Organic Chemistry Flashcards
(30 cards)
Organic Chemistry
Study of carbon-containing compounds (typically contain hydrogen as well)
Why is carbon so special?
- C bonds reliably (4x) and forms specific shapes
- Forms linear, trigonal planar, and tetrahedral shapes
- C and H have similar electronegativities (2.5 and 2.1), which means you can have large nonpolar areas in molecules
- C-C and C-H bonds are not very reactive
Functional Groups
Reactive groups attached to the carbon backbone
How do you draw skeletal/line structure?
- C at the end of each line unless another atom is written
- 2 H on inner corners and 3 H at ends
Condensed formula
Chemical formula that can represent how an organic structure might form, like the order of C and H
Isomer
Compounds with the same formula but the connectivity or spatial arrangement is different
Degrees of Unsaturation
Tells you how many fewer hydrogen to expect for a saturated C chain
Formula to count H
C(n) H(2n+2)
Degrees of unsaturation for
double bond -
triple bond -
ring -
double bond - 1
triple bond - 2
ring - 1
How do you calculate the real amount of H if you know the number of C and degrees of unsaturation?
- Get the expected number with formula [C(n) H(2n+2)] and degrees of unsat
- Multiply degrees of unsat by 2
- Subtract the multiplied degrees from the expected H
Rules for getting degrees of unsat in molecules with atoms other than C and H
- O does not impact # of H
- N removes 1 H from the sat formula
- Halogens will be counted like 1 H
Constitutional isomers
Same formula, different bond connectivity
Geometric isomers
Same formula, same connectivity, different spatial arrangement
Enantiomer (optical) isomer
Molecule with a chirality center whose mirror images are nonsuperimposable
Chirality Center
Carbon with four different groups attached
How many C are attached to
primary
secondary
tertiary
quaternary
1
2
3
4
What is the prefix for each number of c in the chain? 1-10
meth
eth
prop
but
pent
hex
hept
oct
non
dec
The four parent chain types
/\/\ alkane
/=/ alkene
–=– alkyne
|=| cycloalkane
The two substituent types
>
- halo/halide
+alkyle
How do you name organic molecules?
- Identify parent chain substiuents
- Give the substituents prefixes and alphabetize them, with hypens in between
- Indicate a double bond in the parent chain by prefix - position number - ene
What takes priority when numbering C in the parent chain?
Whichever end is closest to the substituents, if multiple substituents, then whichever one has the most C in the chain
How do you determine resonance?
- ## Rotate the bond and charge/\ — /=
- A bond with a negative can be shifted to become a double bond
- The number of C on H will remain the same
A C+ can shift a double bond…
But the + cannot turn into a bond, and can only skip around
Electrophile
Attracted to electrons and attacks areas og high e- density