Organic Chemistry Practice Sheet
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Questions and Answers

In the reaction sequence provided, what is the primary product of the hydration of calcium carbide (CaC2)?

  • Ethylene
  • Ethane
  • Acetylene (correct)
  • Methane

What would be the expected product when compound B reacts with a concentrated mixture of nitric acid and sulfuric acid?

  • A nitrated aromatic compound. (correct)
  • A diazonium salt.
  • A nitroalkane.
  • A nitroamine.

What would be the main reactive species formed when compound A is refluxed with alcoholic KOH?

  • An alkyne.
  • An alkene. (correct)
  • An ether.
  • A ketone.

What is the primary type of reaction that occurs when the diazonium salt, formed from B, reacts with HBF4/Δ?

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

What is the expected product when compound H reacts with NaOH?

<p>A salt of carboxylic acid. (A)</p> Signup and view all the answers

What is the main organic product formed when propen reacts with bromine in the presence of light at a low concentration?

<p>3-bromopropene (A)</p> Signup and view all the answers

What is product 'C' formed by reacting compound 'B' with $NH_4Cl$?

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

What is the role of red hot iron in the conversion of ethyne to compound A?

<p>Catalyst (C)</p> Signup and view all the answers

What is the expected product when compound 'A' (benzene) is reacted with chlorine in the presence of $FeCl_2$?

<p>Monochlorobenzene (C)</p> Signup and view all the answers

What reagent is necessary to convert benzene into benzoic acid?

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

What reagent is used in the conversion of benzene to compound 'F'?

<p>Conc. $HNO_3$, conc. $H_2SO_4$ (C)</p> Signup and view all the answers

What type of reaction occurs during the conversion of a haloalkane 'B' to 'C' in the last reaction sequence?

<p>Grignard Reaction (A)</p> Signup and view all the answers

What is the blue compound that is formed from the reaction with CuSO$_4$ ?

<p>Copper(II) hydroxide (C)</p> Signup and view all the answers

In the reaction sequence $Al_4C_3 \xrightarrow{H_2O} A \xrightarrow{Cl_2/hv} B \xrightarrow{Na/dry ether} C$, what is the final product 'C'?

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

What is the major organic product of the reaction: Benzene + $Br_2$ + Fe?

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

What is the main product when $H_2C=CHCH_2Br$ reacts with NaCN to produce A and then reacts with $C_6H_5MgBr$ and then $H_3O^+$ to yield B?

<p>4-Phenylbutanenitrile (D)</p> Signup and view all the answers

In the reaction: $PhMgBr \rightarrow A \xrightarrow{1.CO_2\ 2.H^+} B + C + D$, what is 'B' one of the major products?

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

What is the product when $Al_4C_3$ reacts with excess water?

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

What type of reaction occurs when chloromethane reacts with sodium in dry ether?

<p>Wurtz reaction (A)</p> Signup and view all the answers

What is the main product when $H_2C=CHCH_2Br$ reacts with $NaCN$?

<p>$H_2C=CHCH_2CN$ (B)</p> Signup and view all the answers

What reagent is used in the conversion of an alkyl halide to a higher alkane in a Wurtz reaction?

<p>$Na/dry ether$ (A)</p> Signup and view all the answers

Flashcards

Markovnikov's Rule

The addition of a bromine atom to an alkene, specifically at the carbon atom with the most hydrogen atoms.

Ketone

An organic compound containing a carbonyl group (C=O) bonded to two alkyl groups.

Halogenation

A reaction that involves the replacement of a hydrogen atom with a halogen atom.

Hydrogenation

A reaction that involves the addition of a hydrogen atom to a double bond.

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Imine Formation

A reaction that involves the addition of an amine to a ketone.

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Oxidation

A reaction that involves the oxidation of an alkene to an aldehyde or ketone.

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Grignard Reaction

A reaction that involves the addition of a Grignard reagent to a ketone.

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Carbon-Carbon Bond Formation

A reaction that involves the formation of a new carbon-carbon bond.

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Hydrolysis of Aluminum Carbide

The reaction of aluminum carbide (Al4C3) with water produces methane (CH4), a colorless, odorless gas. This is a classic example of a hydrolysis reaction where a compound reacts with water to break down into simpler products.

