Chemistry Quiz:  molecular structure and bonding
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Questions and Answers

How many moles are there in 5.436 g of phenol (C6H5OH)?

  • 0.0632 mol
  • 0.0548 mol
  • 0.0610 mol
  • 0.0578 mol (correct)
  • What trend in electronegativity occurs as you move across a period on the periodic table?

  • Electronegativity increases (correct)
  • Electronegativity decreases
  • Electronegativity varies randomly
  • Electronegativity remains constant
  • Which statement about electronegativity is true for atoms with a valence shell that is more than half full?

  • They have the same tendency to lose or gain electrons.
  • It is easier for them to lose an electron.
  • It is easier for them to gain an electron. (correct)
  • They tend to form cations easily.
  • What is the numerical value of the Avogadro constant?

    <p>6.02214076 × 10^23 mol−1 (D)</p> Signup and view all the answers

    Which of the following aspects is NOT part of pharmacokinetics?

    <p>Binding to receptor (A)</p> Signup and view all the answers

    Which of the following statements about ionic bonds is true?

    <p>They occur between atoms with opposite charges. (C)</p> Signup and view all the answers

    Which functional group is likely to be polar and ionizable?

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

    What is the characteristic of organic compounds?

    <p>They always contain carbon. (A)</p> Signup and view all the answers

    Why is understanding the shape of chemical structures important in pharmacology?

    <p>It affects the efficacy of drug binding to receptors. (A)</p> Signup and view all the answers

    What determines the number of covalent bonds an atom can form?

    <p>The number of additional electrons needed for a noble-gas configuration (B)</p> Signup and view all the answers

    Which statement correctly defines the valency of an element?

    <p>The number of bonds an atom can form (B)</p> Signup and view all the answers

    What are lone pair electrons?

    <p>Valence-shell electron pairs not used for bonding (C)</p> Signup and view all the answers

    How is formal charge calculated?

    <p>Number of valence electrons minus the sum of lone pair and half bonding electrons (B)</p> Signup and view all the answers

    In organic chemistry mechanisms, why is the assignment of formal charge considered impractical?

    <p>It is time-consuming in processes involving bond-making and bond-breaking. (D)</p> Signup and view all the answers

    What happens to a neutral atom that gains two electrons?

    <p>It becomes negatively charged (D)</p> Signup and view all the answers

    Which of the following statements about formal charge and free radicals is correct?

    <p>Free radicals contain an unpaired electron. (A)</p> Signup and view all the answers

    Which atom has the highest number of bonds it can form based on its electron configuration?

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

    What is the most electronegative element?

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

    Which type of electron orbital is characterized as spherical?

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

    How many electrons can the 1s orbital hold?

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

    What is the principle that states electrons occupy the lowest-energy orbitals first?

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

    According to Hund's rule, how should electrons be distributed in degenerate orbitals?

    <p>They occupy different orbitals with parallel spins (A)</p> Signup and view all the answers

    Which of the following statements about p orbitals is true?

    <p>They have regions of zero electron density called nodes. (C)</p> Signup and view all the answers

    Which of these configurations represents the ground-state electron configuration of Carbon?

    <p>1s2 2s2 2p2 (B)</p> Signup and view all the answers

    What shape does a d orbital generally resemble?

    <p>Cloverleaf-shaped (D)</p> Signup and view all the answers

    What is the maximum number of electrons that can fit in the third shell?

    <p>18 (B)</p> Signup and view all the answers

    What is the nodal plane in the context of p orbitals?

    <p>A plane with zero probability of finding an electron (C)</p> Signup and view all the answers

    Which pair of principles describes how electrons behave in orbitals?

    <p>Aufbau Principle and Pauli Exclusion Principle (B)</p> Signup and view all the answers

    Which of the following best describes the Schrödinger wave equation in relation to electrons?

    <p>It indicates probable regions where electrons can be found. (D)</p> Signup and view all the answers

    In the context of atomic structure, what does the term 'electron cloud' refer to?

    <p>The probabilistic region around the nucleus where electrons are likely located (A)</p> Signup and view all the answers

    What is the primary reason atoms bond to form compounds?

    <p>To become more stable and lower in energy (C)</p> Signup and view all the answers

    What characterizes a covalent bond?

    <p>Sharing of electrons between atoms (B)</p> Signup and view all the answers

    What is the consequence of a difference in electronegativity greater than 1.7?

    <p>Formation of an ionic bond (C)</p> Signup and view all the answers

    What is required to achieve hybridization of s and p orbitals?

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

    What defines an ionic compound?

    <p>It consists of charged ions held together by electrostatic attraction (A)</p> Signup and view all the answers

    What effect does an electronegative element have in an inductive effect?

