Organic Chemistry Reactions & Conversions

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Questions and Answers

Which reagent(s) and conditions are best suited to convert an alkene to an alkane?

  • $H_2$, Ni/Pt catalyst, $150°C$ (correct)
  • Dilute $H_3PO_4$
  • Concentrated $H_2SO_4$
  • $Cl_2$, UV light

What type of reaction is involved in converting an alcohol to an alkene?

  • Dehydration (correct)
  • Esterification
  • Hydrogenation
  • Hydration

Which of the following observations indicates the presence of an alkene?

  • Formation of a silver mirror with Tollen's reagent
  • Decolorization of bromine water (orange to colorless) (correct)
  • Sweet smell after reflux with $H_2SO_4$
  • Effervescence with $Na_2CO_3$

Which reagent is used to convert a primary alcohol to an aldehyde?

<p>$H^+ / Cr_2O_7^{2-}$ (distillation) (B)</p> Signup and view all the answers

What type of reaction is the conversion of a halogenoalkane to an alcohol using $KOH(aq)$?

<p>Nucleophilic substitution (A)</p> Signup and view all the answers

Which of the following compounds will give a positive silver mirror test with Tollen's reagent?

<p>Aldehyde (B)</p> Signup and view all the answers

Which class of organic compounds produces effervescence when reacted with $Na_2CO_3$?

<p>Carboxylic acids (B)</p> Signup and view all the answers

What is the function of $H_2SO_4$ in the esterification process?

<p>Dehydrating agent and catalyst (C)</p> Signup and view all the answers

Upon oxidation with $H^+/Cr_2O_7^{2-}$ under reflux, a secondary alcohol will produce:

<p>A ketone (D)</p> Signup and view all the answers

What type of reaction is the conversion of an alkene to a halogenoalkane using $HX$ or $X_2$?

<p>Electrophilic addition (A)</p> Signup and view all the answers

Flashcards

Alkane to Halogenoalkane:
Name of Mechanism
Reagent & Conditions

Free Radical Substitution

  • Cl2 & U.V. Light

Alkene to Alkane:
Name of Reaction
Reagent & Conditions

Hydrogenation
+H2
Ni / Pt Catalyst
150oC

Alkene to Halogenoalkane:
Name of Mechanism
Reagent(s) & Conditions

Electrophilic Addition

  • HX or + X2
    Room Temperature

Alkene to Alcohol:
Name of Reaction
Name of Mechanism
Reagent & Conditions

Hydration
Electrophilic Addition
+dil. H3PO4

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Halogenoalkane to Alkene:
Name of Mechanism
Reagent & Conditions

Elimination
+KOH(alc) (alcoholic)
Reflux

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Halogenoalkane to Alcohol:
Name of Mechanism
Reagent & Conditions

Nucleophilic Substitution

  • KOH(aq) (aqueous)
    Reflux
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Alcohol to Alkene:
Name of Reaction
Name of Mechanism
Reagent & Conditions

Dehydration
Elimination
+conc. H2SO4

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1o Alcohol to Aldehyde:
Name of Reaction
Reagent & Conditions

Oxidation
+H+ / Cr2O72-
Distillation

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1o Alcohol to Carboxylic Acid:
Name of Reaction
Reagent & Conditions

Oxidation
+H+ / Cr2O72-
Reflux

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2o Alcohol to Carboxylic Acid:
Name of Reaction
Reagent & Conditions

Oxidation
+H+ / Cr2O72-
Distillation

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Alcohol to Ester:
Name of Reaction
Reagent & Conditions

Esterification
+Carboxylic Acid
conc.H2SO4 catalyst Reflux → Distillation

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Carboxylic Acid to Ester:
Name of Reaction
Reagent & Conditions

Esterification
+Alcohol
conc.H2SO4 catalyst Reflux → Distillation

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Test for Alkenes: Reagent
Positive Observation

