CHIRAL R.I.

Welcome to the Gas Chromatography Chiral Stationary Phase Retention Index Database (Chiral R.I.)

Chiral compounds consist of two stereoisomers, called enantiomers, which are non-superimposable mirror images (see linalool, above) of one another with identical physical properties. Many biological interactions are mediated by chiral compounds and often bioactivity can differ between enantiomers. Due to ther identical physical properties enantiomers cannot be separted by standard GC column stationary phases. Chiral columns are available for these separations but there are essentially no retention index data, which are vital for the identification of compounds. A compound's retention index is calculated by comparing its retention time to that of a mixture of chemicals with relatively even retention times. A series of straight-chain alkanes is often used for this purpose. By definition, the retention index of octane is 800, nonane is 900, and so forth. Thus, an unknown compound that elutes between octane and nonane would have a retention index value between 800 and 900. We developed the Gas Chromatography Chiral Stationary Phase Retention Index Database to began to address this lack of chiral column retention index data.

We welcome chiral retention index data contributions to the database (contact Ken Keefover-Ring at ken.keefoverring@wisc.edu). We are open to receive samples and run them on our GC-MS. If want to perform the injections in your lab we used the following GC-MS conditons. We used commercially available chiral GC columns (Cyclodex-B and Cyclosil-B) of standard size (30 m x 0.25 mm, 0.25 μm film thickness). The GC oven profile consisted of an initial temperature of 40 °C for 5 min, followed by a 3 °C min^-1 ramp to 200 °C, and finally a 25 °C min^-1 ramp to 220 °C with a 1 min hold. Helium was used as carrier gas at a flow rate of 1 mL min^-1 with the injector at 250 °C. The MS conditions included an electron impact (EI) source with electron energy of 70 eV and the source temperature at 300 °C. We injected each compound three times and calculated mean retention index and standard error. We then also injected an alkane series (C₇-C₄₀) standard mixture to calculate retention indices. See Alavez-Rosas et al. (2022) for further method details.

Table 1, below, has retenion index data for a Cyclodex-B column and Table 2 for a Cyclosil-B column.

The original idea and initial data for the Chiral Gas Chromatography Stationary Phase Retention Index Database is from: Alavez-Rosas, D., Nguyen, L., and Keefover-Ring, K. 2022. Retention indices of naturally-occurring compounds for common gas chromatography chiral stationary phases. Results in Chemistry 4: 100659.

