Chapter 1- alkanes Flashcards

(50 cards)

0
Q

Addition reaction

A

The reaction that occurs when two reactants add together to form a single new product with, no atoms “left over”.

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1
Q

Activation energy

A

The difference in energy between ground state and transition state in a reaction. The amount of activation energy determines the rate at which the reaction proceeds. Most organic reactions have activation energies of 40—100kJ/mol.

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2
Q

Anti conformation

A

The geometric arrangement around a carbon-carbon single bond in which the two largest stubstitutents are 180° apart as viewed in a Newman projection.

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3
Q

Branched-chain alkane

A

An alkane that contains a branching connection of carbons as opposed to a straight-chain alkane.

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4
Q

Bronsted-Lowry acid

A

A substance that donates a hydrogen ion (proton; H3O+) to a base.

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5
Q

Brønsted-Lowry base

A

A substance that accepts H3O+ from an acid.

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6
Q

Chain reaction

A

A reaction that, once initiated, sustains itself, in an endlessly repeating cycle of propagation steps. The radical chlorination of alkanes is an example of a chain reaction that is initiated by irradiation with light and then continues in a series of propagation steps.

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7
Q

Concerted

A

A reaction that takes place in a single step without intermediates. For example, the Diels-Alder cycloaddition reaction is a concerted process.

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8
Q

Condensed structure

A

A shorthand way of writing structures in which carbon-hydrogen and carbon-carbon bonds are understood rather than shown explicitly. Propane, for example, has the condensed structure CH3CH2CH3.

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9
Q

Conformation

A

The three-dimensional shape of a molecule at any given instant, assuming that rotation around single bonds is frozen.

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10
Q

Conformer

A

A conformational isomer.

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11
Q

Conjugate acid

A

The product that results from protonation of a Bronsted-Lowry base.

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12
Q

Conjugate base

A

The anion that results from deprotonation of a Bronsted-Lowry acid.

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13
Q

Constitutional isomers

A

Isomers that have their atoms connected in a different order. For example, butane and 2-methylpropane are constitutional isomers.

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14
Q

Degree of unstauration

A

The number of rings and/or multiple bonds in a molecule.

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15
Q

Eclipsed confirmation

A

The geometric arrangement around a carbon-carbon single bond in which the bonds to substituents on one carbon are parallel to the bonds to substituents on the neighboring carbon as viewed in a Newman projection.

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16
Q

Eclipsing strain

A

The strain energy in a molecule caused by electron repulsions between eclipsed bonds. Eclipsing strain is also called torsional strain.

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17
Q

Elimination reaction

A

What occurs when a single reactant splits into two products.

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18
Q

Endothermic

A

A reaction that absorbs heat and therefore has a positive enthalpy change.

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19
Q

Enthalpy change, ΔH

A

The heat of reaction. The enthalpy change that occurs during a reaction is a measure of the difference in total bond energy between reactants and products.

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20
Q

Entropy change, ΔS

A

The change in amount of disorder. The entropy change that occurs during a reaction is a measure of the difference in disorder between reactants and products.

21
Q

Enzyme

A

A biological catalyst. Enzymes are large proteins that catalyze specific biochemical reactions.

22
Q

Intermediate

A

A species that is formed during the course of a multistep reaction but is not the final product. Intermediates are more stable than transition states, but may or may not be stable enough to isolate.

23
Q

Isomers

A

Compounds that have the same molecular formula but different structures

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Kinetics
Referring to reaction rates. Kinetic measurements are useful for helping to determine reaction mechanisms.
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Lewis acid
A substance with a vacant low-energy orbital that can accept an electron pair from a base. All electrophiles are Lewis acids.
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Lewis base
A substance that donates an electron lone pair to an acid. All nucleophiles are Lewis bases.
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Lewis structure
A representation of a molecule showing valence electrons as dots.
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Line-bond structure
A representation of a molecule showing valence electrons as dots.
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Lone-pair electrons
Nonbonding valence-shell electron pairs. Lone-pair electrons are used by nucleophiles in their reactions with electrophiles.
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Mechanism
A complete description of how a reaction occurs. A mechanism must account for all starting materials and all products, and must describe the details of each individual step in the overall reaction process.
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Methylene group
A-CH2-or = CH2 group.
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Newman projection
A means of indicating stereochemical relationships between substituent groups on neighboring carbons. The carbon-carbon bond is viewed end-on, and the carbons are indicated by a circle. Bonds radiating from the center of the circle are attached to the front carbon, and bonds radiating from the edge of the circle are attached to the rear carbon.
33
Normal alkane
A straight-chain alkane, as opposed to a branched alkane. Normal alkanes are denoted by the suffix n, as in n-C4H10 (n-butane)
34
Radical
A species that has an odd number of electrons, such as the chlorine radical, Cl·
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Radical reaction
A reaction in which bonds are made by donation of one electron from each of two reactants and in which bonds are broken when each fragment leaves with one electron.
36
Reaction every diagram
A representation of the course of a reaction, in which free energy is plotted as a function of reaction progress. Reactants, transition states, intermediates, and products are represented, and their appropriate energy levels are indicated.
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Rearrangement reaction
What occurs when a single reactant undergoes a reorganization of bonds and atoms to yield an isomeric product.
38
Reduction
A reaction that causes an increase of electron ownership by carbon, either by bond breaking between carbon and a more electronegative atom or by bond formation between carbon and a less electronegative atom.
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Sawhorse structure
A manner of representing stereochemistry that uses a stick drawing and gives a perspective view of the conformation around a single bond.
40
Skeletal structure
A shorthand way of writing structures in which carbon atoms are assumed to be at each intersection of two lines (bonds) and at the end of each line.
41
Sp orbital
A hybrid orbital derived from the combination of an s and a p atomic orbital. The two sp orbitals that result from hybridization are oriented at an angle of 180° to each other.
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Sp2 orbital
A hybrid orbital derived by combination of an s atomic orbital with two p atomic orbitals. The three sp2 hybrid orbitals that result lie in a plane at angles of 120° to each other.
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Sp3 orbital
A hybrid orbital derived by combination of an s atomic orbital with three p atomic orbitals. The four sp3 hybrid orbitals that result are directed toward the corners of a regular tetrahedron at angles of 109° to each other.
44
Staggered confirmation
The three dimensional arrangement of atoms around a carbon-carbon single bond in which the bonds on one carbon bisect the bond angles on the second carbon as viewed end-on.
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Straight-chain alkane
An alkane whose carbon atoms are connected without branching.
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Thermodynamic control
An equilibrium reaction that yields the lowest-energy, most stable product is said to be thermodynamically controlled.
47
Torsional strain
The strain in a molecule caused by electron repulsion between eclipsed bonds. Torsional strain is also called eclipsing strain
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Transition state
An activated complex between reactants, representing the highest energy point on a reaction curve. Transition states are unstable complexes that can't be isolated.
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Valence bond theory
A bonding theory that describes a covalent bond as resulting from the overlap of two atomic orbitals.