    <p>It has an electron-withdrawing effect (C)</p> Signup and view all the answers

    Which statement about Lewis structures is false?

    <p>They only depict ionic bonds (D)</p> Signup and view all the answers

    What is the significance of achieving an octet configuration?

    <p>It imparts special stability to elements (B)</p> Signup and view all the answers

    In a covalent compound, electrons are generally:

    <p>Shared between atoms (D)</p> Signup and view all the answers

    What is the role of ionization energy in forming ionic bonds?

    <p>It is the energy required to remove an electron from an atom (B)</p> Signup and view all the answers

    Which of the following structures represents the shorthand way of writing carbon-based molecules?

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

    What describes the change in energy when a bond is formed?

    <p>Energy is emitted, leading to stability (B)</p> Signup and view all the answers

    What does the dipole moment measure in a molecule?

    <p>The net polarity of a molecule (B)</p> Signup and view all the answers

    What type of bond is formed by the overlap of two atomic orbitals along a line connecting the nuclei?

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

    Which hybridisation involves the combination of one s orbital and two p orbitals?

    <p>sp2 (C)</p> Signup and view all the answers

    In a carbon-carbon double bond, how many electrons are involved in forming the bond?

    <p>4 (A)</p> Signup and view all the answers

    Which of the following bond angles is most commonly associated with sp3 hybridised carbon?

    <p>109.5° (C)</p> Signup and view all the answers

    What is the geometric arrangement around a carbon atom in ethyne (C2H2)?

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

    What is the effect of hybridisation on bond strength in carbon-based molecules?

    <p>Higher hybridisation generally results in stronger bonds (D)</p> Signup and view all the answers

    What type of bond is formed by the side-to-side overlap of unhybridised p orbitals?

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

    Which hybridisation is depicted by the presence of one unhybridised p orbital and three hybridised orbitals in a planar arrangement?

    <p>sp2 (D)</p> Signup and view all the answers

    What characteristic of a p bond contributes to its rotational barrier?

    <p>Alignment of p orbitals (C)</p> Signup and view all the answers

    What is the relationship between bond length and bond strength in sigma and pi bonds?

    <p>Shorter bonds are generally stronger (D)</p> Signup and view all the answers

    What symmetry does the H-H bond exhibit?

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

    How is the structure of methane (CH4) best described in terms of its angles and shape?

    <p>Tetrahedral with 109.5° angles (A)</p> Signup and view all the answers

    In which molecular structure does a carbon atom use sp hybrid orbitals?

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

    Flashcards

    First Pass Metabolism

    The process by which drugs are broken down by the body, usually in the liver. It alters a drug's structure, making it easier to excrete.

    Bioavailability

    The amount of drug that reaches systemic circulation after administration. Determined by the drug's absorption, distribution and metabolism.

    Binding to Receptor

    The interaction of a drug with its specific target site, often a protein or enzyme, which initiates a chain of events leading to the drug's effect.

    Time Course of Effect (Pharmacokinetics)

    The study of how a drug's concentration changes over time in the body. Involves absorption, distribution, metabolism, and excretion.

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    Covalent Bond

    A chemical bond formed by the sharing of electrons between atoms.

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    Ionic Bond

    A chemical bond formed by the attraction of oppositely charged ions.

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    Shape of Chemical Structure

    The specific arrangement of atoms in a molecule, which determines its chemical properties and interactions.

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    Functional Groups

    A group of atoms within a molecule that confers specific chemical properties.

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    Mole (mol)

    The amount of substance containing a specific number of elementary entities, defined as 6.02214076 × 10^23 entities (Avogadro's number).

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    Molecular Mass (Mr)

    The mass of one mole of a substance. Expressed in grams per mole (g/mol).

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    Calculating Moles

    The process of calculating the number of moles in a given mass of a substance, using the formula: Moles = Mass / Molecular mass.

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    Electronegativity

    An atom's ability to attract electrons towards itself when forming a chemical bond.

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    Electronegativity Trend Across a Period

    Electronegativity increases across a period (left to right) as atoms become smaller and more strongly attract electrons.

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    Pauling Scale

    A scale used to measure the electronegativity of elements.

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    Quantum mechanical model

    Electrons are not confined to fixed positions, but rather exist in regions of space where they are most likely to be found.

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    Orbital

    A region of space around the nucleus where an electron is most likely to be found.

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    s orbital

    The spherical region of space around the nucleus where an s-orbital electron is mostly found.

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    p orbital

    A dumbbell-shaped region of space around the nucleus where a p-orbital electron is mostly found.

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    Electron Shell

    A group of orbitals in an atom that have the same principal quantum number, thus having similar energy levels.

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    Valency

    The number of covalent bonds an atom forms to achieve a stable noble gas electron configuration.

