FINAL - SECTION 6 Flashcards
How many bonds does a neutral carbon form
4
Organic chemistry basic structure
- Each bend or intersection = carbon atom
- Hydrogen is not drawn if bonded to C, but if it is not bonded to C then draw
- Every non-C atom drawn
- Octet + duet rule
- Draw separate bond from molecules (eg. OH, NH2)
Alkanes
Contain only carbon and hydrogen and no double/triple bond
Base names alkanes
- Methane 1C
- Ethane 2C
- Propane 3C
- Butane 4C
- Pentane 5C
- Hexane 6C
- Heptane 7C
- Octane 8C
- Nonane 9C
- Decane 10C
Primary carbon
Bonded to one other carbon
Secondary carbon
Bonded to two other carbon
Tertiary carbon
Bonded to three other carbon
Quaternary carbon
Bonded to four other carbon
Basic rules for naming
- Lowest substituent
- When 2+ same substituents, use prefix di tri tetra, etc
- Substituent alphabetical order
Alkane naming format
Substituent number - substituent name - base name
Number prefix
- Mono 1
- Di 2
- Tri 3
- Tetra 4
- Penta 5
- Hexa 6
- Hepta 7
- Octa 8
- Nona 9
- Deca 10
Iso prefix
When there is a methyl group located on the second carbon of carbon chain
Alkynes
Hydrocarbons with TRIPLE BOND (-yne). Give the first carbon of triple bond the lowest number
If there is more than 1 triple or double bond, what do you do with the number
Write it in the middle, not the front (eg. hex-2-yne)
Alkenes
Hydrocarbons with one or more DOUBLE BOND (-ene)
Which one (alkynes or alkenes) get priority
Whichever gets the lowest number, but if it is a tie then alkene gets priority
Unsaturated hydrocarbon
Refers to alkynes and alkenes cause fewer H
Saturated hydrocarbons
Refers to alkanes cause more H
Diene/triene
Alkenes with 2/3 double bonds
Cis isomer
If 2 substituents on same side of double bond
Trans isomer
If 2 substituents on opposite side of double bond
Aromatic hydrocarbon
Rings with C-C double bond (benzene)
- Phenyl
When benzene is attached to 7+ carbons
Alcohols
Contain a hydroxyl group (-nol)
Alkali hallides
Halogen binder to carbon (ane). Name from the carbon closest to halogen
Aldehyde
Contain carbon double bonded to oxygen at the end and has H (anal)
Ketone
Contain carbon double bonded to oxygen within molecule and no H (anone)
Carboxylic acid
Contain carbonyl group next to hydroxyl group (anoic acid)
Ester
Has 2 oxygen groups. Name one side from double bond oxygen first (anoate)
Newman project
Visualize the conformation of chemical bond from front to back
Lines of Newman project inside circle
Represents front atom
Circle outside the line on Newman project
Represents back atom
Syn eclipsed
Least stable (highest energy) (0)
Gauche staggered
60 degree
Eclipsed
120 degree
Antistaggered
Most stable (lowest energy) (180 degree)
Cycloalkane
Alkane ring
Draw cyclohexane chair
ok
Isomer
Compounds with same molecular formula but different connectivity or different arrangement in space
Constitutional isomer
Same molecular forma, different connectivity (variety in the shape)
Chirality
No mirror image. IDENTIFY CARBON ATTACHED TO 3 OR 4 DIFFERENT SUBSTITUENT for chiral carbons
Achirality
Has mirror image
MESO compound
Chiral carbons but have a plane of symmetry
Stereoisomer
Same molecular formula but different location of atoms in space (2^n, n is the chiral center and represents how many stereoisomer)
Enantiomer
Same shape but solid line and wedges are swapped
Diasteriosmer
Shape shape but just at least ONE of the solid or dash
Mirror method
Flip 1 to 1
Wedge/dash method
Change solid to dash, dash to solid
R
Clockwise spin (spin from highest priority AKA 1, go from highest atomic number)
S
Counterclockwise spin (spin from highest priority AKA 1, go from highest atomic number)
R & S result
Enantiomer
S & S result
Identical
R & R result
identical
Z
if 2 groups of high priority at the end of double bond on same side of molecule
E
if 2 groups of high priority at the end of double bond on opposite end of molecule
Nucleophile
Electron rich (has electrons to donate)
Electrophil
Electron poor ( accepts electrons)
Leaving group
Usually anion
Sn1
- Weak nucleophile
- 3 degree > 2 degree
- Polar protic solvent (H2O, ROH)
Sn2
- Strong nucleophile
- 1 degree > 2 degree
- Polar aprotic solvent (acetone, DMF)
Polar protic solvent
H that binds to O, S, N
Polar aprotic solvent
Not able to form hydrogen bonds cause no hydrogen bonded to electronegative atom
Rate law for Sn1
First order (doubles) and k[subtrate] only cause not dependant on nucleophile concentration (carbocation)
Rate law for Sn2
Depends on both substrate and nucleophile concentration (back side attack) k[nucleophile][substrate]