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Chlorination of Methane

The reaction of methane (CH4) with chlorine gas (Cl2) in the presence of light (hv) leads to a substitution reaction, replacing one or more hydrogen atoms with chlorine atoms. This process involves the formation of chloromethane (CH3Cl), dichloromethane (CH2Cl2), chloroform (CHCl3), and tetrachloromethane (CCl4) as the main products.

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Formation of Dichloroacetylene

The reaction of tetrachloromethane (CCl4) with sodium metal (Na) in dry ether creates dichloroacetylene (C2Cl2), a highly reactive compound with a distinctive odor.

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Bromination of Dichloroacetylene

The reaction of dichloroacetylene (C2Cl2) with bromine (Br2) in the presence of light (hv) results in the formation of tetrabromoethane (C2H2Br4), a colorless solid compound.

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Nucleophilic Substitution of 3-Bromopropene with Cyanide

The reaction of 3-bromopropene (CH2=CHCH2Br) with sodium cyanide (NaCN) leads to the formation of 3-cyanopropene (CH2=CHCH2CN). This is a nucleophilic substitution reaction where the cyanide ion (CN-) replaces the bromine atom.

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Grignard Reaction with 3-Cyanopropene

The reaction of 3-cyanopropene (CH2=CHCH2CN) with phenylmagnesium bromide (C6H5MgBr) in dry ether followed by hydrolysis results in the formation of a ketone with the molecular formula C10H12O, containing a phenyl group and a ketone group.

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Grignard Reaction with Carbon Dioxide

The reaction of phenylmagnesium bromide (PhMgBr) with carbon dioxide (CO2) followed by hydrolysis leads to the formation of benzoic acid (C7H6O2), a white solid compound with a melting point of 122.4 °C.

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Sodium Bicarbonate as a Neutralizing Agent

Sodium bicarbonate (NaHCO3) is used to neutralize excess acid in a reaction mixture. Its reaction releases carbon dioxide gas (CO2), causing effervescence. It's often used in organic reactions to remove excess acid and separate the desired product.

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Reduction

A reaction where a molecule loses hydrogen atoms, typically resulting in the formation of a double or triple bond. It often involves the removal of oxygen or addition of hydrogen.

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Study Notes

Organic Chemistry Practice Sheet

  • Multiple Reactions: The sheet contains various organic reactions, each with multiple steps and products. Reactions include halogenations, Grignard additions, nucleophilic substitutions, and more.
  • Mechanism Emphasis: The problem set emphasizes the detailed mechanisms involved in each step of numerous organic reactions, not just the final products.
  • Named Reactions: Several named reactions, reagents, and conditions are demonstrated, including Grignard, Wittig, and many others.
  • Multiple Products: Multiple products are often formed in a given reaction, requiring detailed comprehension of reaction conditions and mechanisms.
  • Stereochemistry: Problems often involve stereochemical considerations, such as regioselectivity, stereoselectivity, and stereospecificity.
  • Organic Synthesis: Several problems require constructing multi-step synthesis pathways.
  • Key Functional Groups: The problems highlight transformations involving various functional groups including alcohols, aldehydes, ketones, carboxylic acids, amines, and halides.
  • Reagent Identification: Students need to identify the reagents necessary for certain transformations.
  • Product Prediction: Predicting the major product of a given reaction sequence is crucial, requiring comprehension of reaction conditions influencing product selection.
  • Purification Techniques: While not specifically studied, the problems imply an understanding of purification techniques and their role in isolation and characterization.
  • Reaction Conditions: The importance of reaction conditions like temperature, solvent, and catalysts in determining product outcome is emphasized.

Specific Reactions

  • Alkenes and Alkynes: Reactions involving alkenes and alkynes (including addition reactions, halogenation, polymerization etc.) are evident.
  • Alcohols and Ethers: Reactions involving alcohols, their transformation to carbonyl compounds, and reactions of ethers are shown.
  • Carbonyl Compounds: Reactions including Grignard reagents, reduction (using NaBH4, LiAlH4), oxidation (using PCC, CrO3), and numerous other transformations.
  • Amines: Reactions involving amines and their derivatives are shown.
  • Acids and Derivatives: Transformations involving carboxylic acid derivatives like esters, amides, and acid chlorides are included.

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Description

This practice sheet delves into various organic reactions and their detailed mechanisms. Emphasis is placed on named reactions, stereochemical considerations, and the construction of multi-step synthesis pathways. Perfect for honing your comprehension of organic chemistry fundamentals.

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