2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (Z,Z)-,

Formula: C₁₅H₂₆O
Molecular weight: 222.3663
IUPAC Standard InChI: InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9-,15-11-
IUPAC Standard InChIKey: CRDAMVZIKSXKFV-FBXUGWQNSA-N
CAS Registry Number: 16106-95-9
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:
- 2(Z),6(Z)-Farnesol
Stereoisomers:
Other names: cis,cis-Farnesol; (Z,Z)-Farnesol; (2Z,6Z)-Farnesol; Farnesol (Z,Z)
Information on this page:
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Gas Chromatography

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, temperature ramp

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1720.7	Ament K., Kant M.R., et al., 2004	30. m/0.25 mm/0.25 μm, He, 8. K/min, 230. C @ 4. min; T_start: 40. C
Capillary	HP-5MS	1713.	Salido, Altarejos, et al., 2002	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 50. C; T_end: 250. C
Capillary	DB-5	1713.	Adams, 2000	30. m/0.26 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 240. C

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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1713.	Adams, 1998	30. m/0.26 mm/0.25 μm; Program: not specified

Kovats' RI, polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Carbowax 20M	2275.	Mallavarapu, Rao, et al., 1998	N2, 5. K/min; Column length: 25. m; Column diameter: 0.5 mm; T_start: 60. C; T_end: 200. C

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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1708.	Dob, Dahmane, et al., 2006	30. m/0.32 mm/0.25 μm, N2, 60. C @ 3. min, 3. K/min, 240. C @ 5. min
Capillary	HP-5MS	1713.	Pino, Mesa, et al., 2005	30. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 4. K/min, 250. C @ 20. min
Capillary	DB-5	1722.	Javidnia, Miri, et al., 2004	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 260. C
Capillary	DB-5	1718.	bin Ahmad and bin Jantan, 2003	25. m/0.25 mm/0.25 μm, N2, 75. C @ 10. min, 3. K/min, 210. C @ 1. min
Capillary	DB-5	1713.	bin Jantan, Yassin, et al., 2003	30. m/0.25 mm/0.25 μm, N2, 75. C @ 10. min, 3. K/min; T_end: 230. C
Capillary	HP-5	1713.	Skaltsa, Demetzos, et al., 2003	30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min; T_end: 280. C
Capillary	Methyl Silicone	1664.	Sumathykutty, Rao, et al., 1999	50. m/0.25 mm/0.17 μm, N2, 2. K/min; T_start: 80. C; T_end: 200. C

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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	SE-52	1718.	Bruni, Pellati, et al., 2005	30. m/0.32 mm/0.15 μm, He; Program: 45C => 1C/min => 100C => 5C/min => 250C(10min)

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-5 MS	1728.	Pripdeevech and Saansoomchai, 2013	30. m/0.25 mm/0.25 μm, Helium, 3. K/min; T_start: 60. C; T_end: 230. C
Capillary	Polydimethyl siloxane with 5 % Ph	1693.	Priya, Prathapan, et al., 2012	Helium, 5. K/min, 200. C @ 25. min; Column length: 30. m; T_start: 80. C
Capillary	HP-5MS	1712.	Ferhat, Tigrine-Kordjani, et al., 2007	30. m/0.25 mm/0.25 μm, He, 60. C @ 8. min, 2. K/min, 250. C @ 15. min
Capillary	DB-5	1702.	Miyazawa and Tamura, 2007	30. m/0.25 mm/0.25 μm, He, 2. K/min; T_start: 60. C; T_end: 240. C
Capillary	CP Sil 5 CB	1688.	Lis and Milczarek, 2006	30. m/0.32 mm/0.25 μm, N2, 4. K/min; T_start: 50. C; T_end: 300. C
Capillary	5 % Phenyl methyl siloxane	1682.	Marongiu, Piras, et al., 2006	30. m/0.25 mm/0.25 μm, Helium, 3. K/min, 280. C @ 30. min; T_start: 60. C
Capillary	PE-5	1715.	Pandey-Rai S., Mallavarapu G.R., et al., 2006	50. m/0.32 mm/0.25 μm, He, 100. C @ 1. min, 3. K/min; T_end: 280. C
Capillary	DB-5	1723.	Sabulal, Dan, et al., 2006	30. m/0.25 mm/0.25 μm, He, 5. K/min; T_start: 60. C; T_end: 260. C
Capillary	HP-5 MS	1712.	Tigrine-Kordiani, Meklati, et al., 2006	30. m/0.25 mm/0.25 μm, Helium, 60. C @ 8. min, 2. K/min, 250. C @ 15. min
Capillary	DB-5	1683.	Tzakou and Constantinidis, 2005	30. m/0.32 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 280. C
Capillary	RTX-1	1690.	Lis, Boczek, et al., 2004	30. m/0.32 mm/0.25 μm, N2, 4. K/min; T_start: 60. C; T_end: 300. C
Capillary	DB-5	1714.	Woerdenbag, Windono, et al., 2004	30. m/0.249 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 300. C
Capillary	Cross-Linked Methylsilicone	1693.	Velasco-Negueruela, Pérez-Alonso, et al., 2003	25. m/0.2 mm/0.33 μm, He, 4. K/min; T_start: 70. C; T_end: 250. C
Capillary	OV-101	1693.	Menon, Chacko, et al., 1999	N2, 1. K/min, 200. C @ 20. min; Column length: 50. m; Column diameter: 0.2 mm; T_start: 80. C
Capillary	DB-5	1717.	Sohounhloue, Dangou, et al., 1996	40. C @ 2. min, 2. K/min, 210. C @ 33. min; Column length: 30. m; Column diameter: 0.25 mm

