o.,·,pnot1c Oll'l 1tH .= t'l i-r< Oq t n t\tt (Hche.d t o i~SH _\)\'\~o.~ &.,qma~ f\ru-1)'-1.r. -P
¾ / n,;-= l'\irrooen-comoininJ µ \..\ 1-1
CH lQ. QHOn C H-r • • or _brOnthe.a 1-i\(WQhQ.'I~ 10.-al~\;I\ qroupattaHhld
organ,c. c.o mrounct.s ds n vid ron ,on cho in (e .g.mHhylam,n~')
"i111019"1t , .
wQ.UIQ. c.\i/tri pr 1-11m 1-oJhow nov-i mo.n'j
,,
I
1-1-t-l'J - C -H
I I
f rorr, omm otti a. one orniore nro IY\ C\ l'I c..-umi l'\.I."' r'\, rr oq~r ~-t oM i~ o,r o. aH Cl 1-tn~d e.9. cl i rWLH<yt o.n,,,,.Jne ___.l
'
rl
I
1-1
1-\- cttom l hOl beR.n repla.e12.d b.J o.-1-1 o H h Q<l Hla r ~~ mo. h t rfn..9 H-H mt Q\'lyl 4roup) no.mi i al on
14 D I
t\r\ 0.\'(\j \ or ory1qroup - (~ .Q-pnenylC\l'Y\IYlQ} lli1Vl 0.1'\. tlll e N-Wbln"ruHo omif\l . ThQ. ICl~~ po.ft ,1 , , ;-'
.. .
nnmm9 Qm1nt,)
. ,. v~
rl
1-1 01-t-hQ.nomecom QS ~rom1ar9e1tqroup
;,
1-1 - c -~-c - t - c. ·H
I H I I I
N "''II/ 3 - • ( 'l \.\· ~- ~- '\-l 01+-ot(hUltO th~ N,T\-\~1ho(\-HChOi/1 f _ H i- 1 H 1-i
I/ ! R. 1) Pn M .o.a ().\\,UNj , _ H I-I .. _ ii a prq, fix a.nu N, ~-g. N - rnet-n y1prupylUY1,1Jr\1 r ;l ,'1 • •
4 \.f. ['I\\O~tched \-0 end corb ol" - IUH-1x orv1111 ~ e. .9 . N -e-ihy 1,rJ - -M.ftl1yi;m1py 1orvun~ H-t-N - c-t - c. - H
-l:-,-i-1 ~' i-l
~'1.
:f'lr1z w If N s atto+-u,od wit-hin W ch a.in-:: pr~t'ix ·0111i110· . . ~H
@)
I
wN - H I-I-N-1-1 p1ui\hQnun1bHro1nowwrerQ.itlj , 1--1 , 1-1 MClKln~OMlntr. , ·
I . \.\ ' tJ 1-1 , • . i-1 -c ·H
I
11-C · H Q. . Wh1Jdoominf1ondo.mmoni o. ot\ , , , 1.,r~c.\Utf O. n,m1e (cho.ptH2.E1
H \-1- t - C, -( -1-1
I
1-1 phen~l a
o. .,. -, ,
H\l.l tU.0p111 ;,_ , , ,
, - . I
t. 1hQat i\ ~ I0etltOnQJ w1rhQXc..U ornmo ..
ci ~ · , .,.__
,c, .= , . - - - - - - - - -1
i hilrY10.ltAJa. t• omin2.
(\O\IM l\i (l Mtl'lly\~m1nt l\:n,e1011qnirdft,l.~rl\o.no.l'/li11t H H l~,\ ii ommm •" iJ 1,1,1Hhe1 •0Mineil£X
t~~~;:!,• ~:
-It .
1 1
., •• --- • •- '~ wi ll o-tto.tk: wei11thorg1dt<1Mnat-om1 . 1.·0fl'\ll\ of ropont P%vd:;tiol'I 1111tdt-1r1 du~ l\ 6w _ . l\\.ltUophi\e.olwilliO
W N - R_ 1-1-N - '~ . ~:-- N - ( f..:-N:: t{.. Of- 0. 1(OhO ll ~ ~~t rtur+ll l rj\,\\,,lllt\\ti on CC\11 r ea lt w/ ti-le h ()IO.
I 1 1 lo., Kone to +-orm 0i
[(H 3 NH 3·1 8f~4 PHY1A t hA r t 2 oominl!. .
1
t_ R, NH3 t CH~tr
1'0.mint f o.min[ 3 °0.miht 4Qomiri~ L(,H3NH31~~,- t NH3----4 CH3NH2 t [NH4}*Br-J .
