COVID-19 Awareness and Hybrid Orbitals

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Questions and Answers

What is the correct IUPAC name for the alkyne with the common name ethylmethylacetylene?

  • 3-pentyne
  • 2-pentyne (correct)
  • 3-hexyne
  • 2-butyne

Which of the following properties is NOT characteristic of alkynes?

  • High boiling point (correct)
  • No hydrogen bonding
  • Water-insoluble
  • Weakly polar

What is the common name for 1-butyne?

  • Ethylacetylene (correct)
  • Methylacetylene
  • Propylacetylene
  • Butylacetylene

What is the IUPAC name for the alkyne HC≡CCH(CH$_3$)CH$_2$CH$_3$?

<p>3-methyl-1-pentyne (A)</p> Signup and view all the answers

What is the systematic name for the alkyne also known as phenyl acetylene?

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

Which of the following best describes the origin of alkyne-containing drugs?

<p>They are synthesized in laboratories, not found naturally. (A)</p> Signup and view all the answers

What is the primary reason that geometric isomerism is not possible for alkynes?

<p>The linear arrangement of the triple bond prevents different spatial arrangements of groups. (C)</p> Signup and view all the answers

How does the electronegativity of an sp-hybridized carbon in an alkyne compare to that of sp2 and sp3 hybridized carbons?

<p>It is more electronegative than both sp2 and sp3 carbons. (C)</p> Signup and view all the answers

What property of terminal alkynes allows them to lose a hydrogen atom when exposed to very strong bases?

<p>The high polarity of the C-H bond due to an sp hybridized carbon. (B)</p> Signup and view all the answers

What is the name of the anion formed when a terminal alkyne loses a hydrogen atom?

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

What is the product formed when CH3C≡C-H reacts with Na+ -NH2 in liquid NH3?

<p>CH3C≡C:- Na+ and NH3 (D)</p> Signup and view all the answers

Based on the information provided, which of the following statements about alkynes is most accurate?

<p>Terminal alkynes can act as weak acids. (A)</p> Signup and view all the answers

What is a characteristic of enediynes?

<p>They can be isolated from bacteria. (B)</p> Signup and view all the answers

What is the major product of the reaction of 1-butyne with excess $Br_2$?

<p>$CH_3CH_2CBr_2CHBr_2$ (A)</p> Signup and view all the answers

Which of the following is the correct order of acid strength?

<p>$CH_4 &lt; NH_3 &lt; HC\equiv CH &lt; ROH &lt; H_2O$ (A)</p> Signup and view all the answers

What is the product of the reaction between 1-butyne and $H_2O$ in the presence of $H^+$ and $HgO$?

<p>$CH_3CH_2COCH_3$ (A)</p> Signup and view all the answers

What type of reaction is the conversion of an alkyne to an enol?

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

What is the product formed when propyne ($CH_3C\equiv CH$) reacts with sodium metal?

<p>$CH_3C\equiv CNa$ (B)</p> Signup and view all the answers

What is the product of the reaction of propyne ($CH_3C\equiv CH$) with $HCl$?

<p>$CH_3C(Cl)=CH_2$ (C)</p> Signup and view all the answers

What type of reaction occurs when 1-butyne reacts with methylmagnesium bromide ($CH_3MgBr$)?

<p>Acid-Base Reaction (D)</p> Signup and view all the answers

Why does the reaction $HC\equiv CH + NaOH$ not proceed?

<p>Water is a stronger acid than the alkyne (D)</p> Signup and view all the answers

What does Markovnikov's rule state about the addition of HX to a double bond?

<p>The hydrogen goes to the carbon with more hydrogens. (C)</p> Signup and view all the answers

In a reaction where HCl adds to 2-pentene, which carbon will the chlorine ion attach to according to Markovnikov's rule?

<p>To the carbon that already has the most alkyl groups attached. (A)</p> Signup and view all the answers

What characterizes a regioselective reaction?

