P 100 % P+1 10 % Compound 1 148/13 = 11.38;.38*13 =5 C 11 H 18
Compound 1
C 11 H 18 C 10 H 14 O Area : 5:2:2:3
m/e m/e 120 m/e 105 m/e 77
Compound 2 P 100 % P+1: 7.1% P+2 : 33 % = 91 91/13 = 7.0 C 7 H 7 Cl
Compound 2
Area: 5:2
Compound 3 m/e /13 = 8.769; 0.769*13 = 10 C 8 H 18
Compound 3
C 8 H 18 C 7 H 14 O C 6 H 10 O 2
m/e 99P-15 m/e 86P-28 m/e 69P-45 m/e 41 m/e 86 m/e 69 m/e 41
Compound 4 m/e = /13 = 8.077; 0.077*13 = 1 C 8 H 9 Br
Compound 4
Area 5:2:2
Compound 5 C 8 H 18 O 3 mw 162 m/e 75 C 2 H 3 O 3 + C 3 H 7 O 2 + m/e 73 C 2 HO 3 + C 3 H 5 O 2 + C 4 H 9 O + m/e 147 = P - 15 m/e 130 = P - 32 CH 4 O m/e 115 = P – 47CH 3 O 2 ; C 2 H 7 O
Compound 6
Compound 7
A comparison of two EIMS spectra obtained from different instruments and different samples m/e /13 = *13 = 6 C 10 H 16
Compound 7 C 10 H 16
Compound 7 C 10 H 16
Empirical Rules for Dienes (π → π*) Homoannular(cisoid) Heteroannular (transoid) Parent λ = 253 nm λ = 214 nm Increments for: double bond extension 3030 alkyl subst or ring 55 exocyclic double bond55 Alkenes ethylene λ = 175 nm λ = = 273 nm
Compound 8 m/e /13 = *13 = 4 C 8 H 12
Compound 8
d d t
Compound 8 area = 2:2:4:4 left to right
P : m/e 108 m/e 80 = P-28
1 H NMR: no signal 13 C NMR: 4 vinyl carbons
282/13 = ; 0.692*13= 9 C 21 H 30 C 18 H 31 Cl C 15 H 32 Cl 2 C 12 H 33 Cl 3 C 9 H 34 Cl 4 C 6 H 35 Cl 5 C 6 Cl 6 35 Cl = Cl = n = n = n = n = n = n = 6 n = 5 (0.76) 5 = 0.254; 5(0.76) 4 (0.24)= % 157% n = 6 (0.76) 6 = 0.193; 6(0.76) 5 (0.24) = % 189%
146/13 = 11.23; 0.23 *13 =3 C 11 H 14 Compound 9 P-28
C 11 H 14 C 10 H 10 O Compound 9
2 1 C 10 H 10 O C9H6O2C9H6O2 Compound 9
S S D D D D S D D C9H6O2C9H6O2 Compound 9
136/13 = ; 0.462*13 = 6 C 10 H 16 Compound 10
Neat liquid
Compound 10 C 10 H 16 C 9 H 12 O CCl 4 solution
Compound 10 Area: 1:2:2:3 C 9 H 12 O C8H8O2C8H8O2
D S D S D Q C8H8O2C8H8O2
Compound /13 = 8.615; 0.615*13 = 8 C 8 H 16
Compound 11 C 8 H 16 Degrees of unsaturation: 1
Area: 3:2:3 C 8 H 16
S D D D T Q C 8 H 16 C 7 H 12 O C 6 H 8 O 2 Exact mass: Exact mass of C 6 H 8 O 2 :