9-Octadecen-1-ol, (Z)-
- Formula: C18H36O
- Molecular weight: 268.4778
- IUPAC Standard InChI: InChI=1S/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,19H,2-8,11-18H2,1H3/b10-9-
- IUPAC Standard InChIKey: ALSTYHKOOCGGFT-KTKRTIGZSA-N
- CAS Registry Number: 143-28-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Stereoisomers:
- Other names: cis-9-Octadecen-1-ol; cis-9-Octadecenyl Alcohol; Adol 320; Adol 85; Atalco O; Cachalot O-1; Conditioner 1; Crodacol-O; Dermaffine; HD-Ocenol 90/95; Loxanol M; Loxanol 95; Ocenol; Oleic alcohol; Oleo alcohol; Oleol; Satol; Sipol O; Siponol OC; (Z)-9-Octadecen-1-ol; Adol 330; Adol 34; Adol 340; Adol 80; Adol 90; Cachalot O-15; Cachalot O-3; Cachalot O-8; Crodacol A.10; H.D. eutanol; HD oleyl alcohol CG; HD oleyl alcohol 70/75; HD oleyl alcohol 80/85; HD oleyl alcohol 90/95; HD-Ocenol K; Lancol; Novol; Oceol; Unjecol 110; Unjecol 50; Unjecol 70; Unjecol 90; Oleyl alcohol; 9-Octadecen-1-ol, cis-; Olive alcohol; cis-Δ9-Octadecenol; HD-Eutanol; Octadec-9-en-1-ol, (Z)-; Octadec-9Z-enol; ( Z)-9-octadecenol; 9-Octadecen-1-ol, (9Z)-; Unjecol 90N; Unjecol 90NR; Octadeca-9-cis-en-1-ol; Anjecol 90N; Anjecol 90NR; 9-Octadecen-1-ol; Emery 3312; Emery 3317; Fancol OA-95; HD-Echelon 90/95; Lipocol O; Octadec-9-en-1-ol; (9Z)-9-Octadecen-1-ol; (Z)-octadec-9-enol
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Phase change data
Go To: Top, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 309.0 | K | N/A | Shreve, Heether, et al., 1950 | Uncertainty assigned by TRC = 2. K; TRC |
| Tfus | 273.15 | K | N/A | Boeseken and Belinfante, 1926 | Uncertainty assigned by TRC = 3. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 119.3 | kJ/mol | CGC | Ova, Koultek, et al., 2000 | Based on data from 393. to 433. K. See also Koutek, Hoskovec, et al., 1994.; AC |
Reduced pressure boiling point
| Tboil (K) | Pressure (bar) | Reference | Comment |
|---|---|---|---|
| 480.2 | 0.017 | Aldrich Chemical Company Inc., 1990 | BS |
| 480. | 0.017 | Farchan Laboratories, 1990 | BS |
| 480.7 | 0.020 | Weast and Grasselli, 1989 | BS |
IR Spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Additional Data
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| Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | Sadtler Research Labs Under US-EPA Contract |
| State | gas |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, IR Spectrum, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | NIST Mass Spectrometry Data Center |
| NIST MS number | 352682 |
Gas Chromatography
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | VF-5MS | 2068.8 | Tret'yakov, 2008 | 30. m/0.25 mm/0.25 μm, He; Program: Multi-step temperature program; T(initial)=60C; T(final)=270C |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5 MS | 2060. | Jerkovic, Hegic, et al., 2010 | 30. m/0.25 mm/0.25 μm, Helium, 70. C @ 2. min, 3. K/min, 200. C @ 18. min |
| Capillary | HP-5 MS | 2060. | Jerkovic, Tuberso, et al., 2010 | 30. m/0.25 mm/0.25 μm, Helium, 70. C @ 2. min, 3. K/min, 200. C @ 18. min |
| Capillary | EC-5 | 2066. | Reboucas, Sant-Ana, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 100. C @ 1. min, 10. K/min; Tend: 250. C |
Normal alkane RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | AT-Wax | 2116. | Reboucas, Sant-Ana, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 100. C @ 1. min, 10. K/min; Tend: 250. C |
References
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Shreve, Heether, et al., 1950
Shreve, O.D.; Heether, M.R.; Knight, H.B.; Swern,
Anal. Chem., 1950, 22, 1498. [all data]
Boeseken and Belinfante, 1926
Boeseken, J.; Belinfante, A.H.,
The Configuration of Oleic and Elaidic Acids,
Recl. Trav. Chim. Pays-Bas, 1926, 45, 914. [all data]
Ova, Koultek, et al., 2000
Ova, P.V.; Koultek, B.; Hoskovec, M.,
Practice Oriented Results on Use and Production of Neem Ingredients and Pheromones VI, H. Kleeberg and C.P.W. Zebitz, ed(s)., Druck and Graphic, Giessen, 2000, 211-218. [all data]
Koutek, Hoskovec, et al., 1994
Koutek, Bohumír; Hoskovec, Michal; Vrkocová, Pavlína; Konecný, Karel; Feltl, Ladislav,
Gas chromatographic determination of vapour pressures of pheromone-like compounds II. Alcohols,
Journal of Chromatography A, 1994, 679, 2, 307-317, https://doi.org/10.1016/0021-9673(94)80573-3
. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Farchan Laboratories, 1990
Farchan Laboratories,
Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Tret'yakov, 2008
Tret'yakov, K.V.,
Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2008. [all data]
Jerkovic, Hegic, et al., 2010
Jerkovic, I.; Hegic, G.; Marijanovic, Z.; Bubalo, D.,
Organic extractives from Mentha spp. honey and the bee-stomach: methyl syringate, vomifoliol, terpenediol I, hotrienol, and other compounds,
Molecules, 2010, 15, 4, 2911-2924, https://doi.org/10.3390/molecules15042911
. [all data]
Jerkovic, Tuberso, et al., 2010
Jerkovic, I.; Tuberso, C.I.G.; Gugic, M.; Bubalo, D.,
Composition of Sulla (Hedysarum coronarium L.) honey solvent extractives determined by GC/MS: norisoprenoids and other volatile organic compounds,
Molecules, 2010, 15, 9, 6375-6385, https://doi.org/10.3390/molecules15096375
. [all data]
Reboucas, Sant-Ana, et al., 2007
Reboucas, L.M.; Sant-Ana, A.E.G.; Griepink, F.C.,
Kovats retention indexes of mono- and di-unsaturated C18 alcohols, acetates and aldehydes found in Lepidopteran pheromone blends
in XVI International Plant Protection Congress. Congress Proceedings. Vol.2, Scottish Exhibition and Conference Centre, Glagow, Scotland, UK, 15-18 October, 2007, 2007, 590-591. [all data]
Notes
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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