Gas Chromatography/Atmospheric Pressure Chemical Ionization-Fourier Transform Ion Cyclotron Resonance Mass Spectrometry of Pyrolysis Oil from German Brown Coal

Table 1

Assigned compounds for alkyl carboxylic acids, alkylene carboxylic acids, and dicarboxylic acids. Presumably, each identified compound is present as molecular ion. Hence, calculated and observed ()-ratios are presented in Da.

Assigned compound class	Assigned compound	Number	Retention time	()		()
				Calculated	Observed	Error
			min]	Da]	Da]	mDa]	ppm]
Alkyl carboxylic acids	Butanoic acid	1	12.55 ± 0.10	87.045153	87.045173	0.020	0.230
	Pentanoic acid	2	14.85 ± 0.06	101.060803	101.060824	0.021	0.208
	Hexanoic acid	3	17.19 ± 0.09	115.076453	115.076442	0.011	0.096
	Heptanoic acid	4	19.48 ± 0.12	129.092103	129.092084	0.019	0.147
	Octanoic acid	5	21.78 ± 0.09	143.107753	143.107720	0.033	0.231
	Nonanoic acid	6	24.16 ± 0.11	157.123403	157.123377	0.026	0.165
	Decanoic acid	7	26.46 ± 0.16	171.139053	171.139020	0.033	0.193
	Undecanoic acid	8	28.98 ± 0.15	185.154703	185.154677	0.026	0.140
	Dodecanoic acid	9	31.79 ± 0.23	199.170354	199.170269	0.085	0.427
	Tridecanoic acid	10	35.03 ± 0.09	213.186004	213.185954	0.050	0.235
	Tetradecanoic acid	11	38.63 ± 0.08	227.201654	227.201606	0.048	0.211
	Pentadecanoic acid	12	43.75 ± 0.12	241.217304	241.217230	0.074	0.307
	Hexadecanoic acid	13	50.93 ± 0.15	255.232954	255.232899	0.055	0.215
	Heptadecanoic acid	14	58.38 ± 0.02	269.248604	269.248546	0.058	0.215
	Octadecanoic acid	15	60.72 ± 0.03	283.264254	283.264212	0.042	0.148
Alkylene carboxylic acids	Hexenoic acid	16	18.56 ± 0.05	113.060803	113.060810	0.007	0.062
	Heptenoic acid	17	20.86 ± 0.09	127.076453	127.076468	0.015	0.118
	Octenoic acid	18	23.11 ± 0.17	141.092103	141.092100	0.003	0.021
	Nonenoic acid	19	25.26 ± 0.05	155.107753	155.107734	0.019	0.122
	Decenoic acid	20	27.75 ± 0.06	169.123403	169.123383	0.020	0.118
	Undecenoic acid	21	30.19 ± 0.07	183.139053	183.139030	0.023	0.126
	Dodecenoic acid	22	33.04 ± 0.15	197.154703	197.154674	0.029	0.147
	Tridecenoic acid	23	35.82 ± 0.16	211.170354	211.170287	0.067	0.317
	Tetradecenoic acid	24	39.69 ± 0.16	225.186004	225.185987	0.017	0.075
	Pentadecenoic acid	25	45.24 ± 0.06	239.201654	239.201572	0.082	0.343
	Hexadecenoic acid	26	51.32 ± 0.14	253.217304	253.217211	0.093	0.367
Dicarboxylic acids	Pentanedioic acid	27	31.94 ± 0.06	131.034982	131.034977	0.005	0.038
	Hexanedioic acid	28	33.04 ± 0.15	145.050632	145.050626	0.006	0.041
	Heptanedioic acid	29	35.72 ± 0.11	159.066282	159.066265	0.017	0.107
	Octanedioic acid	30	37.46 ± 0.18	173.081932	173.081916	0.016	0.092
	Nonanedioic acid	31	40.03 ± 0.05	187.097583	187.097570	0.013	0.069
	Decanedioic acid	32	43.87 ± 0.20	201.113233	201.113219	0.014	0.070