Table 1. Common and systematic names, CAS number, formula, and linear (arithmetic) retention indices (±SE) of various chiral and achiral compounds on a Cyclodex-B stationary phase

Entry	Common name	Systematic name	CAS number	Formula	Linear RI	Reference
1	2-Methyl-3-buten-2-ol^a	2-methyl-3-buten-2-ol	115-18-4	C₅H₁₀O	786	Alavez-Rosas et al. 2022
2	m-Xylene^a	1,3-dimethylbenzene	108-38-3	C₈H₁₀	913	Alavez-Rosas et al. 2022
3	3-Methyl-2-buten-1-ol^a	3-methyl-2-buten-1-ol	556-82-1	C₅H₁₀O	979	Alavez-Rosas et al. 2022
4	(1S)-(-)-α-Pinene^a	(1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene	7785-26-4	C₁₀H₁₆	1004	Alavez-Rosas et al. 2022
5	trans-3-Hexen-1-ol^a	(E)-hex-3-en-1-ol	928-97-2	C₆H₁₂O	1012	Alavez-Rosas et al. 2022
6	(1R)-(+)-α-Pinene^a	(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene	7785-70-8	C₁₀H₁₆	1013	Alavez-Rosas et al. 2022
7	Myrcene^a	7-methyl-3-methyleneocta-1,6-diene	123-35-3	C₁₀H₁₆	1018	Alavez-Rosas et al. 2022
8	Tricyclene^a	1,7,7-trimethyltricyclo[2.2.1.02,6]heptane	508-32-7	C₁₀H₁₆	1025	Alavez-Rosas et al. 2022
9	(-)-Camphene^a	(1S)-2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane	5794-04-7	C₁₀H₁₆	1033	Alavez-Rosas et al. 2022
10	(+)-Camphene^a	(1R)-2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane	5794-03-6	C₁₀H16	1040	Alavez-Rosas et al. 2022
11	(+)-3-Carene^a	(1S,6R)-3,7,7-trimethylbicyclo[4.1.0]hept-3-ene	498-15-7	C₁₀H₁₆	1054	Alavez-Rosas et al. 2022
12	(R)-(-)-α-Phellandrene^a	(5R)-2-methyl-5-propan-2-ylcyclohexa-1,3-diene	99-83-2	C₁₀H₁₆	1056	Alavez-Rosas et al. 2022
13	α-Terpinene^a	1-methyl-4-propan-2-ylcyclohexa-1,3-diene	99-86-5	C₁₀H₁₆	1058	Alavez-Rosas et al. 2022
14	(+)-β-Pinene^a	(1R,5R)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane	127-91-3	C₁₀H₁₆	1059	Alavez-Rosas et al. 2022
15	(-)-β-Pinene^a	(1S,5S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane	18172-67-3	C₁₀H₁₆	1062	Alavez-Rosas et al. 2022
16	trans-2-Hexen-1-ol^a	(E)-2-hexen-1-ol	928-95-0	C₆H₁₂O	1062	Alavez-Rosas et al. 2022
17	cis-β-Ocimene^a	(3Z)-3,7-dimethyl-1,3,6-octatriene	3338-55-4	C₁₀H₁₆	1070	Alavez-Rosas et al. 2022
18	(S)-(-)-Limonene^a	(4S)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene	5989-54-8	C₁₀H₁₆	1075	Alavez-Rosas et al. 2022
19	3-Octanone^a	Octan-3-one	106-68-3	C₈H₁₆O	1075	Alavez-Rosas et al. 2022
20	Isobuthylbenzene^a	(2-methylpropyl)benzene	538-93-2	C₁₀H₁₄	1079	Alavez-Rosas et al. 2022
21	p-Cymene^a	1-methyl-4-propan-2-ylbenzene	99-87-6	C₁₀H₁₄	1078	Alavez-Rosas et al. 2022
22	(R)-(+)-Limonene^a	(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene	5989-27-5	C₁₀H₁₆	1079	Alavez-Rosas et al. 2022
