________ are water soluble because they can hydrogen bond with H2O

A

≤ 5 C’s

22
Q

these are the most polar organic compounds

A

carboxylic acids

23
Q

how to prepare carboxylic acids

A
  1. by oxidation of 1-degree alcohols
  2. by oxidation of alkyl benzenes
  3. by oxidative cleavage of alkynes
24
Q

these react as Brønsted–Lowry acids—that is, as proton donors

A

carboxylic acids

25
Q

insoluble carboxylic acids are called?

A

fatty acids

26
Q

Both internal and terminal alkynes are oxidatively cleaved with ozone to give?

A

carboxylic acids

27
Q

The polar C – O bonds make the carboxy carbon ________________, so carboxylic acids react with nucleophiles

A

electrophilic

28
Q

Compounds that contain an electronegative atom bonded to the carbonyl group

A

carbonyl compounds

29
Q

it is always the product regardless of the alkyl benzene used as starting material

A

benzoic acid

30
Q

Carboxylic acids exhibit ___________________ interactions because they have polar C – O and O – H bonds

A

dipole–dipole

31
Q

There are compounds containing two carboxy groups called?

A

diacids

32
Q

_________________ stabilized conjugate base makes an acid stronger

A

resonance

33
Q

Both internal and terminal alkynes are ___________________ with ozone to give carboxylic acids

A

oxidatively cleaved

34
Q

Alkyl benzenes having at least one benzylic C – H bond are oxidized with ______________ to benzoic acid

A

KMnO4

35
Q

these are soluble in organic solvents regardless of size

A

carboxylic acids

36
Q

Carboxylic acids having _______ are water insoluble because the nonpolar alkyl portion is too large to dissolve in the polar H2O solvent

A

> 5 C’s

37
Q

The polar C – O bonds make the carboxy carbon electrophilic, so carboxylic acids react with nucleophiles, forming?

A

carboxylate anion

38
Q

resonance stabilized conjugate base makes an acid?

A

stronger

39
Q

With ____________________, the sp hybridized C – H bond is converted to CO2

A

terminal alkynes

40
Q

Both internal and terminal alkynes are oxidatively cleaved with ________ to give carboxylic acids

A

ozone