Identification of unknown compound
Ondřej Jurček
April 26, 2017
Ondřej Jurček
April 26, 2017        1 /8
Task 0: Classification of an unknown substance
Assign the general name to displayed
substances:
CARBOHYDRATE PEPTIDE STEROID TERPENE ALKALOID COUMARINE
Ondrej Jurček
□ rS1 ►   < -E ►   < -ž ►   -š I =   "O Q, O
April 26, 2017       2 /8
Task 0: Classification of an unknown substance
a    A AAaa A
jl*k------
UL
1
M    A    a     JA A
I II   111 I
A_KjK_i_A_
~i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—r-
~i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—r
r
iái < a >2 <       < 1i i  W= >o^o
April 26, 2017       3 /8
Ondřej Jurček
Task 0: Classification of an unknown substance
Terpen e
Carbohydrate
Streroid
Peptide
a    í AAahA
Alkaloid
1   .1 ill
-aJUIL
JUuiiil
1
Jul
I
J/uV
Coumarine
JUU_UlJ_L
t—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—i—r
7
5
Ondrej Jurček
JL-ilji
t-1—i—I—I—I—i—i—i—i-1—I—I-1—i-1—i—I—i—I—I—I—i—i—i—i-1-1—i—I—i-1—i—i—I—I—i—I—i—I-1—I—I—i—i-1—i—1~"
3 2 1 ppm
April 26, 2017       3 /8
Task 1: Ci0Hi3NO
5[ppm]        Multiplicity Integral 1.05              triplet 3 1.75             singlet 3 3.70             quartet 2 7-7.60        complex multiplet 5
Ondřej Jurček
April 26, 2017       4 /8
Task 1: Ci0Hi3NO
5[ppm]        Multiplicity Integral / \ ^
1.05 a triplet 3 f / \-1\|
1.75 c           singlet               3               \v_// \_
3.70 b          quartet              2 e d //
7-7.60 d-f complex multiplet        5 O
C
Ondřej Jurček
April 26, 2017       4 /8
Task 2: CnHi5N02
5[ppm]    Multiplicity   -/(Hz) Integral
1.30	triplet	7	3
3.00	singlet	-	6
4.25	quartet	7	2
6.65	dublet	8	2
7.80	dublet	8	2
□       rS1 ► <     ► < -ž ►   -š I =  -O Q, O
April 26, 2017       5 /8
Task 2: CnHi5N02
a c
5[ppm]    Multiplicity   -/(Hz)    Integral \^        r,-^ O-
1.30 b       triplet 7 3 e   N-<^     \-^
/      \—/ O
triplet
3.00 e      singlet - 6
4.25 a      quartet 7 2
6.65 d       dublet 8 2
7.80 c       dublet 8 2
Ondřej Jurček
April 26, 2017       5 /8
Task 3: Ci2Hi7NO - ^/COSY
XH NMR (300 MHz, CDCI3)
m    CO    H    CO 7    Ul     ffl    M     ^ H
^>    N    O    r- Cl    H    CO    10    CM O
f)  n  n  n NtNHHmci
11 |l 11111III |l III11II111III | II11 111II | II11 |l III | 1111 |l
7.7    7.5    7.3    7.1 ppm
in m
m  in (o
co • in in N
«    ) I
HO\00[^VDin(nHOOlí)fOHO>CNO
u>inmmmininin(nm(nmoio\<n
11111 p 11111111111111 ii 11111111111111111111111M1111 ii 11M11 11111—1111111111 ip 11111111111111
2.6   2.4   2.2   2.0   1.8   1.6   1.4   1.2 ppm
JLJLLj
~~I-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1-1
987654321 ppm
i—,—i  ' i ■ i ' i—,—i i—,—i   i—^-i i—,—i—,—i   i—^-i
~i— r 0.92 1.08
1.84 1.00
2.08 2.05 2.91
2.94 2.02
Ondřej Jurček
April 26, 2017       6 /8
Task 3: Ci2Hi7NO - ^/COSY
COSY (300 MHz, CDCI3)
JUl
Ondřej Jurček
P2
(ppm):
1-
8
Ol m B »
April 26, 2017       6 /8
Task 3: Ci2Hi7NO - ^-"C/HSQC.HMBC
HSQC (300 MHz, CDCI3)
WM|I ^
Ondřej Jurček
F2
(ppm)
1-
r~n—i i i i
i i i i—i i i i
i i i i—MM
Mil--MM
MM--Mil
MM--II II
Mil--II II
II  II--MM
140 120 100 80 60
Fl (ppm)
40
20
April 26, 2017       7 /8
Task 3: Ci2Hi7NO - ^-"C/HSQC.HMBC
HMBC (300 MHz, CDCI3)
F2
(ppm)~ 1
2
3
O o
6
i   i    i   i    |    1   i    I    i I    III   |    i    i   i   1 i    I    I    i    [   i    i    i   i I    I    I    I    |    i   i    i    i        i    i    i   i    |   i    i   i    i        i   i    1    i   |    i   i    i   I i   i   i    1    |   i    i    i   i        1    i    i   i    |    i   i    i    i        i    1    I   i   |    i    i   i    i        i   i    i    i   |   i    i    i i
180        160        140        120        100 80 60 40 20
Ondřej Jurček
April 26, 2017       7 /8
XH NMR (300 MHz, CDCI3)
COSY(300 MHz, CDCI3)
0.92 1.08
1.84 1.00
-| i i i i | i i i i—|-3 2 1
2.08 2.05 2.91
2.94 2.02
F2
(ppm)
1-
_JJLJ_L
1 1 1 I 1 1 1
98765432 Fl (ppm)
1 0
Ondřej Jurček
m
□      igi ► < š ► < i ► -i| = ^<\o
April 26, 2017       8 /8