SOLUBILITY OF ORGANIC COMPOUNDS J.V. J.V. DE GUZMAN DEPARTMENT OF CHEMICAL OF CHEMICAL ENGINEERING, COLLEGE OF ENGINEERING OF ENGINEERING UNIVERSITY OF UNIVERSITY OF THE THE PHILIPPINES, DILIMAN QUEZON CITY , PHILIPPINES DATE PERFORMED: JANUARY 28, 2015 INSTRUCTOR’S NAME: ALLAN KENNETH REGUNTON
ANSWERS TO QUESTIONS 1. What are the !ter"#$e%&$ !ter"#$e%&$ar ar '#r%e( #' attra%t#! attra%t#! !)#$)e* !)#$)e* +et,ee! the (#$&te( *((#$)e* ! ther (#$)e!t(-
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S&%r#(e Lo+-o+ -*$)#r$*o+ 'or#$, -*)o-*)o H6-ro#+4 /o+-*+7 S%ro$# o+!.*+$ $#3#+ "6-ro(6& ro%)$ *+ *!$ $!r%!%r# .+- !"%$ *! .&$o 'or$ . $!ro+ $)#*.& -*)o-*)o *+!#r.!*o+ H4/o+-*+7 *!" .!#r o%$ T"# #. -*$)#r$*o+ 'or#$, "*" *$ .&.6$ )r#$#+! /#!##+ o o% %$, $, *$ .&$o .&$o .+ *+!#r *+!#ro& o% #%&.r &.r 'or# 'or# o' .!!r. .!!r.!*o !*o+ + )r#$# )r#$#+! +! *+ !"# -*$$o&%!*o+
A%et#!e Lo+-o+ -*$)#r$*o+ 'or#$, -*)o-*)o H4/o+-*+7 A#!o+# /#&o+$ *+ !"# #!o+# '%+!*o+.& ro%) R4O4R7 I!$ ).r!*.&&6 +#.!*3# o(6#+ *!" . &o+# ).*r .!!r.!$ !"# ).r!*.&&6 +#.!*3# H *+ .!#r !"%$ 'or*+ $!ro+ "6-ro#+ /o+-$ Lo+-o+ -*$)#r$*o+ 'or# *$ .&$o )r#$#+! *+ !"# *+!#r.!*o+ o' !"#$# !o o%$
9"#+ -*#!"6& #!"#r *$ .--#- !o !"#$# !#$! o)o%+-$, .#!o+# .+$%ro$# .r# !"o$# !".! -*$$o&3#- *+ !"# $o&3#+! $*+# !"#6 .r# $$ )o&.r o).r#- !o !"# *+$o&%/ #!".+o& T"# 'o&&o*+ .r# !"# *+!#ro%&.r 'or#$ o' .!!r.!*o+ )r#$#+!: A%et#!e -*)o-*)o, Lo+-o+ -*$)#r$*o+ 'or#$ A#!o+# *$ )o&.r /#.%$# o' *!$ o(6#+ o+!.*+*+ . &o+# ).*r .+- *!$ !"# $.# *!" -*#!"6& #!"#r T"%$, !"# !o .r# $o&%/ *!" #." o!"#r /#.%$# o' !"# -*)o-*)o *+!#r.!*o+ .+- -*$)#r$*o+ 'or#$ "*" *$ )r#$#+! .&.6$ /#!##+ !o o%$
S&%r#(e
-*)o-*)o, Lo+-o+ -*$)#r$*o+ 'or#$
. What are +a$a!%e* %he"%a$ e/&at#!( '#r (#$&te( that are *((#$)e* +e%a&(e #' the rea%t#! ,th the (#$)e!tCo)o%+-$ !".! .r# *+$o&%/ *+ .!#r /%! -*$$o&3#- *+ 5 N.OH $o&%!*o+ .r# /#+;o* .*- .+- )"#+o& $*+# !"#$# o)o%+-$ .r# .*-$ .+!"# -*$$o&%!*o+ !".! o%r$ *$ .+ .*-4 /.$# +#%!r.&*;.!*o+ r#.!*o+ *3#+ /#&o: . N.OH < /#+;o* .*C=H5COOH$7 < OH4.>7 C=H5COO4.>7 < H2O&7
/ N.OH < )"#+o& C=H5OH.>7 < OH4.>7
C=H5O4.>7 < H2O&7
O+ !"# o!"#r ".+-, !"#$# !o o)o%+-$ #r# !#$!#- 'or $o&%/*&*!6 *!" N.HCO?, . #. /.$# @#+;o* .*- -*$$o&3#- *+ N.HCO ? *)&6*+ *!’$ . $!ro+#r /.$# o).r#- !o )"#+o& N.HCO? < /#+;o* .*C=H5COOH$7 < HCO?4.>7 C=H5COO4.>7 7
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H<.>7 < C=H5NH2.>7
C=H5NH?<.>7
U+-#r $o&%/*&*!6 !#$! *!" o+#+!r.!#- $%&'%r* .*-, /#+;6& .&o"o& .+- /#+;.&-#"6-# #r# 'o%+- !o /# +#%!r.& o)o%+-$ !".! .+ /# #.$*&6 )ro!o+.!#- $*+# !"#6 $"o#- )o$*!*3# !#$! r#$%&!$ *!" H 2SO @#+;.&-#"6-# < H2SO # H2SO.>7 < C=H5COH C=H5COH? < SO42
'
@#+;6& .&o"o& < H 2SO H2SO.>7 < C=H5CH2OH
C=H5CH2OH2< < HSO4
0. O! the +a(( #' (#$&+$t +eha)#r2 *eter"!e the +e(t (#$)e!t t# *3ere!tate the '#$$#,!4 the 5ar( #' %#"5#&!*(.
. CH?COOH .+- CH?CH275COOH4 .!#r / CH?CH2OCH2CH? .+- CH?CH2OH6 .!#r To&%#+# .+- /#+;.&-#"6-# 6 o+#+!r.!#- H 2SO *. !#r!4/%!6& "&or*-# .+- !#r!4/%!.+o&4 .!#r R#'#r#+#$: K#&&6, 9 Organic Qualiai!" Anal#$i$ S%lu&ili# T"$' So%!"#$!#r+ O&."o. 718 S!.!# U+*3#r$*!6 BO+&*+# "!!):'.%&!6$o$%#-%*&&*.#&&6)-'>o?)-' .#$$#- J.+%.r6 28, 20157 S*&/#r/#r, M C"#*$!r6: T"# Mo%&.r N.!%r# o' M.!!#r .+- C".+# 5 !" #- C(a)"r *+ In"r-%l"cular F%rc"$ Li.ui/$, S%li/$ an/ P(a$" C(ang"$' MGr.4H*&& Co).+*#$: N# Yor, 200 )) 5145= U+*3#r$*!6 o' D#&..r# I/"ni0#ing an Un1n%2n C%-)%un/ S%lu&ili#, Funci%nal Gr%u) an/ S)"cral Anal#$i$' BO+&*+# 718"!!):%-#&#-%"#CHEM?22H.+-o%!$%++o+$&./ ".+-o%!)-' .#$$#- J.+%.r6 28, 20157 Ro, HH .+- R##-, 9R So&%/*&*!6 o' 9.!#r *+ D*#!"6& #!"#r .! 25 3%urnal %0 A-"rican C("-ical S%ci"#' 19:1. ?, )42=0