<p>Only one product forms in greater amounts than the other. (A)</p> Signup and view all the answers

Which statement best defines a regiospecific reaction?

<p>Only one product is formed with no other competing products. (C)</p> Signup and view all the answers

When HCl is added to an alkene with two different substituents on either side of the double bond, what can be predicted?

<p>Hydrogen will attach to the more substituted carbon. (A)</p> Signup and view all the answers

What type of carbocation is formed in the Markovnikov mechanism?

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

In the anti-Markovnikov mechanism, which product is considered the major product?

<p>Br- substituted product (A)</p> Signup and view all the answers

What is produced when an alkene reacts with concentrated sulfuric acid?

<p>Alkyl hydrogen sulfate (B)</p> Signup and view all the answers

What solvent is commonly used when adding bromine to an alkene?

<p>CCl4 (B)</p> Signup and view all the answers

How does the alkene interact with bromine during bromination?

<p>It polarizes bromine (A)</p> Signup and view all the answers

Which statement best describes the reaction of an unsymmetrical alkene with bromine?

<p>Different carbocations can lead to multiple products. (D)</p> Signup and view all the answers

What type of product is formed when bromine adds to an alkene in a cis configuration?

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

Which of the following is a feature of the Markovnikov addition mechanism?

<p>Electrophile adds preferentially to the more substituted carbon (D)</p> Signup and view all the answers

What is the nature of the reaction when a bromine molecule interacts with an alkene?

<p>It occurs through an electrophilic addition mechanism. (B)</p> Signup and view all the answers

What is the primary characteristic of addition reactions involving alkenes?

<p>They involve the addition of reagents to a pi-bond. (A)</p> Signup and view all the answers

In the addition of hydrogen halides to alkenes, what does Markovnikov's rule state?

<p>The hydrogen of the acid attaches to the carbon with more hydrogens. (C)</p> Signup and view all the answers

Which of the following products is a result of adding hydrogen halides to alkenes following Markovnikov's rule?

<p>A major product with the halide on a more substituted carbon. (A)</p> Signup and view all the answers

What type of catalyst is typically required for the addition of water to alkenes?

<p>H+ catalyst (C)</p> Signup and view all the answers

What occurs during the rehybridization in addition reactions of alkenes?

<p>Hybridization state changes, modifying orbital shapes. (C)</p> Signup and view all the answers

What are intermediates in the context of addition reactions?

<p>Reactive species formed during the reaction but are not products. (A)</p> Signup and view all the answers

When alkenes undergo the addition of H2, what process is it commonly known as?

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

Which reagent is typically added to alkenes to form alkanes?

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

What is the outcome when H-X adds to a carbon-carbon double bond?

<p>The double bond is converted to a single bond and new products are formed. (D)</p> Signup and view all the answers

Which of the following types of reactions does not involve the addition mechanism?

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

In a typical addition reaction, what happens to the bonds during the process?

<p>Pi bonds are broken and new single bonds are formed. (D)</p> Signup and view all the answers

What could occur if a reaction does not follow Markovnikov's rule?

<p>Unexpected products may result in uneven distribution. (B)</p> Signup and view all the answers

What is formed as a final product when alkenes react with water in the presence of an acid catalyst?

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

Flashcards

Markovnikov Rule

When adding HX to a double bond, hydrogen attaches to the carbon with more hydrogens.

Regioselective Reaction

A reaction where one product is formed in larger amounts than others.

Regiospecific Reaction

A reaction that produces only one specific product (100%).

HX in Reactions

HX (hydrogen halide) adds across double bonds following Markovnikov's Rule.

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Alkyl Groups

Groups attached to a carbon chain that help determine reaction products.

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Enediynes

A class of compounds currently undergoing clinical trials.

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Esperamicin

A potent antitumor agent derived from bacteria.

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Alkyne Functional Group

A hydrocarbon group containing a triple bond between carbon atoms.

