organic Flashcards
orrrrrrrrrrrrrrrrganic
functional group priority
CARs Eat PRIMARY AMateurs in the BUT(aldehyde) so KEep SOBER(alcohol) AMINE
Carboxylic acid
ester
primary amide
aldehyde (formyl-)
ketone (oxo)
alcohol (hydroxy-)
amine (amino-)
alkene, alkyne, alkane
haloalkane
4-ethyl-2-methylhexanoic acid or 2-methyl-4-ethylhexanoic acid
4-ethyl-2-methylhexanoic acid because when branches have the same functional group -> name in alphabetical order
important thing to remember when naming alkenes with 2 double bonds
root name a - position of double bonds - diene
eg buta-1,2-diene
do longer or shorter bond length require more energy to break
shorter bc bond is more stable and atoms held closer together tf require more nrg to break
eg C-H bond is stronger than C-Br because longer bond tf for energy
how to name alcohol with 2 hydroxyl groups
root prefix-position of OH- diol
alkane -> haloalkane
alkane + halogen -(UV light)-> haloalkane (+ H halide)
substitution
halo -> light -> UV
haloalkane -> alcohol
haloalkane -(strong base [OH])-> alcohol
substitution
alcohol -> need OH-
haloalkane -> amine
haloalkane -(NH3 and ethanol)-> amine + H halide
substitution
amine tf need ammonia + counter halo w ethanol
primary alcohol oxidation
alcohol -> aldehyde -> carboxylic acid
need MnO4-(aq)/H+(aq)
or Cr2O72-(aq)/H+(aq)
oxidation
dont forget the (aq) states
secondary alcohol oxidation
2ndary alcohol -(H+ and MnO4- or Cr2O72-)-> ketone
oxidation
alcohol -> ester
alcohol + carboxylic acid <-(concentrated H2SO4)-> ester + H2O
condensation/ esterification + reversible arrow
can occur in the reverse reaction = hydrolysis
alkene -> alkane
alkene + H2 -(Ni catalyst + 150C)-> alkane
addition
alkene = nickle + 150
alkene -> haloalkane
alkene + H halide-> (SCL) haloalkane
addition
alkene + halide
-> (SCL) dihaloalkane
addition
alkene -> alcohol
alkene + H2O (g) -(H3PO4 + 300C)-> alcohol
addition
structural isomers
isomers that have the same molecular formula but the atoms are arranged in different orders:
chain (affect BP)
positional (affect polarity and compactness)
functional (significantly distinct properties)
stereoisomers
isomers with the same order of atoms but different spatial orientations:
cis/trans isomers (geometric)
enantiomers (optical)
isomers
molecules with the same molecular formula but different structures
cis-trans isomers chemical and physical properties
BP: cis contains polar bond tf overall molecule is polar w/a in trans, individual dipoles cancel out tf molecule is non polar tf cis has higher BP
MP: in solid state, trans isomers can pack closer together vs cis tf intermolecular forces = more effective tf trans has a higher MP
requirements for geometric isomer
1) rotation must be resticted (C=C or ring formation
2) 2 non-identical atoms/groups on each doubly bonded carbon
enantiomers/optical isomers
non-superimposable mirror images containg an asymmetrical carbon atom. These molecules = chiral and rotate plane polarised light in difficult directions
Name:
CH2CHCHCH2
buta-1,3-diene
Name:
CH3CH(OH)CH(OH)CH3
butan-2,3-diol
Name:
CH3(CH2)3COCHO
2-oxohexanal
condensation reaction -> amide
carboxylic acid + amine <-> amide + water
eg buatanoic acid + propan-1-amine -> propyl butanoate + water
what makes something a weak acid
doesn’t fully ionise in water