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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	SLB-5 MS	1716.	Mondello, 2012	30. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	SLB-5 MS	1722.	Mondello, 2012	30. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	DB-1	1672.	Mendes, Trindade, et al., 2009	30. m/0.25 mm/0.25 μm, Hydrogen; Program: 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min)
Capillary	DB-5	1697.	Srivastava, Mallavarapu, et al., 2006	30. m/0.32 mm/0.25 μm, He; Program: 60C => 2C/min => 100C => 3C/min => 160C => 5C/min => 280C
Capillary	DB-5	1709.	Srivastava, Mallavarapu, et al., 2006	30. m/0.32 mm/0.25 μm, He; Program: 60C => 2C/min => 100C => 3C/min => 160C => 5C/min => 280C
Capillary	BPX-5	1713.	Koutsoudaki, Krsek, et al., 2005	30. m/0.32 mm/0.5 μm, He; Program: 60C(1min) => 3.5C/min => 180C => 20C/min => 280C(2min)
Capillary	CP Sil 8 CB	1718.	Judpentienë and Mockutë, 2004	He; Column length: 50. m; Column diameter: 0.32 mm; Program: 60C(2min) => 5C/min => 160C (1min) => 10C/min => 250C (2min)
Capillary	SE-30	1692.	Vinogradov, 2004	Program: not specified
Capillary	Polydimethyl siloxanes	1692.	Zenkevich, 1997	Program: not specified

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Carbowax 20M	2335.	Vinogradov, 2004	Program: not specified
Capillary	Innowax	2287.	Baser, Nuriddinov, et al., 2002	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C
Capillary	HP-Innowax	2287.	Baser, Demirci, et al., 2001	60. m/0.25 mm/0.25 μm, He; Program: 60 0C (10 min) 10 K/min -> 220 0C (10 min) 1K/min -> 240 0C
Capillary	Innowax	2287.	Özcan, Akgül, et al., 2001	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 200C(10min) => 1C/min => 240C
Capillary	HP-Innowax FSC	2287.	Kamariah, Lim, et al., 1999	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C(20min)

References

Go To: Top, Gas Chromatography, Notes

Ament K., Kant M.R., et al., 2004
Ament K.; Kant M.R.; Sabelis M.W.; Haring M.A.; Schuurink R.C., Differential timing of spider mite-induced direct and indirect defenses in tomato plants, Plant Physiol., 2004, 135, 1, 483-495, https://doi.org/10.1104/pp.103.038315 . [all data]

Salido, Altarejos, et al., 2002
Salido, S.; Altarejos, J.; Nogueras, M.; Sánchez, A.; Pannecouque, C.; Witvrouw, M.; De Clercq, E., Chemical studies of essential oils of Juniperus oxycedrus ssp. badia, J. Ethnopharmacol., 2002, 81, 1, 129-134, https://doi.org/10.1016/S0378-8741(02)00045-4 . [all data]

Adams, 2000
Adams, R.P., Systematics of Juniperus section Juniperus based on leaf essential oils and random amplified polymorphic DNAs (RAPDs), Biochem. Syst. Ecol., 2000, 28, 6, 515-528, https://doi.org/10.1016/S0305-1978(99)00089-7 . [all data]

