Organic Chem Flashcards
Why carbon?
4 valence e. - can form 4 bonds
- abundant in nature
Organic Chem
Old definition
The study of molecules that make up life
Ex. DNA, carbs, fatty acids, lipids
New definition of organic chemistry
The study of carbon containing compounds
Types of synthetic organic molecules that we can make in the lab
Plastic, nylon, polyester, teflon, TNT
Most common elements in organic chem other than CARBON
N, S, Cl, Br, I, P, F
What types of carbon contain compounds are NOT considered organic
CO, CO2, any carbonate salt (___CO3)
Prefixes to tell # carbons in molecule
1-10
Meth Eth Prop But Pent Hex Hept Oct Non Dec
What does suffix depend on
The class (types) of organic molecules it is
Alkanes
- hydrocarbons (contains only C &H)
- suffix “ane”
- highly flammable
What or larger are there structural isomers
Butane
Structural isomers
Same chemical formula but different connectivity
Side group:
F
Fluoro
Side group:
Cl
Chloro
Side group:
Br
Bromo
Side group:
I
Iodo
Side group:
NH2
Amino
Side group:
NO2
Nitro
Side group:
OH
Hydroxy
Side group:
/—–\ OH
\___/
Phenyl
Cycloalkanes
Joined in a ring alkanes
Nitro
NO2
Amino
NH2
Hydroxy
OH
Alkenes
- uses suffix “ene”
- has a double bond between 2 carbons
- when counting main chain:
1) main chain MUST include the carbons with the double bond
2) the double bonded carbons MUST be given the lowest # poss.
For Alkenes which one do you have to indicate which carbon
Butene and above
Cis
Hydrogen/side group on a double bond are on the same side
- usually better than trans
- less efficient packing, easier to break apart
Trans
Hydrogen/side group on opposites
-more efficient, harder to break down
Why is there cis/trans?
Double and triple bonds do NOT have free rotation
Alkynes
-use suffix “yne”
- has a carbon - carbon triple bond
- same rules as Alkenes
(except no cis/trans isomers possible)
Alcohols
- use the suffix “anol”
- has -OH group attached to the main chain
- the -OH group needs to be the lowest number possible
- carbon attached to the OH has to be in the main chain
Primary alcohol
Carbon with OH is attached to 1 other carbon
Secondary alcohol
Carbon with OH is attached to 2 other carbon
Tertiary alcohol
Carbon with OH is attached to 3 other carbon
Benzene
C6H6
Most common non polar solvent
Hexagon shape
C6H6
Benzene
Carboxylic acids
Use "anoic acid" O || - contains }-C - OH In main chain - the carbon in this functional group is always #1 (dont need -1)
Aldehydes
Suffix "anal" Fictional group: O || }-C - H
- when naming follow reg. rules but like carboxylic acids, functional group is always #1
Ketones
Suffix "anone" O | ||. | - contains }C-C -C - |. |
- oxygen is double bonded to carbon somewhere in the middle of the carbon chain
- double bonded C to O needs to have lowest possible number
- debate Which carbon is double bonded after pentanone
- carbon w/ double bonded O must be on the main chain
- never -1propanoe just propanoe
Esters
- pleasant smelling compounds (perfumes)
Fictional group: O | ||. | - contains } C-C -O- C- |. |
Naming format
____yl (prefix for side WITHOUT double bonded O) ____anoate (prefix for the side WITH double bonded oxygen)
Ethers
Contains:
| |
- contains } -C-O -C -
|. |
Old naming system:
___oxy (prefix for shorter side)___ane (prefix for larger side)
New naming system:
____yl ___yl
(sides in ABC order)
-ane
Alkanes
Single, normal
-ene
Alkenes
Double bond
-yne
Alkynes
Triple bonds
-anol
Alcohols
-anoic acid
Carboxylic acid
Carbon with double bonded O and OH
-anal
Aldehydes
Carbon with a double bond O and H
-anone
Ketones
Carbon with double bonded O in mid. Of chain
___yl ____anoate
Esters
___oxy___ane
Old naming system ethers
___yl ____yl ether
New naming system
Ether
Diethyl ether or “ether”
CH3CH2OCH2CH3
Very common organic polar solvent
Amides
Suffix "anamide" O | ||. | - contains } C-C -N- C- |. |. |
-nitrogen wants 3 bonds
Naming
1) side chains off N first (N-)
2) name main chain with double bonded C
Amines
| | - contains } -C-N-C - |. |. | Two ways of naming: Old: N- \_\_\_yl - N - \_\_\_\_yl \_\_\_\_anamine (first 2 blanks ABC order, last is prefix for longest chain)
New: ___yl ____yl ____yl amine
(side groups in ABC order)
Tertiary amine
N attached to 3 carbon
Primary amine
N attached to 1 carbon
Secondary amine
N attached to 2 carbon
Aromatics
Benzene derivatives
- max one thing sticking of each carbon
Toluene
Benzene ring with one CH3 sticking off of it ONLY
1,2 position
Ortho
o-
1,3 position
Meta
m-
1,4 position
Para
p-
Ortho
1,2 position
Para
1,4 position
Meta
1,3 position
n-
Indicates straight chain has nothing to do with N
Rubbing alcohol
Isopropanol
Or 2-propanol
Esterification
Making esters
Carboxylic acid + alcohol -> ester + water
Carboxylic acid - responsible for side WITH double bonded O
Alcohol responsible for side WITHOUT double bonded O
Polypeptide formation
A chain of amino acids linked together
- involves making an amid bond
R= various side groups