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121 Cards in this Set

  • Front
  • Back

1

Meth

2

Eth

3

Prop

4

But

5

Pent

6

Hex

7

Hept

8

Oct

9

Non

10

Dec

11

Undec

12

Dodec

13

Tridec

14

Tetradec

15

Pentadec

Direction Position

Prefix stands for?

# of Carbons in Main Chain

Root stands for?

Type of Functional Group

Suffix stands for?

sp3

- Single Bonds, Tetrahedral/Pyramidal/Bent


- Uses s & all 3 p orbitals

sp2

- Double bonds, Trigonal Planar


- Uses s & 2 p orbitals

sp

- Triple bonds, Linear


- Uses s and 1 p orbital

Saturated

- As many hydrogens as possible


- Single Bonds sp3

Unsaturated

- Compound that contains at least on multiple bond (double or triple) sp2 or sp

1

s orbital #

3

p orbital #

5

d orbital #

Pi Bond

- Approach from the side for more overlap

Sigma Bond

- Approach "head on" or directly


- First bond made between carbon and another atom

180




2

Linear Angle/ Bonds

120




3

Trigonal Planar Angle/ Bonds

<120 (~116)




2 Bonds, 1 Lone Pair

Bent Trigonal Planar Angle and Bonds

109.5




4

Tetrahedral Angle and Bond

<109.5 (~107)




3 Bonds 1 Lone Pair

Trigonal Pyramid Angle and Bond

<109.5 (~104.5)




2 Bonds, 2 Lone Pairs

Bent Tetrahedral Angle and Bond

4




4

Normal Number of Bonds for Carbon, Valence Electrons

3 Bonds, 1 Lone Pair




5 Electrons

Normal Number of Bonds for Nitrogen, Valence Electrons

2 Bonds, 2 Lone Pairs




6 Electrons

Normal Number of Bonds for Oxygen, Valence Electrons

Aufbau Principle






Pauli Exclusion Principle

- Lowest energy orbitals fill up first




- 2 Electrons of opposite spin can occupy orbital

Hund's Rule

- If 2 or more empty orbitals of equal energy are available, one electron occupies each with spins parallel until all orbitals are half-full

Oxygen

Which element doesn't form triple bonds?

[# Total Valence Electrons] - [# of Bonds] - # of Lone Pair Electrons]

Equation for Formal Charge

+1

Formal Charge?

Formal Charge?

Neutral

Formal Charge?

Formal Charge?

-1

Formal Charge?

Formal Charge?

+1

Formal Charge?

Formal Charge?

Neutral

Formal Charge?

Formal Charge?

-1

Formal Charge?

Formal Charge?

+1

Formal Charge?

Formal Charge?

Neutral

Formal Charge?

Formal Charge?

-1

Formal Charge?

Formal Charge?

Amide (Carbonyl + Amine)

 

Alkyl Halides

C-X

Acid Halides


3sp3, 1 Lone Pair

Hybridization of Nitrogen

2sp3, 2 Lone pairs

Hybridization of Oxygen

3sp3, 1 sp2


(5 Covalent Bonds)

Hybridization of Phosphorus

2sp3, 2 Lone Pairs


( 4 Covalent Bonds)

Hybridization of Sulfur

DOWN




INCREASES

Electronegativity decreases going (up/down) and (increases/decreases) going across.

Fluorine - 4

Which atom has the highest electronegativity and what charge?

Inductive Effect

Shifting of electrons in a bond in response to the electronegativity of nearby atoms

-yl

Suffix given for attachments on carbon chains?

Iso-

Prefix given for attachments on carbon chains that end in a 'V' shape

Tert-Butyl

T-Shape 4 Carbon Attachment called?

Sec

When there is another attachment on attachment?

Fluoro

Fluorine (F) attachment

Chloro

Chlorine (Cl) attachment

Bromo

Bromine (Br) attachment

Iodo

Iodine (i) attachment

Cyclo

Suffix for rings as attachments

Cis

Same Side

Trans

Opposite Side

Alkane


Alkene


Alkyne

- Contain single bond between adjacent carbon atoms


- Double bond


- Triple bond

Aromatic Compounds

- Contain benzene ring

Hydroxyl (Alcohol)

-OH

Thiol

-SH

Ether

-C-O-C-

Carbonyl




Aldehyde




Ketone

C=O




H-C=O




R1 - [C = O] - R2

Carboxylic Acid (Carbonyl + Hydroxyl)


Ester

Amine

-NH2


- R2-NH


- R3-N

1. Check for longest chain


2. Name & Number substituents


3. List attachments alphabetically (Except halogens go first)

3 Steps of Naming

1. Imaginary


2. pi


3. Non-bonding


4. Stable


5. sp3 (Single)


6. Equivalent

Resonance Rules


- Individual resonance forms are ___1___


- Forms differ only in the placement of their__2__ or ___3___ electrons


- The more forms, the more __4__ than any individual resonance


- Cannot jump a __5__ bond


- Different forms do not have to be __6__


- Obey normal rules of valency

Planar

Amide bonds have a ___ form

charge

Typically you do not see a carbon with a double bond AND a _____

Inductive Effects

- Groups donate or withdraw electrons through sigma bonds

Resonance Effects

Donate or withdraw electrons through pi bonds

Electron Donating Group

- When attachment has lone pair of electrons


- "Activates the ring"

Electron withdrawing group

- When attachment has partial positive or even full positive charge


- "Deactivates ring"

An ionic bond is between ions (which fully support a charge). The polar covalent bond is shared between two atoms with a difference in electronegativity over 0.5 but less than 1.9

main difference between a polar covalent bond and an ionic bond?

