Module 6.2 Flashcards
(133 cards)
What are amines
amines are a class of compounds relaed to ammonia , NH3 . They are organic chemicals where only one or more of the hdyorgen atoms on ammonia have been replaced by alkyl chains .
what is a primary amine
where one hydorgen atom has been substituted . The structurl formla can be summarises as RNH2 , where R is the alkyl chain .
what is a secondary amine
two hdyorgen atom have been substituted the strucutral formula can be summarised as as RNH2 where R is the alkyl xhain .
what a tertiary amine
all three hydorgen atoms have been substituted . The structural formula can be summarises as RRNR’R2 , wheree R,R’abdR” , can be the same or different hydrocarbon groups .
naming amines
when naming amines , the suffix is always amine . Then the alkyl chains must be determined and used to generate the root and prefix of the name .
how to name primary amines
for primar amines - deermine the root by the longest hydrocarbon chain . Add any pefixes for othe group . Finally add the sufix amine .
how to name secondary amines
determine the root by naming the two alkyl chains , add any prefixes for additional groups and write them in alphabeical order . FFinally , add the suffix amine as the alkyl groups are attached to the nitorgen atom , secondary amines are often calld N-substituted and thi is given as a prefix to the name .
how to name tertiary amines
for tertiary amines -determine the root by naming the thre alkyl chains . If there is more than one of the same groupa dd thw apropriate prefix di or tri .
what is a lewis base
a lewis base has a lone pair of electrons for donation - ammonia and amines have a lone pair of electrons on the nitrogen atoms and are making them lewis bases .
what is a bronsted lowlry base
is a proton acceptor ammonia and amines can accept protons on the nitorgen atom and therefore also bronsted lowry bases .
amines and ammonia are both weak bases - using the bronsted lowry model show
when an amine reacts with an acid it ccepts a proton . A covalent bond is formed by the nitorgena tom donating its lone apir of electron to the proton to form a dative covalen (or coordiante bond .
-see figure 5 - reaction of methylamine as a base
reactions of amines with dilue inorganic acids
HCL is a strong inorganic acid and will fully ionise in solution . When HCL (aq0 , reacts with a base , a chloride salt and water are produced . When primar amines reacts with this cid , an alkylammonium salt is made . This is formed by the proton in the acid being replaced by an alkulammonium ion .
meaning of an alkyllammonium salt
it is a compound where the hydrogen930 on an ammonium ion has been substituted by alkl chians
-other strong inorganic acids such as nitric and sufluric acids will react in a simialr way to make a sal t .
erm jus the last bit ont he page l
when nitric acid is used instead of hydrochloric acids the nitrte ion NO3- , is imply substituted fo rthe chlroide ion CL- in the balanced chemical equation
however when sulfuric acid is used insead of hcl acid what is the balanced chemical equaiton i more complex
check page 152
preparation of aliphatic amines (1)
-using a sealed tube a haloalkane ammonia and ehanol are heated together to make an amine . Reflux , cannot be used as the ammonia is volatile , it would escape out of the condenser rather than react .
preparation of aliphatic amines (2)
a haloalkane such as 1-chloropropane , will undergo nucleophillic substitution , in a two stage process , to form a primary amine .
preparation of aliphatic amines (3)
stage 1 ; the ammonia reacts with the haloalkane to make an ammonium salt .
CH3CH2CH2CL+NH3– CH3CH2CH2NH3CL
Stage 2 ; an additional ammonia molecule , reacts to form the propylamine product and ammonium , chloride salt .
CH3CH2CH2NH3CL+NH3–.ch3ch2ch2nh2+nh4cl
preparation of aliphatic amines (4)
this is a reversible , so excess ammonia will drive the reaction to the right and increase , the yield , of the desired primary amine product .
-Additional substiution of the hydrogen atoms of the nitrogen atom can occur . In this reaction , N-dipropylamine a secondary amine is made .
preparation of aliphatic amines (5)
further substiution would produce n-tripropylamine , a tertiary amine .
preparation of aliphatic amines (6)
The final stage i a quartenary ammonium sla t, where each hydorgen on the ammonium ion has been repalced with an alkyl chain .
-These further substitution reaction can occur because mines have lone pair of electors on the nitrogen atom that cn act as a nucleophile .
when
when preparing amines by t this method there is always a mixure of the product produced . As the second stage , of the mechanism , is an equillib[rium , reaction , using excess ammonia favours , the primary amine , and excess haloalkane favours , the quaternary ammonium salt .
preparation of aromatic amines(1)
nitroarenes sucha s nitorbenezene can be reduced to produce an amine . The reducing agent is in situ , by using a mixture of tin and concentrated hydrochloric acid . The reaction occurs , under reflucx at 100 degrees .
preparation of aromatic amines (2)
about half an hr a strong alkali such as sodium hydroxide is added . This undergoes a neutralisation reactionn to remove the excess hydrochloric acid and produce amine . Sepaarating the aromatic amine is a multistage process that icnldues steam distillation solven extraction and further distillaiton .