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Synthetic Alkyne Drugs

Drugs containing alkyne groups created by chemists, not found in nature.

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Geometric Isomerism

The inability to rotate freely around the double bond in alkenes and alkynes.

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Electronegativity of sp Carbon

Sp carbon is more electronegative due to greater s character and proximity to nucleus.

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Terminal Alkynes

Alkynes that can lose hydrogen to strong bases, forming acetylide ions.

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Acetylide Ion

An anion resulting from the deprotonation of a terminal alkyne.

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Ethyne

The simplest alkyne, also known as acetylene (C2H2).

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IUPAC Naming for Alkynes

Longest carbon chain with a triple bond, drop 'ane' and add 'yne'.

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Physical Properties of Alkynes

Alkynes are weakly or non-polar, have low melting/boiling points, and are water-insoluble.

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Common Names for Alkynes

Alkynes have common names like 'alkylacetylene' aside from their IUPAC names.

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Addition Reactions

Reactions where reagents add to pi-bond without losing atoms.

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Hydrogenation

Addition of hydrogen to fats/oils, converting them to margarine.

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Electrophilic Addition

Mechanism where an electrophile attacks a nucleophile in alkenes.

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Rehybridization

The process of changing the hybridization of carbons during addition reactions.

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H-X Addition

Addition reaction of alkene with a hydrogen halide (H-X).

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Addition of Water

Reaction where water is added to an alkene, often involving a catalyst.

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Intermediate in Reactions

Species formed during a reaction that are not final products.

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Alkene

A hydrocarbon containing a carbon-carbon double bond.

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Addition Reaction Mechanism

Step-by-step process detailing how reagents add to double bonds.

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Catalyst in Reactions

A substance that increases the rate of a reaction without being consumed.

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Double Bond

A bond involving two pairs of electrons between two atoms.

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Reagents in Addition Reactions

Substances that participate in addition reactions.

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Alkene Hydrogenation

Conversion of alkenes to alkanes by adding H2.

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Products of Addition Reactions

Final substances formed from addition reactions after reagents react.

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Anti-Markovnikov addition

HX adds to alkenes in a way that the hydrogen attaches to the less substituted carbon.

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Secondary Carbocation

A positively charged ion (carbocation) at a secondary carbon.

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Primary Carbocation

A positively charged ion (carbocation) at a primary carbon.

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Electrophile

A species that accepts an electron pair to form a bond.

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Nucleophile

A species that donates an electron pair to form a bond.

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Alkyl Hydrogen Sulfate

An intermediate product when sulfuric acid is added to alkenes.

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Bromination

The addition of bromine to an alkene, resulting in dibromide.

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CCl4

Carbon tetrachloride, a solvent used in bromination reactions.

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Unsymmetrical Alkene

An alkene that has different groups attached to each carbon of the double bond.

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Alkyne Addition

Process where reactants add across the triple bond of an alkyne.

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Hydrogen Halides

Compounds like HI, HBr, and HCl that react with alkynes.

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Markovnikov Orientation

Rule stating that the more substituted carbon gets the hydrogen in additions.

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Hydration Reaction

Addition of water to alkyne, resulting in an enol then keto form.

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Keto-Enol Tautomerism

Equilibrium between keto and enol forms during hydration reactions.

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Reaction with Metals

Alkynes react with active metals like Na to form salts.

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Acid Strength Order

A measure of acidity: CH4 < NH3 < HC≡CH < ROH < H2O < HF.

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Study Notes

COVID-19 Awareness

  • COVID-19 is caused by SARS-CoV-2
  • It spreads easily between people
  • Signs and symptoms include fever, chills, cough, breathing difficulties, headaches, diarrhea, loss of taste/smell, and other nonspecific symptoms.
  • Transmission occurs via respiratory droplets, airborne particles, and contaminated surfaces.
  • Prevention involves using both pharmaceutical and non-pharmaceutical measures.
  • Pharmaceutical measures include safe and effective vaccines.
  • Non-pharmaceutical measures include respiratory hygiene (masks, cough etiquette), hand hygiene (frequent handwashing/sanitizing), social distancing, and avoiding crowded/poorly ventilated spaces.
  • Safety protocols are crucial due to the virus's evolving nature.