23	trans-β-Ocimene^a	(3E)-3,7-dimethyl-1,3,6-octatriene	3779-61-1	C₁₀H₁₆	1081	Alavez-Rosas et al. 2022
24	cis-3-Hexenyl acetate^a	(Z)-hex-3-enyl acetate	3681-71-8	C₈H₁₄O₂	1092	Alavez-Rosas et al. 2022
25	trans-2-Hexenyl acetate^a	(E)-hex-2-enyl acetate	2497-18-9	C₈H₁₄O₂	1098	Alavez-Rosas et al. 2022
26	γ-Terpinene^a	1-methyl-4-propan-2-ylcyclohexa-1,4-diene	99-85-4	C₁₀H₁₆	1102	Alavez-Rosas et al. 2022
27	Terpinolene^a	1-methyl-4-propan-2-ylidenecyclohexene	586-62-9	C₁₀H₁₆	1123	Alavez-Rosas et al. 2022
28	Eucalyptol (1,8-cineole)^a	1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane	470-82-6	C₁₀H₁₈O	1131	Alavez-Rosas et al. 2022
29	1-Octen-3-ol^a	Oct-1-en-3-ol	3391-86-4	C₈H₁₆	1158	Alavez-Rosas et al. 2020
30	Methyl benzoate^a	Methyl benzoate	93-58-3	C₈H₈O₂	1197	Alavez-Rosas et al. 2022
31	(Z)-Sabinene hydrate^a	5-isopropyl-2-methylbicyclo[3.1.0]hexan-2-ol	15537-55-0	C₁₀H₁₈O	1231	Alavez-Rosas et al. 2022
32	Tetrahydro myrcenol^a	2,6-dimethyl-2-octanol	18479-57-7	C₁₀H₂₂O	1235	Alavez-Rosas et al. 2022
33	(R)-(-)-Linalool^a	(R)-3,7-dimethylocta-1,6-dien-3-ol	126-90-9	C₁₀H₁₈O	1247	Alavez-Rosas et al. 2022
34	(S)-(+)-Linalool^a	(S)-3,7-dimethylocta-1,6-dien-3-ol	78-70-6	C₁₀H₁₈O	1250	Alavez-Rosas et al. 2022
35	(R)-(+)-Citronellal^a	(R)-3,7-dimethyloct-6-enal	2385-77-5	C₁₀H₁₈O	1260	Alavez-Rosas et al. 2022
36	Ethyl benzoate^a	Ethyl benzoate	93-89-0	C₉H₁₀O	1267	Alavez-Rosas et al. 2022
37	p-Methoxyanisole^a	1,4-dimethoxybenzene	150-78-7	C₈H₁₀O₂	1283	Alavez-Rosas et al. 2022
38	Myrcenol^a	2-methyl-6-methyleneoct-7-en-2-ol	543-39-5	C₁₀H₁₈O	1284	Alavez-Rosas et al. 2022
39	Estragole^a	1-methoxy-4-prop-2-enylbenzene	140-67-0	C₁₀H₁₂O	1298	Alavez-Rosas et al. 2022
40	Linalyl acetate^a	3,7-dimethylocta-1,6-dien-3-yl acetate	115-95-7	C₁₂H₂₀O₂	1319	Alavez-Rosas et al. 2022
41	(1S)-(-)-Camphor^a	(1S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one	464-48-2	C₁₀H₁₆O	1322	Alavez-Rosas et al. 2022
42	(1R)-(+)-Camphor^a	(1R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one	464-49-3	C₁₀H₁₆O	1322	Alavez-Rosas et al. 2022
43	Myrcenyl acetate^a	(E)-2-methyl-6-methylideneoct-7-en-2-yl acetate	1118-39-4	C₁₂H₂₀O₂	1338	Alavez-Rosas et al. 2022
44	(S)-4-Carvomenthenol^a	(S)-1-isopropyl-4-methylcyclohex-3-en-1-ol	562-74-3	C₁₀H₁₈O	1339	Alavez-Rosas et al. 2022
45	(R)-4-Carvomenthenol^a	(R)-1-isopropyl-4-methylcyclohex-3-en-1-ol	20126-76-5	C₁₀H₁₈O	1340	Alavez-Rosas et al. 2022
46	Levomenthol^a	(1R,2S,5R)-2-isopropyl-5-methylcyclohexan-1-ol	2216-51-5	C₁₀H₂₀O	1365	Alavez-Rosas et al. 2022
47	L-Bornyl acetate^a	(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate	5655-61-8	C₁₂H₂₀O₂	1375	Alavez-Rosas et al. 2022
48	(S)-α-Terpineol^a	2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-ol	10482-56-1	C₁₀H₁₈O	1378	Alavez-Rosas et al. 2022