H,t _isi-etrone.d ro.L 4 loond1rig epO.i(j . . . TiHn.. . ... IUYli Ol
O.l'YIIY\on11,1mi oV1 repQle_ocnotnero.nd Pninatyaronla1it Gtr\lnf. (1-\Nrl 4- CH V· t:>r - (/\1mort~han1\-I
1
NH ------'--- 3 :2. 1 2 NH
lir--¼ [(CH~ illi~tlyrubt
SprQO.O Out e.volly ornund ~ l • TM b~I\Z.H1e. rit'\g pullT t1,u \ HJ+- - 2.
/ - . . ,,-n~ 11 N 1 Br t N 1-1 re,\-\\ [ ]+ -' WblhnAHd ULM9t1
i
N\-\ . _ ( w tr OlrJ·atoM. I e 1nto1tW.f . _ . 3 \ 12-NH+ NH4 ~' C1 YYJirn.uP0t1:z •
3 1l p~roMfda L-i lon~ l'Olr1nplO.U.0{-0n~ ·Lono.pciifon nitrogenll Then...... 2 om,oi cncts'twninnanct
c,mMon1 o. bondingpoi,=stronger dt\()coliHd into w 14ntmof (tH-s),NH + Cl-I '3r r; t - i+' amronn11,4m1011J.
-N r~pUl\iVt ,1-0fCR. b~namHit'I . _ + ! LW-l~\3N~ 8 r ExcQ~\ o.mmo n,o. , •
\..\ : ~,( (bondQoglJ.-:101-obitvHRJ) '111\0.K.il\~IO~:PCAl·r l~to.'/CllLO.bl f.,.r [m-ls\N] Sr tNHr~ (t\-1~)3N-t [N\-14]+-e.,-~~1n~~ery, ~1ct01I
qroupl on N -o..t-om .') f:Or clonCl-non . .
sec.()1\0 ~ri.tttrtiCl~ O.Mln ·
. u· 1h
th ... . . .
f tlm in t lfw1woM o. \ yec1 }iC
o.1111ne wtc cinl,\.lt
\F,oN\lj . \ =:.=..- '"' e' J..A ott atched "YOUio l (Cl-\~):~N t t\-13 &r --+ llLH3)4r,i"11 8(- ratnonul d1lt11tH1on
. . . 'l\lt9l grou p~ pu,11 on1u . ., r • • J -
'Mi\inov-i1\ow o.p.Jffit1ll1~ amlVlonlQ (~mo11c11V1il\O dtmityo1'N-o.tOIY\ 1mncrn1, '-I ~oLt cunn nt_cioct (:m ymore.
46
'F\lYlin05 tha·hnt li~u1dot fOOm Hl1\P novepll'l\pniell~ w IOM pair=- rnortavailOb\e :.b~!tr_b_<ut. C NO osnoLorie. pcH r, _
4--()rm•i·na d,...:.,..,. L , · (\,1q9Ha.mmo) w th' i4it'\01,11n r,.1 rnctucnvt• z.rl>Nl-\1 t \-1 3 _,, C1 \,rN\-\g-rN0 5
vCAH~ sII tng ·
1,.
l .
J ... , .., .. _...,, · .
_ _ _--,;;;.._...._ I ~ i~
, , tn-e c-t • 2..( -) +) 0 2.-
\C2.l-\r~r\3 2j 4
ff O 0(1 -
• /\t\'\11"\Q.)O-fl bo.H~ b~~_htl!, ho.v~o_ ontpa _ •/\-J o.i1 0.bilit\j o+ lont poir 2.\--\ ~ \-\'l.t-\--\r~Oq.
N- nto rY'l . 1ol'~~t1,r~+eonN n\om conllC<t rottiri .on1-11e. oi-i-rogtn. . . d HrhO.
\-\:;_tI'u~-~
~ ~ Q.
''thi )ran b! dOfltittd~H (O'{) "'do.nvt(.~ ·1y1Q.mOfQ.O-\IC\i\t\b\~+hQ.IOn~pair, ~W.)Y\ ()yY 5rnl1'~ 't ~-1- -
--rne..y 'rt pyot:Ofl e1cltftorJ . S\"fOl"lg~rthQ bO.Jl (IY\OrQ.\lltQ.IYtimine.. ba~~ • bo.~~~1-i- \-\ ' "" 1-\-~-~-H tCA
~{~ CQl'l nwtr:ali1eo.cidnt t-Otm l Cll-tJ. will nmpt ~\\Q.frO\-OI'\) , . H-YW9~ t:~oroi1a~ lt ) \-I N (zl-lf 1-1
' • \.(l1'\Q. e'11 u i.r will _t)Q n1 O(Q l\11ail 0.1:ile I+ (~:~ \ t-'f dOnClhon 1-1 / I "Ci l-h· (~kn~f (}_ffi\ I\L o,(A~\
{~WHnJ II hlQh Q( . k '-CkS0.1\1.1.tA-Q..OPhlv__,)
¾ / n,;-= l'\irrooen-comoininJ µ \..\ 1-1
CH lQ. QHOn C H-r • • or _brOnthe.a 1-i\(WQhQ.'I~ 10.-al~\;I\ qroupattaHhld
organ,c. c.o mrounct.s ds n vid ron ,on cho in (e .g.mHhylam,n~')
"i111019"1t , .
