Organic Flashcards

1
Q

alkynes general formula

A

CnH2-2

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2
Q

reactivity of alkanes, alkenes and alkynes.

A

Alkene>Alkyne>Alkane.

.alkene has electrons more exposed for attack
.pi bond is weak

.alkyne short bondlength

.alkane have inert sigma bonds and is nonionic.

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3
Q

paraffins also known as?

A

alkanes

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4
Q

preparation of alkynes(2 methods)

A

1.Dehydrohalogenation of Vicinal dihalide (R-C2H2X2-R) {elimination}

  1. Dehalogenation of Tetrahalides [zn metal used]
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5
Q

alkynes addition reactions

A

1.hydrogenation [ni/pt]
“triple bond to c=c then c-c”

2.hydrohalogenation [addition of hx]
“ethyne turns into vinyl bromide and then 1,1 dibromoethane”

3.hydration [HgSO4/H2SO4]
“ethyne gives acetaldehyde. rest give ketones”

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6
Q

acidic nature of alkynes used to distinguish bw

A

used to distinguish between
.alkynes and alkenes
.Terminal alkyne from other alkynes

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7
Q

ethyne reaction with sodamide [NaNH2] in liq. NH3 (ammonia).

A

Formation of Sodium acetylide(used for chemical synthesis)

R-C—CH + NaNH2—–liq NH3——->R-C—CNa +NH3

HC—CH + 2Na—–> NaC—Cna + H2
[sodium acetylide]

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8
Q

how acetylides of copper and silver obtained?

A

passing acetylene (C2H2) in ammonical sol of cuprous chloride (Cu2Cl2) and THEN silver nitrate solution (NH4OH)

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9
Q

phenol reactions due to -OH group

A
  1. salt formation (with NaOH)
    2.Ester formation (with alkaline/ Acetyl chloride)
    3.reduction with zn (forms benzene +ZnO)
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10
Q

addition reactions of phenol

A
  1. Nitration (dil. HNO3) forms ortho and para nitrophenol
    (conc HNO3) forms Picirc acid.(2,4,6 trinitrophenol)

2.hydrogenation (removes inner ring)

  1. halogenation (electrophillic sub)
    produces 2,4,6 tribromophenol [White ppt]
  2. Sulfonation[conc H2SO4]
    produces Hydroxybenzene sulfonic acid.
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11
Q

base catalyzed reactions of Aldehydes/Ketones

A
  1. HCN (all ald/ketone)
    produces cyanohydrins which, on hydrolysis of triple bond makes a-hydroxyacids.

2.sodium bisulphite NaHSO3 (only methyl ketones)
white ppt produced

3.Aldol condensation
aldol on heating with dil.acid produces Crotonaldehyde

4.Canizzaro’s reaction (self redox)
{aldehydes with no a-hydrogen react with alkali to form -OH and -COOH}

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12
Q

acid catalysed (Aldehydes/ketones)

A

1.Ammonia derivatives
{addition elimination}

2.Hydroxylamine(NH2OH)
{form OXIMES}

3.Phenylhydrazine
{form phenyl hydrazones}

4.Hydrazine NH2NH2
{form hydrazones}

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13
Q

identification of carbonyl compounds
1.only aldehydes
2.only ketones
3.both
4.only methyl ketones

A

1.tollens-silver mirror
Fehlings-red
benedit-brick red ppt of cuprous chloride

2.Sodium Nitroprusside-red

  1. 2,4-DNPH
  2. Sodium Bisulphite-White ppt
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14
Q

trihaloalknes

A

alkanes with three halogen atoms

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15
Q

alkyl halides are dihaloalkanes?

A

NO. monohaloalkanes.

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16
Q

secondary alkyl halide

A

halogen atom attached to a carbon that is further attached to 2 carbon atoms

17
Q

B elimination reaction

A

removal of hydrogen and halogen from adjacent carbon atoms of alkyl halide.
b-hydrogen is necessary for elimination.

strong bases such as OH, NH2 cause elimination in preference to substitution

18
Q

E1 AND E2 REACTIONS

A

*same order of reactivity as SN1 AND SN2

E1 is two step reaction in which ionisation of alkyl halide and nucleophile attacks on b hydrogen in second step
[rate of reaction depends on conc of alkyl halide]
order; tertiary>secondary>primary

E2 single step.attack of nucleophile and removal of leaving group at the same time.
[rate dependant on alkyl halide and base]
order; primary>secondary>tertiary

19
Q

alkyl halides :substitution or elimination conditions

A

substitution is more favourable energetically
as elimination only occurs in presence of b hydrogen.

> primary alkyl halides favour substitution

> tertiary haloalkanes favour elimination because approach to a carbon is difficult for substitution

> strong bases favour elimination too. in presense of a strong base, main reaction is elimination and substitution is a side reaction.

> elimination is favoured more than by substitution by decreasing solvent polarity.
alcoholic KOH affects elimination while polar aq KOH used for substitution.

> increase in temperature favours elimination because less reorganization of bonds

20
Q

Test for identification bw alcohols

A

Lucas test (HCl in ZnCl2)
Immediate oily on 3⁰ alcohols
5 min 2⁰
On heat 1⁰

21
Q

Preparation of aldehydes and ketones

A

(Pg331ch12)

1.Formaldehyde
Lab method
passing a mixture of Methanol vapours over PT ASBESTOS AT 300⁰C
Industrial
passing a mixture of methanol vapours and air over silver catalyst 500⁰C

  1. Acetaldehyde
    Lab method
    Oxidation of ethyl alcohol with H+/Na2Cr2O7
  2. Acetone
    Prepared by dry distillation of calcium acetate.
22
Q

Aliphatic carboxylic acids

A

CarboxylicAcids attached with a H or an alkyl (R group)

23
Q

Aliphatic carboxylic acids

A

CarboxylicAcids attached with a H or an alkyl (R group)

24
Q

Preparation of carboxylic acids by?

A
  1. Oxidation of 1⁰ alcohols
  2. Hydrolysis if alkane nitriles C—N
  3. Grignard reag(MgX) with CO²
  4. Ester hydrolysis
  5. Oxidation of alkenes
25
Q

Preparation of carboxylic acids by?

A
  1. Oxidation of 1⁰ alcohols
  2. Hydrolysis if alkane nitriles C—N
  3. Grignard reag(MgX) with CO²
  4. Ester hydrolysis
  5. Oxidation of alkenes