49	(R)-α-Terpineol^a	2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-ol	98-55-5	C₁₀H₁₈O	1382	Alavez-Rosas et al. 2022
50	Neral^a	(Z)-3,7-dimethylocta-2,6-dienal	106-26-3	C₁₀H₁₆O	1385	Alavez-Rosas et al. 2022
51	Thymoquinone^a	2-methyl-5-propan-2-ylcyclohexa-2,5-diene-1,4-dione	490-91-5	C₁₀H₁₂O₂	1387	Alavez-Rosas et al. 2022
52	(-)-Isoborneol^a	(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	124-76-5	C₁₀H₁₈O	1398	Alavez-Rosas et al. 2022
53	(1S)-(-)-Verbenone^a	(1S, 5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one	1196-01-6	C₁₀H₁₄O	1398	Alavez-Rosas et al. 2022
54	Nerol^a	(Z)-3,7-dimethylocta-2,6-dien-1-ol	106-25-2	C₁₀H₁₈O	1399	Alavez-Rosas et al. 2022
55	β-Citronellol^a	(R)-3,7-dimethyl-6-octen-1-ol	106-22-9	C₁₀H₂₀O	1401	Alavez-Rosas et al. 2022
56	(-)-Borneol^a	(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	464-45-9	C₁₀H₁₈O	1402	Alavez-Rosas et al. 2022
57	(1R)-(+)-Verbenone^a	(1R, 5R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one	18309-32-5	C₁₀H₁₄O	1404	Alavez-Rosas et al. 2022
58	(+)-Isoborneol^a	(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	16725-71-6	C₁₀H₁₈O	1406	Alavez-Rosas et al. 2022
59	(+)-Borneol^a	(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	464-43-7	C₁₀H₁₈O	1416	Alavez-Rosas et al. 2022
60	Geranial^a	(E)-3,7-dimethylocta-2,6-dienal	141-27-5	C₁₀H₁₆O	1421	Alavez-Rosas et al. 2022
61	Geraniol^a	(E)-3,7-dimethylocta-2,6-dienol	106-24-1	C₁₀H₁₈O	1429	Alavez-Rosas et al. 2022
62	(-)-Myrtenol^a	((1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methanol	19894-97-4	C₁₀H₁₆O	1432	Alavez-Rosas et al. 2022
63	α-Terpinyl acetate^a	(R)-2-(4-methylcyclohex-3-en-1-yl)propan-2-yl acetate	8007-35-0	C₁₂H₂₀O₂	1435	Alavez-Rosas et al. 2020
64	(+)-Longifolene^a	(1R,2S,7S,9S)-3,3,7-trimethyl-8-methylenetricyclo[5.4.0.02,9]undecane	475-20-7	C₁₅H₂₄	1445	Alavez-Rosas et al. 2022
65	trans-Carvyl acetate^a	[(1R,5S)-2-methyl-5-prop-1-en-2-yl-1-cyclohex-2-enyl] acetate	1134-95-8	C₁₂H₁₈O₂	1445	Alavez-Rosas et al. 2022
66	cis-Carvyl acetate^a	[(1R,5R)-2-methyl-5-prop-1-en-2-yl-1-cyclohex-2-enyl] acetate	1205-42-1	C₁₂H₁₈O₂	1471	Alavez-Rosas et al. 2022
67	Geranyl acetate^a	(E)-3,7-dimethylocta-2,6-dien-1-yl acetate	105-87-3	C₁₂H₂₀O₂	1471	Alavez-Rosas et al. 2022
68	trans-β-Caryophyllene^a	(1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene	87-44-5	C₁₅H₂₄	1479	Alavez-Rosas et al. 2022
69	α-Humulene^b	(1E,4E,8E)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene	6753-98-6	C₁₅H₂₄	1518	Alavez-Rosas et al. 2022
70	Germacrene^b D	(1E,6E,8S)-1-methyl-5-methylidene-8-propan-2-ylcyclodeca-1,6-diene	23986-74-5	C₁₅H₂₄	1541	Alavez-Rosas et al. 2022
