Organic Chemistry Ch 3. Bonding Flashcards

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1
Q

Quantum numbers

A

Describe the size, shape, orientation, and number of atomic orbitals an element possesses

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2
Q

Atomic orbitals

A

-

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3
Q

Principal quantum number

A

n - describes the energy level (shell) in which an electron resides and indicates the distance from the nucleus to the electron, possible values range from 1 to infinity

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4
Q

Azimuthal quantum number

A

l - determines the substsell in which an electron resides, values range from 0 to n-1,, subshell also often indicated with a letter l=0=s, l=1=p, l=2=d, l=3=f

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5
Q

Magnetic quantum number

A

ml - determines the orbital in which an electron resides, possible values range from -l to l, different orbitals have different shapes, s are spherical, p are dumbbell shaped and located on x,y, or z axis

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6
Q

Spin quantum number

A

ms - describes the spin of an electron, possible values are +/- 1/2

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7
Q

Bonding orbitals

A

Created by head to head or tail to tail overlap of atomic orbitals of the same sign and are energetically favorable

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8
Q

Antibonding orbitals

A

Created by head to head or tail to tail overlap of atoms orbitals that have opposite signs and are energetically unfavorable

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9
Q

Single bonds

A

Sigma bonds that contain 2 electrons

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10
Q

Sigma bonds

A

Contain 2 electrons

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11
Q

Double bonds

A

Contain one sigma bond and one pi bond

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12
Q

Pi bonds

A

Created by the sharing of electrons between two unhybridized p-orbitals that align side by side

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13
Q

Triple bonds

A

Contain one sigma and two pi bonds

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14
Q

Bond length

A

Multiple bonds are shorter and stronger than single bonds

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15
Q

Bond flexibility

A

Multiple bonds are less flexible than single bonds because rotation is not permitted in the presence of a pi bond

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16
Q

Bond strength

A

Multiple bonds are stronger than single bonds though sigma bonds are stronger than pi bonds

17
Q

sp3 hybridization

A

Has 25% s character and 75% p character, they form tetrahedral geometry with 109.5 degree bond angles, carbons with all single bonds are sp3 hybridized

18
Q

sp2 hybridization

A

Has 33% s character and 66% p character, they form trigonal planar geometry with 120 degree bond angles, carbons with one double bond are sp2 hybridized

19
Q

sp hybridization

A

Has 50% s character and 50% p character, they form linear geometry with 180 degree bond angles, carbons with two double bond or one triple bond are sp hybridized

20
Q

Resonance

A

Describes the delocalization of electrons in molecules that have conjugated bonds, increases the stability of a molecule, the various resonance forms all contribute to the true electron density of the molecule, the more stable the resonance form, the more it contributes, forms are favored if they lack formal charge, form full octets on electronegative atoms, or stabilize charts through induction and aromaticity

21
Q

Conjugation

A

Occurs when single or multiple bonds alternate, creating a system of unhybridized p-orbitals down the backbone of the molecule through which pi electrons can delocalize