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    Degenerate p orbitals

    p orbitals having the same energy level.

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    Node

    A point in an orbital where the probability of finding an electron is zero.

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    What determines the number of bonds an atom forms?

    An atom that needs to gain additional electrons to reach a stable electron configuration like a noble gas.

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    Ground-state electron configuration

    The most stable and lowest-energy configuration of an atom's electrons in their respective orbitals.

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    Lone pair electrons

    Electron pairs in the outer shell of an atom that are not involved in bonding.

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    Aufbau principle

    A principle that states electrons fill the lowest available energy levels first, starting from the 1s orbital.

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    Formal charge

    The sum of valence electrons minus the number of lone pair electrons and half the number of bonding electrons.

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    Pauli Exclusion Principle

    A principle that states each orbital can hold a maximum of two electrons, each with opposite spins.

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    Free radical

    A species with a single unpaired electron.

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    Equation method for formal charge

    A method to determine formal charge that is better for analyzing isolated structures than dynamic chemical reactions.

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    Hund's rule

    A rule that states when filling orbitals with the same energy level, electrons occupy each orbital individually with parallel spins before pairing in an orbital.

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    Orbital Hybridization

    The process by which atomic orbitals mix together to form new hybrid orbitals with different shapes and energies.

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    Electron movement in organic chemistry mechanisms

    The process of tracking the movement of electrons during bond formation and breakage.

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    Carbon's bonding properties

    Carbon forms four bonds with other atoms, due to the hybridization of its orbitals.

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    Charge change based on electron gain or loss

    A neutral atom that gains two electrons becomes negatively charged, and a neutral atom that loses two electrons becomes positively charged.

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    Valence Shell

    The outermost electron shell of an atom.

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    Hybridization

    The process of combining atomic orbitals to form new hybrid orbitals with equivalent energy levels.

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    Dipole Moment

    A measure of the net polarity of a molecule.

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    Polar Molecule

    A molecule with a separation of electrical charge, resulting in a positive and negative end.

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    Non-polar Molecule

    A molecule without a separation of electrical charge, all its atoms are equally electronegative.

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    Ion

    A compound that results from the gaining or losing of electrons, resulting in a charged atom.

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    Ionic Bond (again), but with emphasis on electron transfer

    A chemical bond where one atom donates an electron to another atom, forming oppositely charged ions that then attract.

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    Molecule

    A neutral collection of atoms held together by covalent bonds.

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    Inductive Effect

    The ability of an atom to polarize a bond, influencing the distribution of electrons.

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    Skeletal Structure

    A shorthand way of writing chemical structures, where carbon atoms are assumed at intersections of lines.

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    Valence Electrons

    The electrons in the outermost shell of an atom, determining its bonding behavior.

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    Sigma (σ) Bond

    A bond formed by the direct overlap of atomic orbitals along the line joining the bonded nuclei.

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    Pi (π) Bond

    A bond resulting from the sideways overlap of atomic orbitals, creating electron density above and below the bond axis.

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    sp3 Hybridization

    A type of orbital hybridization where one s orbital and three p orbitals combine, forming four sp3 hybrid orbitals. These orbitals point towards the corners of a tetrahedron.

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    sp2 Hybridization

    A type of orbital hybridization where one s orbital and two p orbitals combine, forming three sp2 hybrid orbitals, leaving one unhybridized p orbital.

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    sp Hybridization

    A type of orbital hybridization where one s orbital and one p orbital combine, forming two sp hybrid orbitals, leaving two unhybridized p orbitals.

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    Methane (CH4)

    A molecule with a central carbon atom attached to four hydrogen atoms; it is a classic example of sp3 hybridization.

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    Ethane (C2H6)

    A molecule with two carbon atoms each attached to three hydrogen atoms. The carbon-carbon bond results from the overlap of sp3 orbitals.

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    Ethene (C2H4)

    A molecule with two carbon atoms each attached to two hydrogen atoms. The carbon-carbon bond results from the overlap of sp2 orbitals.

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    Ethyne (C2H2)

    A molecule with two carbon atoms each attached to one hydrogen atom. The carbon-carbon bond results from the overlap of sp orbitals.

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    Methyl Cation (CH3+)

    The central carbon atom in the molecule is bonded to three hydrogen atoms, giving it a positive charge.

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    Methyl Radical (CH3•)

    The central carbon atom in the molecule is bonded to three hydrogen atoms, giving it a single unpaired electron.

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    Bond Strength

    Represents the strength of a bond, determined by the energy required to break it. Stronger bonds require more energy to break.

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    Bond Length

    Indicates the distance between two bonded atoms. Shorter bond lengths generally suggest stronger bonds.

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    Bond Angle

    Describes the angle formed between two bonds originating from the same atom. Bond angles are influenced by the hybridization of the central atom.

