Halogens and Functional Groups

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Questions and Answers

What characteristic is most directly responsible for a functional group dictating the properties of an organic molecule?

  • The presence of only carbon and hydrogen atoms in the group.
  • The number of carbon atoms present in the functional group.
  • The way the functional group always reacts. (correct)
  • The size and shape of the hydrocarbon chain attached to it.

Which halogen would result in the highest boiling point in a halocarbon with an otherwise identical structure?

  • Chlorine
  • Bromine
  • Fluorine
  • Iodine (correct)

Which statement accurately describes the relationship between halogens and their effect on the boiling point of alkanes?

  • Halogens increase the boiling point of alkanes, and the effect increases as you move down group 17. (correct)
  • Halogens increase the boiling point of alkanes, with the effect diminishing as you move down the group 17.
  • Halogens decrease the boiling point of alkanes due to their small atomic size.
  • Halogens have no predictable effect on the boiling point of alkanes.

Why are alkyl halides often used as starting materials in chemical reactions rather than alkanes?

<p>The carbon-halogen bond is more reactive than carbon-hydrogen bonds. (C)</p> Signup and view all the answers

In the IUPAC naming system, what prefix is used to indicate the presence of bromine as a substituent?

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

Which of the following statements correctly describes the naming priority of multiple different halogen substituents in an organic molecule?

<p>Halogens are named alphabetically, regardless of their position on the carbon chain. (B)</p> Signup and view all the answers

What is the primary structural difference between an alkyl halide and an aryl halide?

<p>Alkyl halides have a halogen atom bonded to an aliphatic carbon atom, while aryl halides have a halogen atom bonded to an aromatic ring. (C)</p> Signup and view all the answers

What is the general formula for a halocarbon, where 'X' represents a halogen atom?

<p>R-X (D)</p> Signup and view all the answers

Which of the following is the most accurate description of a 'functional group'?

<p>An atom or group of atoms in a molecule that always reacts in a certain way. (A)</p> Signup and view all the answers

Which of the following best describes a substitution reaction in organic chemistry?

<p>The replacement of one atom or group of atoms with another. (A)</p> Signup and view all the answers

Which of the following best explains why the boiling points of alkyl halides are generally higher compared to alkanes with similar molecular weights?

<p>Alkyl halides exhibit stronger dipole-dipole interactions due to the polar C-X bond. (C)</p> Signup and view all the answers

What type of organic compound is formed when an alkyl halide reacts with ammonia (NH3)?

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

Which characteristic of halogens directly contributes to the increasing strength of temporary dipoles in halocarbon molecules as you move down Group 17?

<p>Increasing number of electrons (A)</p> Signup and view all the answers

What application of polytetrafluoroethylene (PTFE) is mentioned, owing to its properties as a plastic?

<p>As a nonstick coating for cookware. (A)</p> Signup and view all the answers

In the context of halocarbons, what is 'halogenation'?

<p>The substitution of a hydrogen atom in an alkane by a halogen atom. (D)</p> Signup and view all the answers

Considering the general formula R-X for halocarbons, what does 'R' represent?

<p>A carbon chain or ring (D)</p> Signup and view all the answers

What is the primary reason halocarbons are effective as solvents for nonpolar molecules?

<p>They can induce dipole moments in nonpolar molecules. (C)</p> Signup and view all the answers

Given the increasing trend in boiling points among halocarbons (F < Cl < Br < I), how would you expect the boiling point of 1-chloropropane to compare to that of 1-bromopropane?

<p>1-bromopropane would have a higher boiling point. (C)</p> Signup and view all the answers

Which of the following is the most accurate description of 'plastics' according to the text?

<p>Polymers that can be heated and molded while relatively soft. (D)</p> Signup and view all the answers

What is the relationship between petroleum and most synthetic organic compounds?

<p>Petroleum is the ultimate source of most synthetic organic compounds. (A)</p> Signup and view all the answers

Which of the following features apply to a functional group?

<p>Dictates how a molecule reacts. (C)</p> Signup and view all the answers

How does the addition of a functional group modify the properties of a hydrocarbon?

<p>It produces a substance with different physical and chemical properties. (A)</p> Signup and view all the answers

What characteristic of halogens leads to increased temporary dipoles in halogen-substituted hydrocarbons?

<p>The ease with which their electrons can be shifted. (A)</p> Signup and view all the answers

What is the role of chlorine in the formation of chloromethane from methane?

<p>Chlorine replaces one of methane's hydrogen atoms. (B)</p> Signup and view all the answers

How does the increasing size of the halogen atom influence the boiling points of halogen-substituted alkanes?

<p>Larger halogens increase boiling points due to increased temporary dipoles. (C)</p> Signup and view all the answers

Why are organic halides often selected as starting materials in industrial chemical reactions?

<p>The carbon-halogen bond is more reactive than the carbon-hydrogen bond. (D)</p> Signup and view all the answers

What is the process called when hydrogen atoms in alkanes are replaced by halogen atoms?

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

What would be the IUPAC name for a compound with a benzene ring bonded to a chlorine atom?

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

Which of the following statements accurately compares alkyl halides and aryl halides?

