Limonene

• Formula: C₁₀H₁₆
• Molecular weight: 136.2340
• IUPAC Standard InChI: InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3 Copy

  
• IUPAC Standard InChIKey: XMGQYMWWDOXHJM-UHFFFAOYSA-N Copy
• CAS Registry Number: 138-86-3
• 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.
• Species with the same structure:
  • Limonene
• Stereoisomers:
  • D-Limonene
  • Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (S)-
• Other names: Cyclohexene, 1-methyl-4-(1-methylethenyl)-; p-Mentha-1,8-diene; α-Limonene; Cajeputen; Cajeputene; Cinen; Cinene; Dipenten; Dipentene; Eulimen; Kautschin; Limonen; Nesol; p-Mentha-1,8(9)-diene; δ-1,8-Terpodiene; p-Mentha-1,8-diene, dl-; Acintene DP dipentene; Di-p-mentha-1,8-diene; DL-Limonene; Inactive limonene; 1-Methyl-4-isopropenyl-1-cyclohexene; 1,8(9)-p-Menthadiene; 4-Isopropenyl-1-methyl-1-cyclohexene; Acintene DP; Dipanol; UN 2052; Unitene; 4-Isopropenyl-1-methylcyclohexene; 1,8-p-Menthadiene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 1-Methyl-4-isopropenylcyclohexene; (.+/-.)-Limonene; Achilles dipentene; 1-methyl-4-isopropenylcyclohex-1-ene; 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; Cyclohexene, 1-methyl-4-(1-methylethynyl); Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (.+/-.)-; (.+/-.)-Dipentene; (.+/-.)-α-Limonene; Flavor orange; Goldflush II; NSC 21446; Orange flavor; PC 560; D-Limonene; (+)-limonene; (+)-(4R)-limonene; ( R/ S)-limonene; (R)-(+)-Limonene; (R)-Limonene; (±)-limonene; Limonene [4R-(+), 4S-(-)]; δ-Limonene; 1-Limonene; 1-methyl-4-isopropenylcyclohex-1-ene (limonene); (S)-(-)-Limonene; Limonene+; Dipentene limonene
• Information on this page:
  • Normal alkane RI, non-polar column, custom temperature program
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
• Options:
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Normal alkane RI, non-polar column, custom temperature program

Go To: Top, 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

References

Go To: Top, Normal alkane RI, non-polar column, custom temperature program, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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Attia, Grissa, et al., 2012
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VOC BinBase, 2012
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Cao, Li, et al., 2011
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Chaverri, Diaz, et al., 2011
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Fortes, Naves, et al., 2011
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Karimi, Farmany, et al., 2011
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Nance and Setzer, 2011
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Skogerson, Wohlgemuth, et al., 2011
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Usano-Alemany, Penalver, et al., 2011
Usano-Alemany, J.; Penalver, D.H.; Ortiz, J.C.; Lopez, B. deB.; Ruiz, O.S.; Pala-Paul, J., Ecological production of lavenders in Cuenca province (Spain). A study of yield production and quality of the essential oil, Botanica Computensis, 2011, 35, 147-152. [all data]

Vazques, Aimar, et al., 2011
Vazques, A.M.; Aimar, M.L.; Demmel, G.I.; Criado, S.G.; Ruiz, G.M.; Cantero, J.J.; Rossi, L.I.; Velasco, M.I., Determination of volatile organic compounds of Tagetes argentina Cabrera (asteraceae) using HS-SPME analysis, Boletin Latinoamericano y del Caribe Plantas Medicinales y Aromaticas, 2011, 10, 5, 463-469. [all data]

Vazquez, Demmel, et al., 2011
Vazquez, A.M.; Demmel, G.I.; Criado, S.G.; Aimar, M.L.; Cantero, J.; Rossi, L.I.; Velasco, M.I., Phytochemistry of TAgetes minuta L. (Asteraceae) from Cordoba, Argentina: comparative study between essential oil and HS-SPME analyses, Boletin Latinoamericano y del Caribe Plantas Medicinales y Aromaticas, 2011, 10, 4, 351-362. [all data]

Wang, Liu, et al., 2011
Wang, C.F.; Liu, P.; Yang, K.; Zeng, Y.; Liu, Z.L.; Du, S.S.; Deng, Z.W., Chemical composition and toxicities of essential oil of Illicium fragesil fruits against Sitophilis zeamais, African J. Biotechnol., 2011, 10, 79, 18179-18184. [all data]

Dib, Bendahou, et al., 2010
Dib, M.A.; Bendahou, M.; Bendiabdellah, A.; Djabou, N.; Allali, H.; Tabti, B.; Paolini, J.; Costa, J., Partial chemical composition and antimicrobial activity of Daucus crinitus Desf. extracts, Grasas y Aceites, 2010, 61, 3, 271-278, https://doi.org/10.3989/gya.122609 . [all data]

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Kahriman, Tosun, et al., 2010
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Custer, 2009
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Delort and Jaquier, 2009
Delort, E.; Jaquier, A., Novel terpenyl esters from Australian finger lime (Citrus australasica) peel extract, Flav. Fragr. J., 2009, 24, 3, 123-132, https://doi.org/10.1002/ffj.1922 . [all data]

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Fan, Lu, et al., 2009
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HEuskin, Godin, et al., 2009
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Huang, Qin, et al., 2009
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Mancini, Arnold, et al., 2009
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Mendes, Trindade, et al., 2009
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Mendes, Trindade, et al., 2009, 2
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Riahi, Pourbasheer, et al., 2009
Riahi, S.; Pourbasheer, E.; Ganjali, M.R.; Norouzi, P., Investigation of different linear and non-linear chemometric methods for modeling of retention index of essential oil components: Concerns to support vector mashine, J. Hazard. Mat., 2009, 166, 2-3, 853-859, https://doi.org/10.1016/j.jhazmat.2008.11.097 . [all data]

Rotsatschakul, Visesanguan, et al., 2009
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Su, Wang, et al., 2009
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Yang, Kim, et al., 2009
Yang, E.-J.; Kim, S.-S.; Oh, T.-H.; Baik, J.S.; Lee, N.H.; Hyun, C.-G., Essential oil of citrus fruit waste attenuates LPS-induced nitric oxide production and inhibits the growth of skin pathogens, Int. J. Agriculture Biol., 2009, 791-794. [all data]

Yu, Li, et al., 2009
Yu, L.-F.; Li, X.-R.; Liu, S.-Y.; Xu, G.-W.; Liang, Y.-Z., Comparative analysis of essential components between the herbal pair Radix Saposhnikoviae-Rhizoma seu Radix Notopterygii and its single herbs by GC-MS combined with a chemometric resolution method, Anal. Methods, 2009, 1, 1, 45-51, https://doi.org/10.1039/b9ay00044e . [all data]

Zellner, Amorim, et al., 2009
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Zhang and Liang, 2009
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Bastos, Ishimoto, et al., 2008
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Chen, 2008
Chen, H.-F., Quantitative prediction of gas chromatography retention indices with support vector machines, radial basis neutral networks and multiple linear regression, Anal. Chim. Acta, 2008, 609, 1, 24-36, https://doi.org/10.1016/j.aca.2008.01.003 . [all data]

Collin, Nizet, et al., 2008
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