Lindane

• Formula: C₆H₆Cl₆
• Molecular weight: 290.830
• IUPAC Standard InChI: InChI=1S/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4+,5+,6+ Copy

  
• IUPAC Standard InChIKey: JLYXXMFPNIAWKQ-GNIYUCBRSA-N Copy
• CAS Registry Number: 58-89-9
• 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:
  • Lindane
• Stereoisomers:
  • 1,2,3,4,5,6-Hexachlorocyclohexane
  • 1,2,3,4,5,6-Hexachlorocyclohexane
  • 1,2,3,4,5,6-Hexachlorocyclohexane
  • α-Lindane
  • β-Hexachlorocyclohexane
  • δ-Lindane
  • Cyclohexane, 1,2,3,4,5,6-hexachloro-
• Other names: Cyclohexane, 1,2,3,4,5,6-hexachloro-, (1α,2α,3β,4α,5α,6β)-; Cyclohexane, 1,2,3,4,5,6-hexachloro-, γ-; γ-Benzene hexachloride; γ-BHC; γ-Hexachloran; γ-Hexachlorane; γ-Hexachlorobenzene; γ-Hexachlorocyclohexane; γ-HCH; γ-Lindane; γ-1,2,3,4,5,6-Hexachlorocyclohexane; Aalindan; Aficide; Agrocide; Agrocide III; Agrocide WP; Ameisenmittel Merck; Ameisentod; Aparasin; Aphtiria; Aplidal; Arbitex; Ben-Hex; Bentox 10; Benzene hexachloride; Bexol; BBH; BHC; Celanex; Chloresene; Codechine; Detmol Extrakt; Devoran; Dol Granule; Drilltox-Spezial Aglukon; DBH; Entomoxan; ENT 7,796; Gamacid; Gammalin; Gammalin 20; Gammaterr; Gammexane; Gexane; Heclotox; Hexa; Hexachloran; Hexachlorane; Hexachlorocyclohexane; Hexatox; Hexaverm; Hexicide; Hexyclan; Hortex; HCCH; HCH; HGI; Isotox; Jacutin; Kokotine; Kwell; Lendine; Lentox; Lidenal; Lindatox; Lindex; Lindosep; Lintox; Linvur; Lorexane; Milbol 49; Mszycol; Neo-Scabicidol; Nexen FB; Nexit; Nexit Stark; Nexol E; Nicochloran; Omnitox; Ovadziak; Owadziak; Pedraczak; Pflanzol; Quellada; Sang-γ; Spritz-Rapidin; Spruehpflanzol; Streunex; Tri-6; TAP 85; 1,2,3,4,5,6-Hexachlorocyclohexane; 666; 1,2,3,4,5,6-γ-Hexachlorocyclohexane; 1,2,3,4,5,6-Hexachlorocyclohexane (γ); Hexachlorocyclohexane,γ-isomer; g-1,2,3,4,5,6-Hexachlorocyclohexane; Scabene; Benzene Hexachloride, γ; Atlas steward; Esoderm; Gamene; Gamma-Col; Lindafor; Murfume grain store smoke; Viton; BHC(γ); Cyclohexane, 1,2,3,4,5,6-hexachloro-, γ-isomer; γ-Benzohexachloride; Benhexol; Gamma-HCH; Lasochron; Kanodane; Sang-gamma; Scabecid; Gamma benzene hexachloride; Lindan; γ-HCH or γ-BHC
• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • IR Spectrum
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Henry's Law data
  • Mass spectrum (electron ionization)
• Options:
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Condensed phase thermochemistry data

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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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Phase change data

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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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of vaporization

Enthalpy of sublimation

Enthalpy of fusion

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

Gas Chromatography

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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

Kovats' RI, non-polar column, isothermal

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Kovats' RI, non-polar column, custom temperature program

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Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Normal alkane RI, non-polar column, temperature ramp

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Normal alkane RI, non-polar column, custom temperature program

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Lee's RI, non-polar column, temperature ramp

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Gas Chromatography, Notes

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

Schwabe, 1953
Schwabe, K., Zur Thermochemie des Hexachlorzyklohexans, Chem. Tech. (Amsterdam), 1953, 5, 392. [all data]

