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Analysis Synthesis Structure Determination Test Ms
Analysis Synthesis Structure Determination Test Ms
Analysis Synthesis Structure Determination Test Ms
11 TEST MS
1.
(a)
(i)
H 3C
C
O or RCOCH3;
(or description in words)
(ignore trailing bonds)
(ii)
H3CO or ROCH3;
(allow 1 if both (i) and (ii) give CH3- or H3C
only)
(iii)
(iv)
C H 3 -C C H 2 -C H 2 -O C H
O
OR
CH3COCH2CH2OCH3;
(b)
(i)
(ii)
CH
C H
C
CH
C O O H
3
(c)
+
reagent
K2Cr207 /H
KMnO4 /H
no reaction
no reaction
2.
(a)
Pentan-2-one
(b)
(i)
(ii)
(iii)
(c)
Reagent
K2Cr2O7/H
KMnO4 /H
with C
with D
Na
no reaction no reaction
no reaction
goes green goes colourless
effervescence
(penalise incomplete reagent e.g. K2Cr2O7 or
2
CH3COOH/
H2SO4
no reaction
smell
1
1
1
(d)
Reagent
with E
Tollens
silver
(mirror)
Fehlings or Benedicts
red ppt or goes red
(not red solution)
1
1
[9]
3.
(a)
any C5 alkene
H
e tc
p e n a lis e
H
H
(b)
O
H 3C
H
O H
C
O
or
or CH3COOH
D
C H
or HCOOCH3
H
H 2C
C
O
O H
or HOCH2CHO
(c)
O
H
C H
C
O
C
C H
C H
3
O
C H 3C H
C
O
(d)
C H 2C H
(a llo w C 2 H 5 )
H
H 3C
CH 2Cl
Cl
H
H
H 3C
C
H
H
C H C l2
or
C lH 2 C
C
H
Cl
C H 2C l or
H 3C
C
Cl
CH
(e)
H 3C
C H
CH
H 3C
J
3
3
C H 2C H
C H 2C H
(a llo w C 2 H 5 )
NOT hex-3-ene
[10]
4.
(a)
(CH3)4Si (1)
(b)
3 (1)
(c)
2 : 3 : 3 (1)
(d)
(e)
Group
Explanation
(f)
C = O (1)
(g)
Peak at m/z = 43
Peak at m/z = 57
(h)
CH3COCH2CH3 (1)
[11]
5.
(a)
(i)
Reagent
I2/Na0H
or acidified
Propanal
silver
red ppt or goes red
(mirror) (not red solution)
Propanone no
no reaction
reaction
goes green
goes colourless
No
reaction
no reaction
no reaction
Yellow
(ppt)
propanal 3 peaks
propanone 1 peak
(b)
Y is CH3CH(OH)CH3 or propan-2-ol
formula
Oxidation
+
Step 2
Step 3
reduction or nucleophilic
addition
reduction or
nucleophilic addition
reduction or
hydrogenation
NaBH4
LiAlH4
H2
ether or dry
Ni / Pt etc