2-Furanmethanol, 5-ethenyltetrahydro-α,α,5-trimethyl-, cis-
- Formula: C10H18O2
- Molecular weight: 170.2487
- IUPAC Standard InChIKey: BRHDDEIRQPDPMG-UHFFFAOYSA-N
- CAS Registry Number: 5989-33-3
- 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:
- Stereoisomers:
- Linalool oxide
- trans-Linalool oxide (furanoid)
- Linalol oxide furanoid B
- linalyloxide trans (II)
- Linalool Z-furanic oxide
- trans-Linalol oxide (furan isomer)
- Linalool oxide 2
- Linalool oxide-I (furanoid)
- trans-Linalool oxide (furanoid)
- cis-furan Linalool oxide
- trans-furan Linalool oxide
- cis-Linalool oxide (furan)
- trans-α,α,5-Trimethyl-5-ethenyltetrahydro-2-furanmethanol
- (E)-Furan linalool oxide
- (Z)-Furan linalool oxide
- cis-Linalool oxide I
- trans-Linalool oxide I
- (Z)-Linalool oxide (furanoid)
- cis-Linalool oxde, furanoid
- trans-Linanool oxide
- Other names: cis-Linalool oxide; Linalool oxide; cis-Furan linalool oxide; Furfuryl alcohol, tetrahydro-α,α,5-trimethyl-5-vinyl-, cis-; cis-Linalyl oxide; cis-5-Ethenyltetrahydro-α,α,5-Trimethyl-2-furanmethanol; Linalool oxide B; Linalyl oxide; Linalool oxide, cis; Linalool oxide, (Z)-; 5-Ethenyltetrahydro-α,α,5-trimethyl-cis-2-furanmethanol; cis-Furanic linalool oxid; cis-Linalol furanoxide; cis-Linalol oxide (furan isomer); cis-Linalool-3,6-oxide; cis-Linalool furan oxide; cis-Linalool oxide furan; cis-Linalool oxide (furanoid); cis-Linalool oxide (furanoid form); cis-Linalool oxide (furan type); cis-Linalool oxide (furanyl ring); cis-Linalyl oxide (furanoid); Linalool oxide B ((Z)-furanoid); Linalool oxide (cis-furanoid); Linalool oxide I (cis, furanoid); Z-2-Ethenyltetrahydro-α,α,5-trimethyl-furanmethanol; (Z)-Furan linalool oxide; Z-Furanoid linalool oxide; (Z)-Linalool furanoxide; (Z)-Linalool oxide (furanoid); (Z)-Linalool oxide B; Z-linalool oxide (furan); (Z)-Linalool oxyde (furanoid); 2-Furanmethanol, 5-ethenyltetrahydro-α,α,5-trimethyl-, (2R,5S)-rel-; cis-2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran; 2-((2R,5S)-5-Methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol; (Z)-Linalool oxide; cis-Linalool oxide THF; (Z)-Linalol furanoxide; (Z)-Linalol oxide (furanoid); Linalool oxide (cic-furanoid); linalool oxide (cis-THF); linalyloxide cis (I); Linalol oxide furanoid A; Linalool cis-furanoid; Linalool oxide furanoside II; c-linalool oxide; linalool oxide B (cis-THF); cis-5-Trimethyl-2-furanmethanol; 5-ethenyltetrahydro-α,α,5-trimethyl-cis-2-furanmethanol (linalool oxide); cis-α,α,5-trimethyl-5-vinyltetrahydrofuran-2-methanol
- Information on this page:
- Other data available:
- Options:
Normal alkane RI, 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
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-Wax | CP-Wax 52 CB | Supelcowax 10 | Supelcowax 10 | DB-Wax Etr |
Column length (m) | 30. | 50. | 50. | 50. | 60. |
Carrier gas | Helium | Helium | Helium | Helium | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.29 | 0.25 | 0.25 | 0.5 |
Program | not specified | 33 0C (1 min) 2 0C/min -> 130 0C 10 0C/min -> 220 0C | 45 0C (15 min) 3 0C/min -> 75 0C 5 0C/min -> 180 0C (10 min) | 45 0C (15 min) 3 0C/min -> 75 0C 5 0C/min -> 180 0C (10 min) | 40C(3min) => 10C/min => 90C => 2C/min => 230C (37min) |
I | 1427. | 1416. | 1448. | 1448. | 1447. |
Reference | Zhao, Xu, et al., 2009 | Kaack and Christensen, 2008 | Soria, Martinez-Castro, et al., 2008 | Soria, Martinez-Castro, et al., 2008 | Loskos, Hernandez-Orte, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | BP-20 | DB-Wax | HP-Innowax | HP-Innowax FSC | Carbowax 20M |
Column length (m) | 30. | 30. | 60. | 60. | |
Carrier gas | He | He | Nitrogen | N2 | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 50C(1min) => 2.5C/min => 100C => 2C/min => 180C => 15C/min => 220C | 50 0C (2 min) 6 0C/min -> 150 0C 8 0C/min -> 230 0C (15 min) | 50 0C (4 min) -> 40 0C 4 0C/min -> 220 0C | 60C(10min) => 4C/min => 220C => (10min) => 1C/min => 240C | not specified |
I | 1466. | 1465. | 1418. | 1478. | 1420. |
Reference | Pontes, Marques, et al., 2007 | Tian, Zhang, et al., 2007 | Quijano and Pino, 2006 | Tabanca, Demirci, et al., 2006 | Editorial paper, 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | Carbowax 20M | Innowax FSC | HP-Innowax FSC | HP-Innowax FSC | HP-Innowax FSC |
Column length (m) | 60. | 60. | 60. | 60. | |
Carrier gas | He | He | N2 | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | not specified | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C |