Sabbah and An, 1991
Sabbah, R.; An, X.W., Enthalpies of fusion and sublimation of γ- hexachlorocyclohexane, Thermochim. Acta, 1991, 178, 339-41. [all data]

Donnelly, Drewes, et al., 1990
Donnelly, J.R.; Drewes, L.A.; Johnson, R.L.; Munslow, W.D.; Knapp, K.K.; Sovocool, G.W., Purity and heat of fusion data for environmental standards as determined by differential scanning calorimetry, Thermochim. Acta, 1990, 167, 2, 155, https://doi.org/10.1016/0040-6031(90)80476-F . [all data]

Plato and Glasgow, 1969
Plato, C.; Glasgow, A.R., Jr., Differential scanning calorimetry as a general method for determining the purity and heat of fusion of high-purity organic chemicals. Application to 95 compounds, Anal. Chem., 1969, 41, 2, 330, https://doi.org/10.1021/ac60271a041 . [all data]

Timmermans, 1935
Timmermans, J., Researches in Stoichiometry. I. The Heat of Fusion of Organic Compounds., Bull. Soc. Chim. Belg., 1935, 44, 17-40. [all data]

Giustini, Brunetti, et al., 1998
Giustini, Antonio; Brunetti, Bruno; Piacente, Vincenzo, A Sublimation Study of Lindane, J. Chem. Eng. Data, 1998, 43, 3, 447-450, https://doi.org/10.1021/je970264+ . [all data]

Sabbah and An, 1991, 2
Sabbah, R.; An, X.W., Enthalpies of fusion and sublimation of t-hexachlorocyclohexane, Thermochim. Acta, 1991, 178, 339-341. [all data]

Hinckley, Bidleman, et al., 1990
Hinckley, Daniel A.; Bidleman, Terry F.; Foreman, William T.; Tuschall, Jack R., Determination of vapor pressures for nonpolar and semipolar organic compounds from gas chromatograhic retention data, J. Chem. Eng. Data, 1990, 35, 3, 232-237, https://doi.org/10.1021/je00061a003 . [all data]

Boehncke, Martin, et al., 1996
Boehncke, Andrea; Martin, Kerstin; Müller, Matthias G.; Cammenga, Heiko K., The Vapor Pressure of Lindane («947»-1,2,3,4,5,6-Hexachlorocyclohexane)A Comparison of Knudsen Effusion Measurements with Data from Other Techniques, J. Chem. Eng. Data, 1996, 41, 3, 543-545, https://doi.org/10.1021/je950212p . [all data]

Wania, Shiu, et al., 1994
Wania, Frank; Shiu, Wan-Ying; Mackay, Donald, Measurement of the Vapor Pressure of Several Low-Volatility Organochlorine Chemicals at Low Temperatures with a Gas Saturation Method, J. Chem. Eng. Data, 1994, 39, 3, 572-577, https://doi.org/10.1021/je00015a039 . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Jones, 1960
Jones, A.H., Sublimation Pressure Data for Organic Compounds., J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019 . [all data]

Spencer and Cliath, 1983
Spencer, W.F.; Cliath, M.M., Measurement of pesticide vapor pressures, 1983, 57-71, https://doi.org/10.1007/978-1-4612-5462-1₆ . [all data]

Spencer and Cliath, 1970
Spencer, William F.; Cliath, Mark M., Vapor density and apparent vapor pressure of lindane (.gamma.BHC), J. Agric. Food Chem., 1970, 18, 3, 529-530, https://doi.org/10.1021/jf60169a015 . [all data]

Schwabe and Legler, 1960
Schwabe, K.; Legler, C., Z. Elektrochem., 1960, 64, 902. [all data]

Balson, 1947
Balson, E.W., Studies in vapour pressure measurement, Part III.?An effusion manometer sensitive to 5 «65533» 10?6 millimetres of mercury: vapour pressure of D.D.T. and other slightly volatile substances, Trans. Faraday Soc., 1947, 43, 54, https://doi.org/10.1039/tf9474300054 . [all data]