Cn H2n+2

How to calculate hydrogens and carbons for saturated hydrocarbons?

Propyl


Isopropyl

2 Types of 3-Carbon Alkyl Groups

Butyl


Sec-Butyl


Isobutyl


Tert-butyl

4 Types of 4 Carbon Alkyl Groups

1. Primary


2. Secondary


3. Tertiary


4. Quaternary

__1__ carbon is bonded to one other carbon


__2__ carbon is bonded to two other carbons


__3__ carbon is bonded to three other carbons


__4__ carbon is bonded to four other carbons

1. Iso


4. Substituent Di/Tri/Tetra


5. Halogens

Select all those that order alphabetically


1. Iso


2. Sec/Tert "T"


3. Di/Tri/Tetra


4. Substituent Di/Tri/Tetera


5. Halogens

Acid


Base

Bronsted Lowry Definition


- Proton donor


- Proton acceptor

Acid


Base

Lewis Definition


- Accepts e- pair


- Donates e- pair

- Conjugate base


- Conjugate acid

Product that results from acid losing proton




Product that results from base accepting proton

H-A [Acid]+ B:[Base] <=> A:[C. Base]- + H-B+[C. Acid]

General Equation for Acid-Base Reaction

Ka = 10^(-pKa)

How to solve for the acidity constant, Ka given pKa

1. Strong


2. Weaker


3. Weaker


4. Stronger

The ___1___ the acid, the more its equilibrium shifts to the right, and has a ___2___ conjugate base. An acid shifting to the left of equilibrium is __3__ and has a ___4___ conjugate base.

1. ortho


2. para


3. double

Charges (+,-) are always on ___1___ and ___2__ carbons for resonance. There never is a carbon in the ring with both a charge and __3__ bond.

greater




1. 25


2. 33


3. 50


the (weaker/greater) the percents character of the bond, the more acidic the compound is. sp3 is __1___ %, sp2 is __2__% and sp is __3__%

pKA

- pH at which hydrogen can be removed


( the lower it is, the more acidic)

a. more stable A-


c: loses hydrogen faster


e: lower pKa

Choose all statements in regards to more acidity


a: More stable A-


b: Less stable A-


c: Loses hydrogen faster


d: Loses hydrogen slower


e: Lower pKa


f: Higher pKa

1. Size of anion


2. Electronegativity


3. Resonance


4. Inductive Effects (EDG vs. EWG)

4 Things that help stabilize A-

Iodine > Bromine > Chlorine > Fluorine




Larger the anion, the more stable

List the 4 halogens based on more stable to least stable. Explain why.

1. EWG


2. EDG

Inductive Effects:


___1___ make compound more acidic by lowering pKa by stabilizing the anion (spreading out charge). ___2____ makes compound less acidic by raising pKa because they destabilize the anion (concentrate charge in one area)

1. Melting


2. Boiling


3. inert


4. parrafins


5. phobic

Alkane properties: As molecular weight increases, so do __1__ and __2__ points. Typically ___3___; they have low affinity. Also called __4__. They are hydro__5__ and flammable.

Gaseous


Liquid


Solid



@ Room Temperature, what is its state?


1-4 Carbons


5-8 Carbons


10+ Carbons

1. Resonance forms are imaginary. True form lies somewhere in between the structures called a "hybrid."


2. Involve change in placement of electrons in p-orbitals. Double bond changes places with lone pair, radical, or a positive charge.


3. Follows all valence rules & formal charge rules.


4. The more resonance a structure has, the more stable.


5. Resonance structures do not have to be equivalent.

5 Main Rules of Resonance

I > Br > Cl > F

Rank from best acid to worst acid.




Iodine


Chlorine


Fluorine


Bromine

F > Cl > Br > I

Rank from most electronegative to least electronegative.




Iodine


Chlorine


Fluorine


Bromine

Ethylene

Common name for ethene

Propylene

Common name for propylene

Vinyl

Common name for Ethene attachment

Allyl

Common name for Propene attachment

1. Hydrophobic


2. Melting/Boiling Point a little higher than alkanes


3. Reactive because of extra electron between carbons of double bond (pi orbitals)

3 Physical Properties of Alkenes

n = # of Carbons
X = Halogens

[(2n+2) - (#H -#N + #X)] /2

Degrees of Unsaturation Equation

- Halogens, Oxygen, Nitrogen

- Metals

List 3 Examples of Atoms with negative partial charge relative to Carbon.


List 1 type of Atom with positive partial charge relative to carbon.

1. MCPBA (Metachlorobenzoic acid)
2. Peracids


Epoxides are formed by these 2 main reagents

Carboxylic acids with extra oxygen

What are peracids?