wQ.UIQ. c.\i/tri pr 1-11m 1-oJhow nov-i mo.n'j
,,
I
1-1-t-l'J - C -H
I I
f rorr, omm otti a. one orniore nro IY\ C\ l'I c..-umi l'\.I."' r'\, rr oq~r ~-t oM i~ o,r o. aH Cl 1-tn~d e.9. cl i rWLH<yt o.n,,,,.Jne ___.l
'
rl
I
1-1
1-\- cttom l hOl beR.n repla.e12.d b.J o.-1-1 o H h Q<l Hla r ~~ mo. h t rfn..9 H-H mt Q\'lyl 4roup) no.mi i al on
14 D I
t\r\ 0.\'(\j \ or ory1qroup - (~ .Q-pnenylC\l'Y\IYlQ} lli1Vl 0.1'\. tlll e N-Wbln"ruHo omif\l . ThQ. ICl~~ po.ft ,1 , , ;-'
.. .
nnmm9 Qm1nt,)
. ,. v~
rl
1-1 01-t-hQ.nomecom QS ~rom1ar9e1tqroup
;,
1-1 - c -~-c - t - c. ·H
I H I I I
N "''II/ 3 - • ( 'l \.\· ~- ~- '\-l 01+-ot(hUltO th~ N,T\-\~1ho(\-HChOi/1 f _ H i- 1 H 1-i
I/ ! R. 1) Pn M .o.a ().\\,UNj , _ H I-I .. _ ii a prq, fix a.nu N, ~-g. N - rnet-n y1prupylUY1,1Jr\1 r ;l ,'1 • •
4 \.f. ['I\\O~tched \-0 end corb ol" - IUH-1x orv1111 ~ e. .9 . N -e-ihy 1,rJ - -M.ftl1yi;m1py 1orvun~ H-t-N - c-t - c. - H
-l:-,-i-1 ~' i-l
~'1.
:f'lr1z w If N s atto+-u,od wit-hin W ch a.in-:: pr~t'ix ·0111i110· . . ~H
@)
I
wN - H I-I-N-1-1 p1ui\hQnun1bHro1nowwrerQ.itlj , 1--1 , 1-1 MClKln~OMlntr. , ·
I . \.\ ' tJ 1-1 , • . i-1 -c ·H
I
11-C · H Q. . Wh1Jdoominf1ondo.mmoni o. ot\ , , , 1.,r~c.\Utf O. n,m1e (cho.ptH2.E1
H \-1- t - C, -( -1-1
I
1-1 phen~l a
o. .,. -, ,
H\l.l tU.0p111 ;,_ , , ,
, - . I
t. 1hQat i\ ~ I0etltOnQJ w1rhQXc..U ornmo ..
ci ~ · , .,.__
,c, .= , . - - - - - - - - -1
i hilrY10.ltAJa. t• omin2.
(\O\IM l\i (l Mtl'lly\~m1nt l\:n,e1011qnirdft,l.~rl\o.no.l'/li11t H H l~,\ ii ommm •" iJ 1,1,1Hhe1 •0Mineil£X
t~~~;:!,• ~:
-It .
1 1
., •• --- • •- '~ wi ll o-tto.tk: wei11thorg1dt<1Mnat-om1 . 1.·0fl'\ll\ of ropont P%vd:;tiol'I 1111tdt-1r1 du~ l\ 6w _ . l\\.ltUophi\e.olwilliO
W N - R_ 1-1-N - '~ . ~:-- N - ( f..:-N:: t{.. Of- 0. 1(OhO ll ~ ~~t rtur+ll l rj\,\\,,lllt\\ti on CC\11 r ea lt w/ ti-le h ()IO.
I 1 1 lo., Kone to +-orm 0i
[(H 3 NH 3·1 8f~4 PHY1A t hA r t 2 oominl!. .
1
t_ R, NH3 t CH~tr
1'0.mint f o.min[ 3 °0.miht 4Qomiri~ L(,H3NH31~~,- t NH3----4 CH3NH2 t [NH4}*Br-J .