71	γ-Elemene^b	(1S,2S)-1-ethenyl-1-methyl-4-propan-2-ylidene-2-prop-1-en-2-ylcyclohexane	29873-99-2	C₁₅H₂₄	1547	Alavez-Rosas et al. 2022
72	γ-Muurolene^b	(1S,4aS,8aR)-7-methyl-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene	30021-74-0	C₁₅H₂₄	1572	Alavez-Rosas et al. 2022
73	δ-Cadinene^b	(1S,8aR)-4,7-dimethyl-1-propan-2-yl-1,2,3,5,6,8a-hexahydronaphthalene	483-76-1	C₁₅H₂₄	1576	Alavez-Rosas et al. 2022
74	Thymol^a	5-methyl-2-propan-2-ylphenol	89-83-8	C₁₀H₁₄O	1582	Alavez-Rosas et al. 2022
75	Carvacrol^a	2-methyl-5-propan-2-ylphenol	499-75-2	C₁₀H₁₄O	1598	Alavez-Rosas et al. 2022
76	Cubenol^b	(1S,4R,4aR,8aR)-4,7-dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol	21284-22-0	C₁₅H₂₆O	1637	Alavez-Rosas et al. 2022
77	Nerolidol^a	(3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol	142-50-7	C₁₅H₂₆O	1662	Alavez-Rosas et al. 2022
78	Catechol^a	Benzene-1,2-diol	120-80-9	C₆H₆O₂	1700	Alavez-Rosas et al. 2022
79	Germacrene D-4-ol^b	(1S,2E,4S,7E)-1,7-dimethyl-4-propan-2-ylcyclodeca-2,7-dien-1-ol	74841-87-5	C₁₅H₂₆O	1713	Alavez-Rosas et al. 2022
80	β-Eudesmol^b	2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-ol	473-15-4	C₁₅H₂₄O	1766	Alavez-Rosas et al. 2022
81	α-Bisabolol^a	(2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol	515-69-5	C₁₅H₂₆O	1827	Alavez-Rosas et al. 2022

Table 2. Common and systematic names, CAS number, formula, and linear (arithmetic) retention indices (±SE) of various chiral and achiral compounds on a Cyclosil-B stationary phase

Entry	Common name	Systematic name	CAS number	Formula	Linear RI	Reference
1	2-Methyl-3-buten-2-ol^a	2-methyl-3-buten-2-ol	115-18-4	C₅H₁₀O	768	Alavez-Rosas et al. 2022
2	m-Xylene^a	1,3-dimethylbenzene	108-38-3	C₈H₁₀	901	Alavez-Rosas et al. 2022
3	3-Methyl-2-buten-1-ol^a	3-methyl-2-buten-1-ol	556-82-1	C₅H₁₀O	982	Alavez-Rosas et al. 2022
4	(1S)-(-)-α-Pinene^a	(1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene	7785-26-4	C₁₀H₁₆	982	Alavez-Rosas et al. 2022
5	trans-3-Hexen-1-ol^a	(E)-hex-3-en-1-ol	928-97-2	C₆H₁₂O	986	Alavez-Rosas et al. 2022
6	(1R)-(+)-α-Pinene^a	(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene	7785-70-8	C₁₀H₁₆	998	Alavez-Rosas et al. 2022
7	Myrcene^a	7-methyl-3-methyleneocta-1,6-diene	123-35-3	C₁₀H₁₆	1005	Alavez-Rosas et al. 2022
8	Tricyclene^a	1,7,7-trimethyltricyclo[2.2.1.02,6]heptane	508-32-7	C₁₀H₁₆	1005	Alavez-Rosas et al. 2022
9	(-)-Camphene^a	(1S)-2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane	5794-04-7	C₁₀H₁₆	1004	Alavez-Rosas et al. 2022
10	(+)-Camphene^a	(1R)-2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane	5794-03-6	C₁₀H16	1011	Alavez-Rosas et al. 2022
11	(+)-3-Carene^a	(1S,6R)-3,7,7-trimethylbicyclo[4.1.0]hept-3-ene	498-15-7	C₁₀H₁₆	1022	Alavez-Rosas et al. 2022
