HYDROCARBON Flashcards

1
Q

What type of reaction is the Wurtz reaction?

A

The Wurtz reaction is a coupling reaction.

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2
Q

What are the starting materials in a Wurtz reaction?

A

The starting materials in a Wurtz reaction are alkyl halides.

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3
Q

What is the role of sodium or lithium in a Wurtz reaction?

A

Sodium or lithium act as reducing agents in a Wurtz reaction.

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4
Q

What is the main product of a Wurtz reaction?

A

The main product of a Wurtz reaction is an alkane.

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5
Q

What is the mechanism of a Wurtz reaction?

A

The mechanism of a Wurtz reaction involves the generation of free radicals from alkyl halides, which then combine to form a new bond.

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6
Q

Order of Reactivity Of Alkyl Halide in Wurtz Rxn ?

A

R-I>R-Br>R-Cl

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7
Q

What is the general formula of a Gilman reagent?

A

The general formula of a Gilman reagent is R2CuLi , where R represents alkyl or aryl groups.

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8
Q

What is the chemical name of Gillman reagent ?

A

Dialkyl Lithium Cuprate

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9
Q

What is the first step in the preparation of a Gilman reagent ?

A

In the first step, an alkyl halide (R-X) reacts with lithium metal (Li) in dry ether to form an organolithium compound (R-Li).

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10
Q

What happens in the second step of the Gilman reagent preparation?

A

In the second step, the organolithium compound (R-Li) reacts with copper(I) iodide (CuI) to form the Gilman reagent .

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11
Q

What is the key reaction Gilman reagents undergo to form alkanes?

A

Gilman reagents undergo SN2 reactions with alkyl halides (R-X), where the alkyl group from the Gilman reagent replaces the halide, forming an alkane.

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12
Q

Which types of alkyl halides are most commonly used in the preparation of alkanes from Gilman reagents ?

A

Primary alkyl halides are most commonly used due to their higher reactivity in SN2 reactions compared to secondary or tertiary alkyl halides.

Tertiary alkyl halides do not undergo this reaction because these are least reactive towards SN2 reaction

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13
Q

What is the byproduct formed along with the alkane during the reaction between a Gilman reagent and an alkyl halide?

A

The byproducts are R-Cu (an organocopper compound) and LiX (lithium halide).

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14
Q

What role does the Gilman reagent play in the reaction to form an alkane?

A

The Gilman reagent, acts as a nucleophile, where one of the groups attacks the electrophilic carbon of the alkyl halide (R’-X), displacing the halide and forming an alkane.

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15
Q

What is Kolbe electrolysis?

A

Kolbe electrolysis is an electrochemical process in which carboxylate salts undergo decarboxylation at the anode to produce alkanes. This process requires flow of electricity.

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16
Q

What type of carboxylates are typically used in Kolbe electrolysis?

A

Sodium or potassium salts of carboxylic acids (RCOONa or RCOOK)

17
Q

What happens at the anode during Kolbe electrolysis?

A

At the anode, carboxylate ions are oxidized, releasing carbon dioxide (CO2) and generating a free alkyl radical (R·), which dimerizes to form an alkane (R-R).

18
Q

What are some limitations of Kolbe electrolysis?

A

Do not produce alkane if alkyl group of carboxylate is 3° (Here ESTER is produced)

19
Q

What is a Grignard reagent?

A

A Grignard reagent is an organomagnesium compound, represented as R-MgX, where R is an alkyl or aryl group and X is a halogen.

20
Q

How are Grignard reagents typically prepared?

A

Grignard reagents are prepared by reacting an alkyl or aryl halide (R-X) with magnesium metal (Mg) in an anhydrous ether solvent.

21
Q

What is the general reaction for forming an alkane from a Grignard reagent?

A

Grignard reagents react with water or protic solvents to form alkanes and magnesium hydroxide salts.

R-MgX + H2O —-> R-H + Mg(OH)X

22
Q

What are the reagents used in Wolff-Kishner reduction & Clemmensen reduction?

A

Wolff-Kishner Reduction: Hydrazine (N₂H₄), Strong Base (KOH or NaOH), heat

Clemmensen Reduction: Zinc amalgam (Zn-Hg), HCl

23
Q

Which compounds can be reduced using Wolff-Kishner and Clemmensen reductions, and what are the resulting products?

A

=>Wolff-Kishner Reduction: Reduces aldehydes and ketones to alkanes.

=>Clemmensen Reduction: Reduces aldehydes and ketones to alkanes.

24
Q

Which compounds can be reduced using Red P + HI, and what are the resulting products?

A

Red phosphorus (Red P) and hydroiodic acid (HI) act as a powerful reducing agent, commonly used to reduce oxygen-containing functional groups like alcohols, carbonyls to Alkanes

25
Q

How does LiAlH₄ reduce alcohols, carboxylic acids, esters, ketones, aldehydes, nitriles, and amides, and what are the resulting products?

A
  1. Alcohol: No reaction.
  2. Carboxylic acid (R-COOH): Reduced to primary alcohol (R-CH₂OH).
  3. Ester (R-COOR’): Reduced to primary alcohol (R-CH₂OH + R’OH).
  4. Ketone (R-CO-R’): Reduced to secondary alcohol (R-CHOH-R’).
  5. Aldehyde (R-CHO): Reduced to primary alcohol (R-CH₂OH).
  6. Nitrile (R-CN): Reduced to primary amine (R-CH₂NH₂).
  7. Amide (R-CONH₂): Reduced to amine (R-CH₂NH₂).