+Br2(aq)
Orange → Colourless

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Test for Halogenoalkanes: Reagent
Positive Observation

+NaOH(aq)
+ Heat Followed by AgNO3(aq) White / Cream / Yellow ppt of AgCl, AgBr or AgI

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Test for 1o & 2oAlcohols: Reagent
Positive Observation

+H+ / Cr2O72-
Heat
Orange → Green

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Test for Aldehydes: Reagent
Positive Observation

+Tollen's Reagent + Heat
Silver Mirror
OR
+Fehling's Solution + Heat
Red ppt

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Test for Carboxylic Acids: Reagent
Positive Observation

+Na2CO3
Fizzing / Effervescence of CO2(g)

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Study Notes

  • The information covers various organic chemistry reactions and conversions.

Alkane Reactions

  • Alkanes undergo free radical substitution when reacted with Cl₂ in the presence of UV light.
  • Alkanes can be converted to alkenes using hydrogen in the presence of a Nickel or Platinum catalyst, done via hydrogenation at 150°C.

Alkene Reactions

  • Alkenes undergo electrophilic addition with HX or X₂.
  • Alkenes decolourise bromine water (Br₂(aq)), changing from orange to colourless.
  • Alkenes can be converted to alcohols via hydration/electrophilic addition using dilute H₃PO₄(aq).
  • Alkenes can be converted to alcohols via dehydration/elimination using concentrated H₂SO₄(aq).
  • Alkenes can be converted back to Alkanes via hydrogenation using a nickel or platinum catalyst.
  • Polymerisation can form addition polymers.

Haloalkane Reactions

  • Haloalkanes undergo nucleophilic substitution with KOH(aq) under reflux to form alcohols.
  • Haloalkanes produce a precipitate with AgNO₃.

Alcohol Reactions

  • Alcohols are formed from haloalkanes via nucleophilic substitution using KOH(aq) under reflux.
  • Alcohols can be formed from alkenes via hydration/electrophilic addition using dilute H₃PO₄(aq).
  • Primary (1°) and secondary (2°) alcohols react with H⁺/Cr₂O₇²⁻ to turn orange to green.
  • Tertiary (3°) alcohols show no visible reaction (NVR) with H⁺/Cr₂O₇²⁻.
  • Primary alcohols can be oxidized to aldehydes using H⁺/Cr₂O₇²⁻, followed by distillation.
  • Primary alcohols produce carboxylic acid using H⁺/Cr₂O₇²⁻ under reflux.
  • Secondary alcohols are oxidized to ketones using H⁺/Cr₂O₇²⁻ under reflux.
  • Alcohols react with carboxylic acids in the presence of H₂SO₄(aq) under reflux then distilled in an esterification reaction to produce esters.

Aldehyde Reactions

  • Aldehydes are produced from primary alcohols using H⁺/Cr₂O₇²⁻, followed by distillation.
  • Aldehydes produce a silver mirror with Tollen's reagent under heat.
  • Aldehydes form a red precipitate with Fehling's solution when heated.
  • Aldehydes are oxidized to carboxylic acids using H⁺/Cr₂O₇²⁻ under reflux.

Ketone Reactions

  • Ketones are produced by oxidizing secondary alcohols using H⁺/Cr₂O₇²⁻ under reflux.

Carboxylic Acid Reactions

  • Carboxylic acids are produced from primary alcohols using H⁺/Cr₂O₇²⁻ in reflux.
  • Carboxylic acids are also produced from aldehydes using H⁺/Cr₂O₇²⁻ in reflux.
  • Carboxylic acids react with Na₂CO₃(aq) or (s) to produce effervescence.
  • Carboxylic acids react with alcohols in the presence of H₂SO₄(aq) under reflux then distillation in an esterification reaction to produce esters.

Ester Reactions

  • Esters are sweet smelling.
  • Esters can be produced from alcohols with carboxylic acid, with H₂SO₄(aq) under reflux then distilled in an esterification reaction.

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