redox Flashcards
(31 cards)
what is oxidation
loss of electrons
what is reduction
gain of electrons
(lowers oxidation state)
what is an oxidation state
indicator of degree of oxidation of an atom in a compound
what is the sum of all oxidation states in a neutral molecule
zero
what is the oxidation state of a free uncombined element
zero
what is the oxidation state of a simple ion
oxidation state would be equal to the net charge on the ion
name some reducing agents
NaBH4, sodium cyanoborohydride, lithium aluminium hydride, hydrogen, metals
name chemicals that reduce esters and say if theyre good at reducing or not
LiAlH4 (lithium aluminium hydride)- best
NaBH4- reduces esters slowly
NaCNBH3 (sodium cyanoborohydride) - doesnt reduce at all
describe reduction mechanism using NaBH4 (idk if need)
BH4 ion gives H to molecules =o, o-, o- attacks H+ to give OH
why not use LiAlH4 for every reduction
rule is to use the mildest conditions for a reaction to prevent unwanted side reactions and more reactive reagents are harder to handle usually
describe the mechanism of reduction of esters
addition elimination, reducing agent used twice
how to stop reduction of esters after the formation of an aldehyde to stop it forming alcohol
use reagent called DIBAL (diisobutyl aluminium hydride/ iBU2ALH)
what does the reduction of ester make
alcohol (aldehyde as a middle step)
what are imines
double bond N
what is NaCNBH4
sodium cyanoborohydride
what is NaBH4
sodium borohydride
what is iBu2ALH
DIBAL/ diisobutyl aluminium hydride
what is LiAlH4
lithium aluminium hydride
will NaCNBH4 reduce esters? aldehydes/ketones? imines?
esters= no
aldehydes/ketones= slowly
imines= yes
will NaBH4 reduce esters? aldehydes/ketones? imines?
esters= slowly
aldehydes/ketones= yes
imines= yes
will iBu2AlH reduce esters? aldehydes/ketones? imines?
esters= yes but stops at aldehyde
aldehydes/ketones= no
imines= yes
will LiAlH4 reduce esters? aldehydes/ketones? imines?
esters= yes, all the way to alcohol
aldehydes/ketones= yes
imines= yes
describe the mechanism for hydrogenation
on a catalytic surface, uses ethene and creates ethane in the end
what does the reduction of alkynes make
alkenes then alkanes