Adams, 1998
Adams, R.P., The essential oils and chemotaxonomy of Juniperus sect. Juniperus, Biochem. Syst. Ecol., 1998, 26, 6, 637-645, https://doi.org/10.1016/S0305-1978(98)00020-9 . [all data]

Mallavarapu, Rao, et al., 1998
Mallavarapu, G.R.; Rao, B.R.R.; Kaul, P.N.; Ramesh, S.; Bhattacharya, A.K., Volatile constituents of the essential oils of the seeds and the herb of palmarosa (Cymbopogon martinii (Roxb.) Wats. var. motia Burk.), Flavour Fragr. J., 1998, 13, 3, 167-169, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<167::AID-FFJ719>3.0.CO;2-B . [all data]

Dob, Dahmane, et al., 2006
Dob, T.; Dahmane, D.; Chelghoum, C., Essential oil composition of Juniperus oxycedrus growing in Algeria, Pharm. Biol., 2006, 44, 1, 1-6, https://doi.org/10.1080/13880200500530922 . [all data]

Pino, Mesa, et al., 2005
Pino, J.A.; Mesa, J.; Muñoz, Y.; Martí, M.P.; Marbot, R., Volatile components from mango (Mangifera indica L.) cultivars, J. Agric. Food Chem., 2005, 53, 6, 2213-2223, https://doi.org/10.1021/jf0402633 . [all data]

Javidnia, Miri, et al., 2004
Javidnia, K.; Miri, R.; Sadeghpour, H., Composition of the volatile oil of Achillea wilhelmsii C. Koch from Iran, DARU, 2004, 12, 2, 63-66, retrieved from http://www1.tums.ac.ir/daru/. [all data]

bin Ahmad and bin Jantan, 2003
bin Ahmad, F.; bin Jantan, I., Chemical constituents of the essential oils of Goniothalamus uvariodes King, Flavour Fragr. J., 2003, 18, 2, 128-130, https://doi.org/10.1002/ffj.1142 . [all data]

bin Jantan, Yassin, et al., 2003
bin Jantan, I.; Yassin, M.S.M.; Chin, C.B.; Chen, L.L.; Sim. N.L., Antifungal activity of the essential oils of nine Zingiberaceae species, Pharm. Biol., 2003, 41, 5, 392-397, https://doi.org/10.1076/phbi.41.5.392.15941 . [all data]

Skaltsa, Demetzos, et al., 2003
Skaltsa, H.D.; Demetzos, C.; Lazari, D.; Sokovic, M., Essential oil analysis and antimicrobial activity of eight Stachys species from Greece, Phytochemistry, 2003, 64, 3, 743-752, https://doi.org/10.1016/S0031-9422(03)00386-8 . [all data]

Sumathykutty, Rao, et al., 1999
Sumathykutty, M.A.; Rao, J.M.; Padmakumari, K.P.; Narayanan, C.S., Essential oil constituents of some Piper species, Flavour Fragr. J., 1999, 14, 5, 279-282, https://doi.org/10.1002/(SICI)1099-1026(199909/10)14:5<279::AID-FFJ821>3.0.CO;2-0 . [all data]

Bruni, Pellati, et al., 2005
Bruni, R.; Pellati, F.; Grazia Bellardi, M.; Benvenuti, S.; Paltrinieri, S.; Bertaccini, A.; Bianchi, A., Herbal drug quality and phytochemical composition of Hypericum perforatum L. affected by ash yellows phytoplasma infection, J. Agric. Food Chem., 2005, 53, 4, 964-968, https://doi.org/10.1021/jf0487654 . [all data]

Pripdeevech and Saansoomchai, 2013
Pripdeevech, P.; Saansoomchai, J., Antibacterial activity and chemical composition of essential oil and various extracts of Fagraea fragrans Roxb. flowers, Chiang Mai J. Sci., 2013, 40, 2, 214-223. [all data]

Priya, Prathapan, et al., 2012
Priya, R.; Prathapan, A.; Raghu, K.G.; Menon, A.N., Chemical composition and in vitro antioxidative potential of essential oil isolated from Curcuma longa L. leaves, Asian Pacific Journal of Tropical Biomedicine, 2012, 2, 2, s695-s699, https://doi.org/10.1016/S2221-1691(12)60298-6 . [all data]

Ferhat, Tigrine-Kordjani, et al., 2007
Ferhat, M.A.; Tigrine-Kordjani, N.; Chemat, S.; Meklati, B.Y.; Chemat, F., Rapid Extraction of Volatile Compounds Using a New Simultaneous Microwave Distillation: Solvent Extraction Device, Chromatographia, 2007, 65, 3-4, 217-222, https://doi.org/10.1365/s10337-006-0130-5 . [all data]