Hybrid Orbitals

  • Carbon's valence shell electron configuration: 2s², 2px¹, 2py¹, 2pz¹
  • Carbon forms four equivalent bonds in methane and tetrachloride
  • The tetrahedral structure of methane and carbon tetrachloride display that carbon forms four equivalent bonds - leading to an octet configuration.
  • The 2s and three 2p orbitals hybridize to form four sp³ hybrid orbitals.
  • These orbitals are tetrahedrally oriented.
  • The four covalent bonds in methane involve shared electron pairs with four hydrogen atoms, forming a tetrahedral shape.

sp² Hybrid Orbitals

  • Carbon atoms with double bonds employ sp² hybridization.
  • Three sp² hybrid orbitals are formed.
  • One p-orbital remains unhybridized.
  • The sp² orbitals are involved in bonding and forming sigma bonds.
  • The unhybridized p orbitals form pi bonds.

sp Hybrid Orbitals

  • Carbon atoms with triple bonds utilize sp hybridization.
  • Two sp hybrid orbitals are created
  • Two p-orbitals are left unhybridized.
  • sp hybrid orbitals are involved in sigma bond formation.
  • The two unhybridized p orbitals form two pi bonds

Alkenes and Alkynes

  • Alkenes: Compounds containing a carbon-carbon double bond (CnH2n).
  • Alkynes: Compounds containing a carbon-carbon triple bond (CnH2n-2).
  • The double or triple bond is the source of their reactivity and are stronger than single carbon-carbon bonds.
  • Alkenes show cis-trans isomerism.
  • Sequential double bonds/single bonds can exhibit increased resonance stability (conjugation).
  • Types for alkenes and alkynes are presented - structural examples provided

Properties of Alkenes

  • Alkenes, although nonpolar, have greater solubility in water than alkanes. This is due to slight interaction with water from their exposed pi electrons
  • Physical properties (e.g., boiling points) are similar to those of corresponding alkanes

Preparation of Alkenes

  • Alkenes are prepared via elimination reactions from alcohols and halides (1°, 2°, 3°).

Addition Reactions (Alkenes)

  • Addition reactions (alkene) have the general form: C=C + AB → C-C
  • Reagents add to pi-bonds, and hybridization occurs
  • No atoms are lost

Reactions of Alkenes and Alkynes

  • Examples and mechanisms are provided for addition of various reagents such as hydrogen (H2), halogens (X2), hydrogen halides (HX), and water (H2O).
  • Markovnikov's rule governs the addition of hydrogen halides to unsymmetrical alkenes.
  • Anti-Markovnikov addition reactions are illustrated as well.
  • Important reactions such as hydrogenation and oxidation are included

Benzene

  • Benzene is a cyclic, conjugated compound with delocalized pi electrons.
  • Benzene demonstrates aromaticity.

Alkynes

  • Alkynes are hydrocarbons with one or more triple bonds between carbon atoms.
  • Includes the reaction mechanism and some examples and structures are provided.
  • Terminal alkynes can form acetylide anions.
  • Alkynes exhibit reactivity under various conditions

Synthetic Drugs

  • Some synthetic drugs contain alkynes.
  • These compounds aren't naturally occurring but are synthesized by chemists.

Properties of Alkynes

  • Terminal alkynes are weaker acids than water, but they can lose the hydrogen from terminal triple bind to strong bases.
  • Their physical properties, similar to alkanes and alkenes lack H-bonding, have weak intermolecular forces and are relatively low mp/bp, and are water-insoluble.
  • Various synthesis methods and reactions involving alkynes are presented.

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