12	(R)-(-)-α-Phellandrene^a	(5R)-2-methyl-5-propan-2-ylcyclohexa-1,3-diene	99-83-2	C₁₀H₁₆	1031	Alavez-Rosas et al. 2022
13	α-Terpinene^a	1-methyl-4-propan-2-ylcyclohexa-1,3-diene	99-86-5	C₁₀H₁₆	1038	Alavez-Rosas et al. 2022
14	(+)-β-Pinene^a	(1R,5R)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane	127-91-3	C₁₀H₁₆	1038	Alavez-Rosas et al. 2022
15	(-)-β-Pinene^a	(1S,5S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane	18172-67-3	C₁₀H₁₆	1046	Alavez-Rosas et al. 2022
16	trans-2-Hexen-1-ol^a	(E)-2-hexen-1-ol	928-95-0	C₆H₁₂O	1053	Alavez-Rosas et al. 2022
17	cis-β-Ocimene^a	(3Z)-3,7-dimethyl-1,3,6-octatriene	3338-55-4	C₁₀H₁₆	1055	Alavez-Rosas et al. 2022
18	(S)-(-)-Limonene^a	(4S)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene	5989-54-8	C₁₀H₁₆	1061	Alavez-Rosas et al. 2022
19	3-Octanone^a	Octan-3-one	106-68-3	C₈H₁₆O	1063	Alavez-Rosas et al. 2022
20	Isobuthylbenzene^a	(2-methylpropyl)benzene	538-93-2	C₁₀H₁₄	1066	Alavez-Rosas et al. 2022
21	p-Cymene^a	1-methyl-4-propan-2-ylbenzene	99-87-6	C₁₀H₁₄	1069	Alavez-Rosas et al. 2022
22	(R)-(+)-Limonene^a	(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene	5989-27-5	C₁₀H₁₆	1071	Alavez-Rosas et al. 2022
23	trans-β-Ocimene^a	(3E)-3,7-dimethyl-1,3,6-octatriene	3779-61-1	C₁₀H₁₆	1073	Alavez-Rosas et al. 2022
24	cis-3-Hexenyl acetate^a	(Z)-hex-3-enyl acetate	3681-71-8	C₈H₁₄O₂	1074	Alavez-Rosas et al. 2022
25	trans-2-Hexenyl acetate^a	(E)-hex-2-enyl acetate	2497-18-9	C₈H₁₄O₂	1079	Alavez-Rosas et al. 2022
26	γ-Terpinene^a	1-methyl-4-propan-2-ylcyclohexa-1,4-diene	99-85-4	C₁₀H₁₆	1087	Alavez-Rosas et al. 2022
27	Terpinolene^a	1-methyl-4-propan-2-ylidenecyclohexene	586-62-9	C₁₀H₁₆	1106	Alavez-Rosas et al. 2022
28	Eucalyptol (1,8-cineole)^a	1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane	470-82-6	C₁₀H₁₈O	1108	Alavez-Rosas et al. 2022
29	1-Octen-3-ol^a	Oct-1-en-3-ol	3391-86-4	C₈H₁₆	1137	Alavez-Rosas et al. 2022
30	Methyl benzoate^a	Methyl benzoate	93-58-3	C₈H₈O₂	1158	Alavez-Rosas et al. 2022
31	(Z)-Sabinene hydrate^a	5-isopropyl-2-methylbicyclo[3.1.0]hexan-2-ol	15537-55-0	C₁₀H₁₈O	1185	Alavez-Rosas et al. 2022
32	Tetrahydro myrcenol^a	2,6-dimethyl-2-octanol	18479-57-7	C₁₀H₂₂O	1209	Alavez-Rosas et al. 2022
33	(R)-(-)-Linalool^a	(R)-3,7-dimethylocta-1,6-dien-3-ol	126-90-9	C₁₀H₁₈O	1219	Alavez-Rosas et al. 2022
34	(S)-(+)-Linalool^a	(R)-3,7-dimethylocta-1,6-dien-3-ol	78-70-6	C₁₀H₁₈O	1225	Alavez-Rosas et al. 2022
35	(R)-(+)-Citronellal^a	(R)-3,7-dimethyloct-6-enal	2385-77-5	C₁₀H₁₈O	1227	Alavez-Rosas et al. 2022
36	Ethyl benzoate^a	Ethyl benzoate	93-89-0	C₉H₁₀O	1231	Alavez-Rosas et al. 2022
37	p-Methoxyanisole^a	1,4-dimethoxybenzene	150-78-7	C₈H₁₀O₂	1236	Alavez-Rosas et al. 2022