Miyazawa and Tamura, 2007
Miyazawa, M.; Tamura, N., Components of the essential oil from sprouts of Polygonum hydropiper L. ('Benitade'), Flavour Fragr. J., 2007, 22, 3, 188-190, https://doi.org/10.1002/ffj.1779 . [all data]

Lis and Milczarek, 2006
Lis, A.; Milczarek, J., Chemical composition of the essential oils from fruits, leaves and flowers of Phellodendron sachalinense (Fr. Schmidt) Sarg., Flavour Fragr. J., 2006, 21, 4, 683-686, https://doi.org/10.1002/ffj.1662 . [all data]

Marongiu, Piras, et al., 2006
Marongiu, B.; Piras, A.; Porcedda, S.; Tuveri, E.; Maxia, A., Isolation of Seseli bocconi Guss. volatile oil by supercritical carbon dioxide extraction, Natural Product Research, 2006, 20, 9, 820-826, https://doi.org/10.1080/14786410500364684 . [all data]

Pandey-Rai S., Mallavarapu G.R., et al., 2006
Pandey-Rai S.; Mallavarapu G.R.; Naqvi A.A.; Yadav A.; Rai S.K.; Srivastava S.; Singh D.; Mishra R.; Kumar S., Volatile components of leaves and flowers of periwinkle Catharanthus roseus (L.) G. Don from New Delhi, Flavour Fragr. J., 2006, 21, 3, 427-430, https://doi.org/10.1002/ffj.1606 . [all data]

Sabulal, Dan, et al., 2006
Sabulal, B.; Dan, M.; Anil, J.J.; Kurup, R.; Pradeep, N.S.; Valsamma, R.K.; George, V., Caryophyllene-rich rhizome oil of Zingiber nimmonii from South India: Chemical characterization and antimicrobial activity, Phytochemistry, 2006, 67, 22, 2469-2473, https://doi.org/10.1016/j.phytochem.2006.08.003 . [all data]

Tigrine-Kordiani, Meklati, et al., 2006
Tigrine-Kordiani, N.; Meklati, B.Y.; Chemat, F., Abalysis by gas chromatography - mass spectrometry of the essential oil of Zygophyllum album L., an aromatic and medicinal plant growing in Algeria, Int. J. Aromatherapy, 2006, 16, 3-4, 187-191, https://doi.org/10.1016/j.ijat.2006.09.008 . [all data]

Tzakou and Constantinidis, 2005
Tzakou, O.; Constantinidis, T., Chemotaxonomic significance of volatile compounds in Thymus samius and its related species Thymus atticus and Thymus parnassicus, Biochem. Syst. Ecol., 2005, 33, 11, 1131-1140, https://doi.org/10.1016/j.bse.2005.03.008 . [all data]

Lis, Boczek, et al., 2004
Lis, A.; Boczek, E.; Góra, J., Chemical composition of the essential oils from fruits, leaves and flowers of the Amur cork tree (Phellodendron amurense Rupr.), Flavour Fragr. J., 2004, 19, 6, 549-553, https://doi.org/10.1002/ffj.1349 . [all data]

Woerdenbag, Windono, et al., 2004
Woerdenbag, H.J.; Windono, T.; Bos, R.; Riswan, S.; Quax, W.J., Composition of the essential oils of Kaempferia rotunda L. and Kaempferia angustifolia Roscoe rhizomes from Indonesia, Flavour Fragr. J., 2004, 19, 2, 145-148, https://doi.org/10.1002/ffj.1284 . [all data]

Velasco-Negueruela, Pérez-Alonso, et al., 2003
Velasco-Negueruela, A.; Pérez-Alonso, M.J.; Pérez de Paz, P.L.; Palá-Paúl, J.; Sanz, J., Analysis by gas chromatography-mass spectrometry of the essential oil from the aerial parts of Pimpinella junoniae Ceb. Ort., gathered in La Gomera, Canary Islands, Spain, J. Chromatogr. A, 2003, 1011, 1-2, 241-244, https://doi.org/10.1016/S0021-9673(03)01082-3 . [all data]

Menon, Chacko, et al., 1999
Menon, A.N.; Chacko, S.; Narayanan, C.S., Free and glycosidically bound volatiles of cardamom (Eletteria cardamomum Maton var. miniscula Burkill), Flavour Fragr. J., 1999, 14, 1, 65-68, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<65::AID-FFJ789>3.0.CO;2-A . [all data]

