Alkyl Halides: Structure and Physical Properties

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Flashcards defining structural parameters and physical properties of alkyl halides from the lecture notes.

14 Terms

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Hybridization of Carbon in Methyl Chloride

The state in which the carbon atom in methyl chloride is sp3sp^3-hybridized, forming four sigma bonds.

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C-Cl Sigma Bond Overlap

The bond in methyl chloride formed by the overlap of one sp3sp^3-hybrid orbital of carbon with the half-filled pp orbital of a chlorine atom (sp3−psp^3-p overlap).

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C-H Sigma Bond Overlap

The bonds in methyl chloride formed by the overlap of three sp3sp^3-hybrid orbitals of carbon with 1s1s orbitals of three hydrogen atoms (sp3−ssp^3-s overlap).

4
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C-Cl Bond Length in Methyl Chloride

The specific bond distance between carbon and chlorine in methyl chloride, measured at 178 pm178\,pm.

5
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C-H Bond Length in Methyl Chloride

The specific bond distance between carbon and hydrogen in methyl chloride, measured at 108 pm108\,pm.

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Bond Angles in Methyl Chloride

The H−C−HH-C-H and H−C−ClH-C-Cl bond angles in methyl chloride, which are both approximately equal to 109.5∘109.5^\circ.

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Physical State of Lower Alkyl Halides

Gases at room temperature, which include methyl fluoride, methyl chloride, methyl bromide, ethyl fluoride, ethyl chloride, and propyl fluorides.

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Physical State of Higher Alkyl Halides

States of higher n-alkyl halides, which are mostly liquids up to C16C_{16} and solids above C16C_{16}.

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Boiling Point Trend by Halogen Size

For a given alkyl group, the boiling points of alkyl halides increase with increasing size of the halogen atom.

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Boiling Point Trend by Alkyl Size

For a given halogen atom, the boiling points of alkyl halides increase with increasing size of the alkyl group.

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Boiling Point Trend for Isomeric Alkyl Halides

The property wherein the isomeric alkyl halide compound with the more highly branched alkyl group normally has the lowest boiling point.

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Water Insolubility of Alkyl Halides

The property of alkyl halides being usually insoluble in water due to their inability to form hydrogen bonding with water.

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Density of Alkyl Chlorides and Alkyl Fluorides

Alkyl halides that are lighter than water, resulting in them forming the upper layer when mixed with water.

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Density of Alkyl Bromides and Alkyl Iodides

Alkyl halides that are denser than water, resulting in them forming the lower layer when mixed with water.