Erdmann, Rochholz, et al., 1992
Erdmann, F.; Rochholz, G.; Schütz, H., Retention-indices on OV-1 of approximately 170 commonly used pesticides, Mikrochim. Acta, 1992, 106, 3-6, 219-226, https://doi.org/10.1007/BF01242093 . [all data]

Japp, Gill, et al., 1987
Japp, M.; Gill, R.; Osselton, M.D., Comparison of drug retention indices determined on packed, wide bore capillary and narrow bore capillary columns, J. Forensic Sci., 1987, 32, 6, 1574-1586. [all data]

Dubsky, Hána, et al., 1979
Dubsky, H.; Hána, K.; Komárková, M.; Rittich, B., Stanoveni residui chlórovanych pesticidu plynovou chromatografii, Vet. Med. (Prague), 1979, 24, 3, 493-498. [all data]

Osselton and Snelling, 1986
Osselton, M.D.; Snelling, R.D., Chromatographic Identification of Pesticides, J. Chromatogr., 1986, 368, 265-271, https://doi.org/10.1016/S0021-9673(00)91068-9 . [all data]

Ramsey, Lee, et al., 1980
Ramsey, J.D.; Lee, T.D.; Osselton, M.D.; Moffat, A.C., Gas-liquid chromatographic retention indices of 296 non-drug substances on SE-30 or OV-1 likely to be encountered in toxicological analyses, J. Chromatogr., 1980, 184, 2, 185-206, https://doi.org/10.1016/S0021-9673(00)85641-1 . [all data]

de Paoli, Taccheo-Barbina, et al., 1991
de Paoli, M.; Taccheo-Barbina, M.; Bontempelli, G., Gas chromatographic system for the identification of halogenated pesticides by retention indices using n-alkanes as standards, J. Chromatogr., 1991, 547, 355-365, https://doi.org/10.1016/S0021-9673(01)88659-3 . [all data]

Podmaniczky, Szepesy, et al., 1986
Podmaniczky, L.; Szepesy, L.; Lakszner, K.; Schomburg, G., Determination of Retention Indices in LPTGC, Chromatographia, 1986, 21, 7, 387-391, https://doi.org/10.1007/BF02346137 . [all data]

Zenkevich, Eliseenkov, et al., 2009
Zenkevich, I.G.; Eliseenkov, E.V.; Kasatochkin, A.N., Chromatographic Identification of Cyclohexane Chlorination Products by an Additive Scheme for the Prediction of Retention Indices, Chromatographia, 2009, 70, 5/6, 839-849, https://doi.org/10.1365/s10337-009-1213-x . [all data]

Murayama, Mukai, et al., 2000
Murayama, H.; Mukai, H.; Mitobe, H.; Moriyama, N., Simple method for determining trace pesticides in air using extraction disks, Anal. Sci., 2000, 16, 3, 257-263, retrieved from http://wwwsoc.nii.ac.;p/jsac/analsci/pdfs/a16₀257.pdf, https://doi.org/10.2116/analsci.16.257 . [all data]

Marozzi, Gambaro, et al., 1982
Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F., Use of the retention index in gas chromatographic studies of drugs, J. Anal. Toxicol., 1982, 6, 4, 185-192, https://doi.org/10.1093/jat/6.4.185 . [all data]

Department of Food Safety and Welfare, 2006
Department of Food Safety, Ministry of Health; Welfare, Analytical methods for residual compositional substances of agricultural chemicals, feed aadditives, and veterinary drugs in foods, 2006, retrieved from http://www.mhlw.go.jp/english/topics/foodsafety/positivelist060228/de/060526-1a.pdf. [all data]

Waggott and Davies, 1984
Waggott, A.; Davies, I.W., Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]

Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1 . [all data]

Vrana, Paschke, et al., 2005
Vrana, B.; Paschke, H.; Paschke, A.; Popp, P.; Schuurmann, G., Performance of semipermeable membrane devices for sampling of organic contaminants in groun water, J. Envirom. Monit., 2005, 7, 5, 500-508, https://doi.org/10.1039/b411645c . [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Gas Chromatography, References

• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions
  ΔvapH	Enthalpy of vaporization

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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