Sohounhloue, Dangou, et al., 1996
Sohounhloue, D.K.; Dangou, J.; Gnomhossou, B.; Garneau, F.-X.; Gagnon, H.; Jean, F.-I., Leaf oils of three Eucalyptus species from Benin: E. torelliana F. Muell., E. citriodora Hook. and E. tereticornis Smith, J. Essent. Oil Res., 1996, 8, 1, 111-113, https://doi.org/10.1080/10412905.1996.9700571 . [all data]

Mondello, 2012
Mondello, L., HS-SPME-GCxGC-MS analysis of Yerba Mate (Ilex paraguariensis) in Shimadzu GC-GC application compendium of comprehensive 2D GC, Vol. 1-5, Shimadzu Corp., 2012, 1-29. [all data]

Mendes, Trindade, et al., 2009
Mendes, M.D.; Trindade, H.; Figueiredo, A.C.; Pedro, L.G.; Barroso, J.G., Chaerophyllum azoricun Trel. grown in the Azores archipelago, Portugal: evaluation of the genetic diversity using molecular markers and comparison with volatile oils profiles, Flavour Fragr. J., 2009, 24, 5, 259-265, https://doi.org/10.1002/ffj.1939 . [all data]

Srivastava, Mallavarapu, et al., 2006
Srivastava, S.; Mallavarapu, G.R.; Rai, S.K.; Singh, D.; Mishra, R.; Pandey-Rai, S.; Kumar, S., Composition of the essential oils of the leaves and flowers of Rhus mysurensis Heyne ex Wight Arn growing in the Aravalli mountain range at New Delhi, Flavour Fragr. J., 2006, 21, 2, 228-229, https://doi.org/10.1002/ffj.1561 . [all data]

Koutsoudaki, Krsek, et al., 2005
Koutsoudaki, C.; Krsek, M.; Rodger, A., Chemical composition and antibacterial activity of the essential oil and the gum of pistacia lentiscus Var. chia, J. Agric. Food Chem., 2005, 53, 20, 7681-7685, https://doi.org/10.1021/jf050639s . [all data]

Judpentienë and Mockutë, 2004
Judpentienë, A.; Mockutë, D., Chemical composition of essential oils produced by pink flower inflorescences of wild Achillea millefolium L., Chemija, 2004, 15, 28-32. [all data]

Vinogradov, 2004
Vinogradov, B.A., Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]

Zenkevich, 1997
Zenkevich, I.G., Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Spectral Identificaiton. Oxsigenated derivatives of Mono- and Sesquiterpene Hydrocarbons, Rastit, Resursy (Rus.), 1997, 33, 1, 16-28. [all data]

Baser, Nuriddinov, et al., 2002
Baser, K.H.C.; Nuriddinov, H.R.; Ozek, T.; Demirci, A.B.; Azcan, N.; Nigmatullaev, A.M., Essential oil of Arischrada korolkowii from the Chatkal mountains of Uzbekistan, Chem. Nat. Compd. (Engl. Transl.), 2002, 38, 1, 51-53, https://doi.org/10.1023/A:1015729731464 . [all data]

Baser, Demirci, et al., 2001
Baser, K.H.C.; Demirci, B.; Tabanca, N.; Özek, T.; Gören, N., Composition of the essential oils of Tanacetum armenum (DC.) Schultz Bip., T. balsamita L., T. chiliophyllum (Fisch. Mey.) Schultz Bip. var. chiliophyllum and T. haradjani (Rech. fil.) Grierson and the enantiomeric distribution of camphor and carvone, Flavour Fragr. J., 2001, 16, 3, 195-200, https://doi.org/10.1002/ffj.977 . [all data]

Özcan, Akgül, et al., 2001
Özcan, M.; Akgül, A.; Bascr, K.H.C.; Özck, T.; Tabanca, N., Essential oil composition of sea fennel (Crithmum maritimum) form Turkey, Nahrung/Food, 2001, 45, 5, 353-356, https://doi.org/10.1002/1521-3803(20011001)45:5<353::AID-FOOD353>3.0.CO;2-4 . [all data]

Kamariah, Lim, et al., 1999
Kamariah, A.S.; Lim, L.B.L.; Baser, K.H.C.; Ozek, T.; Demirci, B., Composition of the essential oil of Plumeria obtusa L., Flavour Fragr. J., 1999, 14, 4, 237-240, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<237::AID-FFJ817>3.0.CO;2-Y . [all data]

Notes

Go To: Top, Gas Chromatography, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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