Organic Chemistry Flashcards
composition of compounds in organic chemistry
C, H, O, N, S, P, Halogens
bonding in org chem
covalent
polar molecules are ______ with water
non-polar molecules are _____ with water
polar molecules are soluble with water
non-polar molecules are insoluble with water
melting point and boiling point is ______ for organic compounds
lower
phenomenon wherein 2 or more compounds have the same molecular formula but different structures
isomerism
chain isomerism is usually displayed by _________ and ________
alkanes and cycloalkanes
same structure, same connection of atoms, but different in the arrangement of atoms in 3D space
stereoisomers
have the same chain/parent but different in position of the functional group or multiple bonds
Positional isomers
molecules that display positional isomerism (5)
alkenes
alkynes
alcohols
alkyl halide
ketones
same molecular formula but different functional groups ; should be in pairs
functional isomerism
exhibit cis/trans isomerism, arises due to the presence of chiral carbon/ assymetrical carbons
optical isomers
due to the difference in EN, the ability of an atom to attract a pair of e- in a covalent bond
bond polarity
higher bond polarity = _____ EN
higher EN
%s, EN and bond is ______ proportional
directly proportional
s% & no. of bonds
sp3 =
sp2 =
sp =
s% & no. of bonds
sp3 = 25% , single
sp2 = 33.33%, double
sp = 50%, triple
Bond polarity is _______ proportional to bond energy
directly proportional
bond length and bond polarity is ______ proportional
inversely proportional
___ Angle strain = weaker, longer, less polar
___ Angle strain = most polar, stronger
higher angle strain = weaker, longer, less polar
lower Angle strain = most polar, stronger
single covalent bond between all the carbons
saturated hydrocarbons
at least 1 double or triple covalent bonds
Unsaturated covalent bonds
Alkanes formula
CnH2n+2
Type of hydrocarbon in a liquid state
Alkane
Alkanes have lower surface area, therefore lower vanderwaal’s interaction and ______ boiling point
lower boiling point
type of hydrocarbon that easily catches fire
alkane
Formula of alkenes
CnH2n
True or False
in naming alkenes you must locate where the double bond is and include it in the name
True
Type of hydrocarbon with slight polarization
alkene
alkenes have _____ melting point and boiling point
high
Alkyne formula
CnH2n-2
more soluble to water than alkanes and alkenes
alkynes
3 atoms are hybridized, very stable
benzene
benzene formula
C6H6
Huckels rule
4n+2
Funtional groups:
nitro
amino
nitro = NO2
amino = NH2
benzene ring + OH
phenol
benzene ring + CH3
toluene
benzene ring + CHO
benzaldehyde
benzene ring + COOH
benzoic acid
benzene ring + CH=CH2
styrene
benzene ring + NH2
aniline
benzene ring + SO3H
benzene sulfonic acid
benzene ring + CH2
benzene
Alcohol functional group
R-OH
Phenol functional group
Ar-OH
Ether functional group
R-O-R
Amine functional group
R-N-R”
R
Amide Functional group
O (double bonded to C)
R-C-N-R’
N
Aldehyde functional group
R-CHO
Ketone functional group
R-COR
Carboxylic acids functional group
R-COOH
Ester functional group
R-COOR’
O (double bonded)
CH3-C-CH3
acetone
compounds in which one or more hydrogen atoms in an alkane have been replaced by halogen atoms
Alkyl halides
higher boiling point than alkanes
Little to no solubility in water
Alkyl halides
alcohols has ______ bonding
hydrogen
other name for vitamin A
retinol
Stronger hydrogen bonding than alcohols
Phenols
Examples of Phenols
Antioxidants (vit E)
Vanillin
Capsaicin
Estradiol
Testosterone
Grignard reacts with aldehydes or ketones to form _______
alcohol
Oxidized primary alcohol –> _______ + _______
aldehyde + carboxylic acid
Oxidized secondary alcohol
ketone
sp3 hybridized oxygen
ethers
true or false
ethers have no hydrogen bonding
true
ethers have ________ which is the ability to react with oxygen to form peroxide
autoxidation
Organic derivatives of ammonia (NH3)
amines
weak organic base + hydrogen bonding
amines
the difference between primary and secondary amines and tertiary amines is that _______ cannot hydrogen bond together
tertiary amines
_______ and _____ amines have ower boiling point than alcohols and carboxylic acids
Primary and secondary amines
Arrange BP from lowest to highest:
primary/secondary amines
ketone
alcohols
aldehydes
carboxylic acids
tertiary amines/alkanes
Tertiary amines/Alkanes
primary/secondary amines
Aldehydes
Ketones
Alcohols
Carboxylic Acids
Carboxylic acid + Amine = ______ + Water
Carboxylic acid + Amine = Amide + Water
Susceptible to nucleophilic addition reactions
aldehydes
aldehyde under acidic conditions forms ________
carboxylic acid
aldehyde under alkaline conditions forms _________
Salt of carboxylic acid
________ are resistant to oxidation
ketones
ketones are reduced to _______
secondary alcohol
Precursors to compounds: esters, aldehydes, ketones
Carboxylic acids
can be a hydrogen acceptor and hydrogen donor
Carboxylic acids
solubility of carboxylic compounds
More than 5 carbons: ______
Less than 5 carbons: _______
More than 5 carbons: insoluble
Less than 5 carbons: soluble
Oxidation of primary alcohol
Carboxylic Acid
React with nucleophiles
Esters
Fragrant: used in perfumes, essential oils + pheromones
Esters
Esters are derivatives of __________
carboxylic acids
Preparation: Esterfication ________ + ________ = Ester
Carboxylic acid + Alcohol
IMF and BP is _______ proportional
directly proportional
Arrange the forces from weakest to strongest
Van der Waals/London Forces
Dipole-Dipole
Hydrogen Bonding
Ionic
Molecular weight and BP is _______ proportional
directly proportional
branching and BP are _______ proportional
inversely proportional
Types of addition reactions
Hydrogenation
Addition of halogen
Addition of hydrogen halide
breaking of C-H bonds in an alkane or aromatic ring, replacing it with another atom or group of atoms. Occurs at room temperature or light may be necessary
Substitution
Alkane cracked into alkene
elimination
Donates electrons
Negatively charged or have Lone Pair Electron rich
Nucleophilic
Accepts electrons
Positively charged
Electron deficient
Electrophilic