H,t _isi-etrone.d ro.L 4 loond1rig epO.i(j . . . TiHn.. . ... IUYli Ol
O.l'YIIY\on11,1mi oV1 repQle_ocnotnero.nd Pninatyaronla1it Gtr\lnf. (1-\Nrl 4- CH V· t:>r - (/\1mort~han1\-I
1
NH ------'--- 3 :2. 1 2 NH
lir--¼ [(CH~ illi~tlyrubt
SprQO.O Out e.volly ornund ~ l • TM b~I\Z.H1e. rit'\g pullT t1,u \ HJ+- - 2.
/ - . . ,,-n~ 11 N 1 Br t N 1-1 re,\-\\ [ ]+ -' WblhnAHd ULM9t1
i
N\-\ . _ ( w tr OlrJ·atoM. I e 1nto1tW.f . _ . 3 \ 12-NH+ NH4 ~' C1 YYJirn.uP0t1:z •
3 1l p~roMfda L-i lon~ l'Olr1nplO.U.0{-0n~ ·Lono.pciifon nitrogenll Then...... 2 om,oi cncts'twninnanct
c,mMon1 o. bondingpoi,=stronger dt\()coliHd into w 14ntmof (tH-s),NH + Cl-I '3r r; t - i+' amronn11,4m1011J.
-N r~pUl\iVt ,1-0fCR. b~namHit'I . _ + ! LW-l~\3N~ 8 r ExcQ~\ o.mmo n,o. , •
\..\ : ~,( (bondQoglJ.-:101-obitvHRJ) '111\0.K.il\~IO~:PCAl·r l~to.'/CllLO.bl f.,.r [m-ls\N] Sr tNHr~ (t\-1~)3N-t [N\-14]+-e.,-~~1n~~ery, ~1ct01I
qroupl on N -o..t-om .') f:Or clonCl-non . .
sec.()1\0 ~ri.tttrtiCl~ O.Mln ·
. u· 1h
th ... . . .
f tlm in t lfw1woM o. \ yec1 }iC
o.1111ne wtc cinl,\.lt
\F,oN\lj . \ =:.=..- '"' e' J..A ott atched "YOUio l (Cl-\~):~N t t\-13 &r --+ llLH3)4r,i"11 8(- ratnonul d1lt11tH1on
. . . 'l\lt9l grou p~ pu,11 on1u . ., r • • J -
'Mi\inov-i1\ow o.p.Jffit1ll1~ amlVlonlQ (~mo11c11V1il\O dtmityo1'N-o.tOIY\ 1mncrn1, '-I ~oLt cunn nt_cioct (:m ymore.
46
'F\lYlin05 tha·hnt li~u1dot fOOm Hl1\P novepll'l\pniell~ w IOM pair=- rnortavailOb\e :.b~!tr_b_<ut. C NO osnoLorie. pcH r, _
4--()rm•i·na d,...:.,..,. L , · (\,1q9Ha.mmo) w th' i4it'\01,11n r,.1 rnctucnvt• z.rl>Nl-\1 t \-1 3 _,, C1 \,rN\-\g-rN0 5
vCAH~ sII tng ·
1,.
l .
J ... , .., .. _...,, · .
_ _ _--,;;;.._...._ I ~ i~
, , tn-e c-t • 2..( -) +) 0 2.-
\C2.l-\r~r\3 2j 4
ff O 0(1 -
• /\t\'\11"\Q.)O-fl bo.H~ b~~_htl!, ho.v~o_ ontpa _ •/\-J o.i1 0.bilit\j o+ lont poir 2.\--\ ~ \-\'l.t-\--\r~Oq.
N- nto rY'l . 1ol'~~t1,r~+eonN n\om conllC<t rottiri .on1-11e. oi-i-rogtn. . . d HrhO.
\-\:;_tI'u~-~
~ ~ Q.
''thi )ran b! dOfltittd~H (O'{) "'do.nvt(.~ ·1y1Q.mOfQ.O-\IC\i\t\b\~+hQ.IOn~pair, ~W.)Y\ ()yY 5rnl1'~ 't ~-1- -
--rne..y 'rt pyot:Ofl e1cltftorJ . S\"fOl"lg~rthQ bO.Jl (IY\OrQ.\lltQ.IYtimine.. ba~~ • bo.~~~1-i- \-\ ' "" 1-\-~-~-H tCA
~{~ CQl'l nwtr:ali1eo.cidnt t-Otm l Cll-tJ. will nmpt ~\\Q.frO\-OI'\) , . H-YW9~ t:~oroi1a~ lt ) \-I N (zl-lf 1-1
' • \.(l1'\Q. e'11 u i.r will _t)Q n1 O(Q l\11ail 0.1:ile I+ (~:~ \ t-'f dOnClhon 1-1 / I "Ci l-h· (~kn~f (}_ffi\ I\L o,(A~\
{~WHnJ II hlQh Q( . k '-CkS0.1\1.1.tA-Q..OPhlv__,)