38	Myrcenol^a	2-methyl-6-methyleneoct-7-en-2-ol	543-39-5	C₁₀H₁₈O	1249	Alavez-Rosas et al. 2022
39	Estragole^a	1-methoxy-4-prop-2-enylbenzene	140-67-0	C₁₀H₁₂O	1251	Alavez-Rosas et al. 2022
40	Linalyl acetate^a	3,7-dimethylocta-1,6-dien-3-yl acetate	115-95-7	C₁₂H₂₀O₂	1252	2Alavez-Rosas et al. 2022
41	(1S)-(-)-Camphor^a	(1S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one	464-48-2	C₁₀H₁₆O	1269	Alavez-Rosas et al. 2022
42	(1R)-(+)-Camphor^a	(1R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one	464-49-3	C₁₀H₁₆O	1271	Alavez-Rosas et al. 2022
43	Myrcenyl acetate^a	(E)-2-methyl-6-methylideneoct-7-en-2-yl acetate	1118-39-4	C₁₂H₂₀O₂	1293	Alavez-Rosas et al. 2022
44	(S)-4-Carvomenthenol^a	(S)-1-isopropyl-4-methylcyclohex-3-en-1-ol	562-74-3	C₁₀H₁₈O	1299	Alavez-Rosas et al. 2022
45	(R)-4-Carvomenthenol^a	(R)-1-isopropyl-4-methylcyclohex-3-en-1-ol	20126-76-5	C₁₀H₁₈O	1300	Alavez-R2sas et al. 2022
46	Levomenthol^a	(1R,2S,5R)-2-isopropyl-5-methylcyclohexan-1-ol	2216-51-5	C₁₀H₂₀O	1303	Alavez-Rosas et al. 2022
47	L-Bornyl acetate^a	(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate	5655-61-8	C₁₂H₂₀O₂	1322	Alavez-Rosas et al. 2022
48	(S)-α-Terpineol^a	2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-ol	10482-56-1	C₁₀H₁₈O	1328	Alavez-Rosas et al. 2022
49	(R)-α-Terpineol^a	2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-ol	98-55-5	C₁₀H₁₈O	1335	Alavez-Rosas et al. 2022
50	Neral^a	(Z)-3,7-dimethylocta-2,6-dienal	106-26-3	C₁₀H₁₆O	1335	Alavez-Rosas et al. 2022
51	Thymoquinone^a	2-methyl-5-propan-2-ylcyclohexa-2,5-diene-1,4-dione	490-91-5	C₁₀H₁₂O₂	1339	Alavez-Rosas et al. 2022
52	(-)-Isoborneol^a	(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	124-76-5	C₁₀H₁₈O	1343	Alavez-Rosas et al. 2022
53	(1S)-(-)-Verbenone^a	(1S, 5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one	1196-01-6	C₁₀H₁₄O	1345	Alavez-Rosas et al. 2022
54	Nerol^a	(Z)-3,7-dimethylocta-2,6-dien-1-ol	106-25-2	C₁₀H₁₈O	1345	Alavez-Rosas et al. 2022
55	β-Citronellol^a	(R)-3,7-dimethyl-6-octen-1-ol	106-22-9	C₁₀H₂₀O	1346	Alavez-Rosas et al. 2022
56	(-)-Borneol^a	(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	464-45-9	C₁₀H₁₈O	1349	Alavez-Rosas et al. 2022
57	(1R)-(+)-Verbenone^a	(1R, 5R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one	18309-32-5	C₁₀H₁₄O	1356	Alavez-Rosas et al. 2022
58	(+)-Isoborneol^a	(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	16725-71-6	C₁₀H₁₈O	1356	Alavez-Rosas et al. 2022
59	(+)-Borneol^a	(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	464-43-7	C₁₀H₁₈O	1367	Alavez-Rosas et al. 2022
60	Geranial^a	(E)-3,7-dimethylocta-2,6-dienal	141-27-5	C₁₀H₁₆O	1381	Alavez-Rosas et al. 2022