<p>Aryl halides contain aromatic rings; alkyl halides do not. (D)</p> Signup and view all the answers

How does a substitution reaction contribute to the variety of organic compounds?

<p>It replaces one atom or group of atoms with another, creating diversity. (B)</p> Signup and view all the answers

What distinguishes halothane from other hydrocarbons?

<p>It contains multiple halogens. (D)</p> Signup and view all the answers

Beyond acting as solvents, what is another application of alkyl halides?

<p>As polymer building blocks. (D)</p> Signup and view all the answers

What property of halogens is altered to form different prefixes in the IUPAC naming system?

<p>Name ending. (C)</p> Signup and view all the answers

How does the density of an alkyl halide typically compare to that of an alkane with the same number of carbon atoms?

<p>Higher density. (B)</p> Signup and view all the answers

In a substitution reaction, what typically occurs when an alkyl halide reacts with a base?

<p>Formation of alcohol. (D)</p> Signup and view all the answers

What structural characteristic defines a molecule as an 'aliphatic' compound?

<p>Non-aromatic hydrocarbon structure. (A)</p> Signup and view all the answers

What is the relationship between thyroid hormones and organic iodides?

<p>Thyroid hormones are organic iodides. (D)</p> Signup and view all the answers

Flashcards

Functional Group

An atom or group of atoms that always reacts in a certain way in an organic molecule.

Halogenation

The replacement of hydrogen atoms with halogen atoms.

Halocarbon

An organic compound containing a halogen substituent.

Alkyl Halide

An organic compound containing a halogen atom covalently bonded to an aliphatic carbon atom.

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Aryl Halide

An organic compound containing a halogen atom bonded to a benzene ring or other aromatic group.

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Plastic

A polymer that can be heated and molded while relatively soft.

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Substitution Reaction

One in which one atom or a group of atoms in a molecule is replaced by another atom or group of atoms.

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Fluoro-

A prefix indicating the presence of fluorine in an organic molecule.

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Chloro-

Prefix for chlorine presence.

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Bromo-

Prefix that indicates presence of bromine .

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Iodo-

Prefix indicating iodine presence.

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Organic Halides in Nature

Organic iodides that are human thyroid hormones.

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Petroleum

A fossil fuel consisting almost entirely of alkanes.

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Study Notes

  • A halogen atom can replace a hydrogen atom in some hydrocarbons.

Functional Groups

  • Carbon atoms in hydrocarbons can bond with elements like oxygen, nitrogen, fluorine, chlorine, bromine, iodine, sulfur, and phosphorus.
  • A functional group is an atom or group of atoms in an organic molecule that always reacts in a specific way.
  • Adding a functional group to a hydrocarbon changes its physical and chemical properties.
  • Symbols R and R' represent carbon chains or rings bonded to the functional group; Ar represents a hydrogen atom, carbon chain, or carbon ring.
  • Double and triple bonds between carbon atoms are also functional groups.

Organic Compounds Containing Halogens

  • Halogens, from group 17 (fluorine, chlorine, bromine, iodine), can be substituent groups attached to a hydrocarbon.
  • A halocarbon is an organic compound containing a halogen substituent.
  • An alkyl halide is an organic compound with a halogen atom covalently bonded to an aliphatic carbon atom.
  • Chloromethane is an alkyl halide where a chlorine atom replaces one of methane's hydrogen atoms.
  • An aryl halide is an organic compound with a halogen atom bonded to a benzene ring or aromatic group.
  • The structural formula for an aryl halide can be created by drawing the aromatic structure and replacing hydrogen atoms with halogen atoms.

Naming Halocarbons

  • Organic molecules with functional groups have IUPAC names based on their main-chain alkane structures.
  • For alkyl halides, prefixes indicate which halogen is present, formed by changing the -ine ending to -o (fluoro-, chloro-, bromo-, iodo-).
  • Multiple halogen atoms are listed alphabetically, and the chain is numbered to give the lowest position number to the substituent that comes first alphabetically.
  • The benzene ring in aryl halides is numbered to give each substituent the lowest position number possible.

Properties and Uses of Halocarbons

  • Alkyl chlorides have higher boiling points and densities than alkanes with the same number of carbon atoms.
  • Boiling points and densities increase as the halogen changes from fluorine to chlorine, bromine, and iodine because halogens from fluorine to iodine have a greater number of electrons, which are easily shifted, resulting in the hydrocarbons having an increasing tendency to form temporary dipoles.
  • Alkyl halides are often used as starting materials in the chemical industry and as solvents/cleaning agents.
  • A plastic is a polymer that can be heated and molded while relatively soft.
  • Polytetrafluoroethene (PTFE) is a plastic made from gaseous tetrafluoroethylene.
  • Polyvinyl chloride (PVC) is another commonly known plastic.

Substitution Reactions

  • A substitution reaction is one in which one atom or a group of atoms in a molecule is replaced by another atom or group of atoms.
  • Halogenation is the replacement of hydrogen atoms of alkanes with halogen atoms (chlorine or bromine).
  • Reacting an alkyl halide with a basic solution replaces the halogen atom with an -OH group, forming an alcohol.
  • Reacting an alkyl halide with ammonia (NH3) replaces the halogen atom with an amino group (-NH2), forming an alkyl amine.

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