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    Study Notes

    Week 9

    • PHA111: Molecular Shape and Bonding
    • Lecturer: Dr. Stephanie Myers
    • Date: 1.21
    • Contact: [email protected]
    • Phone: 0191 5152760

    Pharmaceutical Chemistry

    • Molecules, bonding, and shape
    • Functional groups: alkenes, alcohols, alkyl halides, ketones, carboxylic acid derivatives, amines, aromatics
    • Functional Groups Handout (Canvas)
    • Acids and bases: carboxylic acids, sulfonic acids, sulphonamides, imides, β-diketones, thiols, phenols, amines (primary, secondary, tertiary, aromatic, heterocyclic), imines, amidines, guanidines
    • Stereochemistry
    • Kinetics
    • Thermodynamics

    Functional Groups

    • Identity of functional group(s) in drug determines:
      • Route of administration
      • Absorption from the gastrointestinal tract (if oral)
      • First-pass metabolism
      • Bioavailability
      • Binding to receptor (pharmacokinetics)
      • Time course of effect (pharmacokinetics)

    Learning Outcomes

    • Describe the difference between ionic and covalent bonds
    • Appreciate the shape of chemical structures, including hybridization of atoms
    • Identify functional groups (polar/non-polar, ionizable/neutral)
    • Deduce properties (solubility, absorption, distribution, metabolism, excretion)
    • Understand how binding to a receptor produces a therapeutic effect
    • Rationalize clinical care based on medicinal properties and side effects
    • Design new medicines for specific purposes
    • Give advice at all levels

    A Pharmaceutical Chemistry Example: Atorvastatin

    • Atorvastatin, a synthetic statin used for controlling cholesterol
    • Launched in January 1997, patent expired in 2011
    • In 2008, was the most expensive (by gross ingredient cost) prescribed drug.
    • Largest selling small molecule drug in the world: ~$10 billion (2010) and ~$15 billion peak (2007/8)

    Atorvastatin (Detailed)

    • Competitive inhibitor of HMG-CoA reductase
    • Rate-determining enzyme located in hepatic tissue
    • Produces mevalonate
    • Lowers the amount of cholesterol produced, reducing total LDL (low-density lipoprotein) cholesterol.
    • Also reduces blood levels of triglycerides.
    • Slightly increases levels of HDL (high-density lipoprotein) cholesterol

    Organic Chemistry

    • All organic compounds contain carbon
    • Carbon has four electrons
    • Forms four strong covalent bonds
    • Bonds to other carbons to create chains and rings
    • Not all carbon compounds are derived from living organisms.
    • Over 99% of 37 million known compounds contain carbon.
    • Examples: ethynylestradiol, cetirizine, oxytetracycline

    Week 10

    • Valence Bond Theory: A bonding theory describing covalent bonds through atomic orbital overlap.

    • sp³ Orbitals: Four equal orbitals, each having ¼ s-character and ¾ p-character. -Used to form tetrahedral structures, such as methane.

    • sp² Bonding: Structure of Ethane: Consists of tetrahedral carbon atoms, with each C-H bond formed from sp³-s orbital overlap and their C-C bond from another sp³-sp³ overlap.

    • sp² Orbitals: Three equal orbitals (⅓ s and ⅔ p) and one unhybridized p orbital

    • sp² Bonding - Structure of Ethene: Ethene (ethylene) forms a double bond between carbon atoms involving one σ bond and one π bond.

    • sp Orbitals: Two equal orbitals(½ s and ½ p) and two unhybridized p orbitals

    • sp Bonding - Structure of Ethyne: Ethyne forms a triple bond with one σ and two π bonds between the carbons.

    • Has a linear structure

    • Hybridisation of Nitrogen and Oxygen; Carbon: Hybridisation for Nitrogen and Oxygen is similar to Carbon.

    • Hybridisation of Sulfur:Commonly encountered in biological molecules. Thiorls have a sulfur atom bonded to one hydrogen and one carbon, and sulfides to two carbons, often produced by bacteria. Simple examples include Methanethiol and Dimethyl Sulfide.

    • Hybridisation of Phosphorus:Organophosphates are commonly encountered in biological molecules, where phosphorus is bonded to four oxygens (one bonded to carbon) like in ATP and ADP

    • Hybridisation Summary: Summarises the different types of hybridisation for different bonds and atoms, with exceptions noted, and the strengths and relationships between single, double and triple bonds.

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    Description

    This quiz covers important concepts in chemistry, including calculating molar masses, understanding electronegativity trends, and exploring pharmacological effects of drugs like Atorvastatin. Test your knowledge on the fundamentals of organic compounds, ionic bonds, and pharmacokinetics in a concise format.

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