61	Geraniol^a	(E)-3,7-dimethylocta-2,6-dienol	106-24-1	C₁₀H₁₈O	1382	Alavez-Rosas et al. 2022
62	(-)-Myrtenol^a	((1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methanol	19894-97-4	C₁₀H₁₆O	1382	Alavez-Rosas et al. 2020
63	α-Terpinyl acetate^a	(R)-2-(4-methylcyclohex-3-en-1-yl)propan-2-yl acetate	8007-35-0	C₁₂H₂₀O₂	1385	Alavez-Rosas et al. 2022
64	(+)-Longifolene^a	(1R,2S,7S,9S)-3,3,7-trimethyl-8-methylenetricyclo[5.4.0.02,9]undecane	475-20-7	C₁₅H₂₄	1393	Alavez-Rosas et al. 2022
65	trans-Carvyl acetate^a	[(1R,5S)-2-methyl-5-prop-1-en-2-yl-1-cyclohex-2-enyl] acetate	1134-95-8	C₁₂H₁₈O₂	1404	Alavez-Rosas et al. 2022
66	cis-Carvyl acetate^a	[(1R,5R)-2-methyl-5-prop-1-en-2-yl-1-cyclohex-2-enyl] acetate	1205-42-1	C₁₂H₁₈O₂	1409	Alavez-Rosas et al. 2022
67	Geranyl acetate^a	(E)-3,7-dimethylocta-2,6-dien-1-yl acetate	105-87-3	C₁₂H₂₀O₂	1434	Alavez-Rosas et al. 2022
68	trans-β-Caryophyllene^a	(1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene	87-44-5	C₁₅H₂₄	1437	Alavez-Rosas et al. 2022
69	α-Humulene^b	(1E,4E,8E)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene	6753-98-6	C₁₅H₂₄	1471	Alavez-Rosas et al. 2022
70	Germacrene D^b	(1E,6E,8S)-1-methyl-5-methylidene-8-propan-2-ylcyclodeca-1,6-diene	23986-74-5	C₁₅H₂₄	1491	Alavez-Rosas et al. 2022
71	γ-Elemene^b	(1S,2S)-1-ethenyl-1-methyl-4-propan-2-ylidene-2-prop-1-en-2-ylcyclohexane	29873-99-2	C₁₅H₂₄	1494	Alavez-Rosas et al. 2022
72	γ-Muurolene^b	(1S,4aS,8aR)-7-methyl-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene	30021-74-0	C₁₅H₂₄	1551	Alavez-Rosas et al. 2022
73	δ-Cadinene^b	(1S,8aR)-4,7-dimethyl-1-propan-2-yl-1,2,3,5,6,8a-hexahydronaphthalene	483-76-1	C₁₅H₂₄	1558	Alavez-Rosas et al. 2022
74	Thymol^a	5-methyl-2-propan-2-ylphenol	89-83-8	C₁₀H₁₄O	1562	Alavez-Rosas et al. 2022
75	Carvacrol^a	2-methyl-5-propan-2-ylphenol	499-75-2	C₁₀H₁₄O	1577	Alavez-Rosas et al. 2022
76	Cubenol^b	(1S,4R,4aR,8aR)-4,7-dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol	21284-22-0	C₁₅H₂₆O	1586	Alavez-Rosas et al. 2022
77	Nerolidol^a	(3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol	142-50-7	C₁₅H₂₆O	1622	Alavez-Rosas et al. 2022
78	Catechol^a	Benzene-1,2-diol	120-80-9	C₆H₆O₂	1640	Alavez-Rosas et al. 2022
79	Germacrene D-4-ol^b	(1S,2E,4S,7E)-1,7-dimethyl-4-propan-2-ylcyclodeca-2,7-dien-1-ol	74841-87-5	C₁₅H₂₆O	1653	Alavez-Rosas et al. 2022
80	β-Eudesmol^b	2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-ol	473-15-4	C₁₅H₂₄O	1886	Alavez-Rosas et al. 2022
81	α-Bisabolol^a	(2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol	515-69-5	C₁₅H₂₆O	1929	Alavez-Rosas et al. 2020

CHIRAL R.I.

Welcome to the Gas Chromatography Chiral Stationary Phase Retention Index Database

Contact