I | 1432. | 1478. | 1478. | 1478. | 1478. |
Reference | Editorial paper, 2005 | Kosar, Özek, et al., 2005 | Viljoen, Subramoney, et al., 2005 | Demirci, Paper, et al., 2004 | Kivcak, Akay, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | Carbowax 20M | Innowax FSC | HP-Innowax FSC | HP-Innowax | HP Innowax FSP |
Column length (m) | 60. | 60. | 30. | 60. | |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.5 | 0.25 | |
Program | not specified | 60C(10min) => 4C/min => 220C (10min) => 1C/min => 240C | 60C (10min) => 4C/min => 220C (10min) => 1C/min => 240C | 50C(4min) => 10C/min => 230C(10min) => 10C/min => 250C | 60C(10min) => 4C/min => 220C (10min) => 1C/min => 240C |
I | 1438. | 1478. | 1478. | 1448. | 1478. |
Reference | Vinogradov, 2004 | Baser, Demirci, et al., 2003 | Demirci, Baser, et al., 2003 | Piasenzotto, Gracco, et al., 2003 | Tasdemir, Demirci, et al., 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-Innowax | HP-Innowax FSC | Supelcowax-10 | HP-Innowax | HP-Innowax FSC |
Column length (m) | 60. | 60. | 60. | 60. | 60. |
Carrier gas | He | N2 | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Program | 60 0C (10 min) 4 K/min -> 220 0C (10 min) 1 K/min -> 240 0C | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C | 40C (7min) => 4C/min => 150C => 8C/min => 240C (10min) | 60 0C (10 min) 10 K/min -> 220 0C (10 min) 1K/min -> 240 0C | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C |
I | 1478. | 1478. | 1470. | 1478. | 1478. |
Reference | Baser, Demirci, et al., 2002 | Hüsnü Can Baser, Demirci, et al., 2002 | Kim and Lee, 2002 | Baser, Demirci, et al., 2001 | Kaya, Demirci, et al., 2001 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | Innowax FSC | DB-Wax | HP-Innowax | HP-Innowax FSC | Carbowax 20M |
Column length (m) | 60. | 30. | 60. | 60. | |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.5 | 0.25 | 0.25 | |
Program | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C | 30C => 70C/min => 60C (3min) => 3C/min => 245C (20min) | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C | 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C(20min) | not specified |
I | 1478. | 1473. | 1478. | 1479. | 1428. |
Reference | Saglam, Gozler, et al., 2001 | Schneider, Razungles, et al., 2001 | Tabanca, Kirimer, et al., 2001 | Kamariah, Lim, et al., 1999 | Vernin, Lageot, et al., 1998 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | Carbowax 20M | CP-Wax 52CB | CP-Wax 52 CB | NB-351 | Polyethylene Glycol |
Column length (m) | 25. | 30. | 25. | ||
Carrier gas | H2 | H2 | |||
Substrate | |||||
Column diameter (mm) | 0.3 | 0.32 | 0.32 | ||
Phase thickness (μm) | 1.2 | 0.2 | |||
Program | not specified | 60C(3min) => 2C/min => 220C => 3C/min => 245C | 60 0C 2 0C/min -> 220 0C 3 0C/min -> 245 0C | 40C(5min) => 4C/min => 150C => 8C/min => 240C(12min) | not specified |
I | 1440. | 1476. | 1476. | 1435. | 1423. |
Reference | Vernin, Lageot, et al., 1998 | López-Tamames, Carro-Mariño, et al., 1997 | Carro Marino, López Tamames, et al., 1995 | Kerrola and Kallio, 1993 | MacLeod and Pieris, 1981 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, 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.
Zhao, Xu, et al., 2009
Zhao, Y.; Xu, Y.; Li, J.; Fan, W.; Jiang, W.,
Profile of volatile compounds in 11 brandies by headspace solid-phase microextraction followed by gas chromatography-mass spectrometry,
J. Food. Sci., 2009, 74, 2, c90-c99, https://doi.org/10.1111/j.1750-3841.2008.01029.x
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Kaack and Christensen, 2008
Kaack, K.; Christensen, L.P.,
Effect of packing materials and storage time on volatile compounds in tea processes from flowers of black elder (Sambucus nigra L.),
Eur. Food Res. Technol., 2008, 227, 4, 1259-1273, https://doi.org/10.1007/s00217-008-0844-8
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Soria, Martinez-Castro, et al., 2008
Soria, A.C.; Martinez-Castro, I.; Sanz, J.,
Some aspects of dynamic headspace analysis of volatile components in honey,
Foog Res. International, 2008, 41, 8, 838-848, https://doi.org/10.1016/j.foodres.2008.07.010
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Loskos, Hernandez-Orte, et al., 2007
Loskos, N.; Hernandez-Orte, P.; Cacho, J.; Ferreira, V.,
Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions,
J. Agric. Food Chem., 2007, 55, 16, 6674-6684, https://doi.org/10.1021/jf0702343
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Pontes, Marques, et al., 2007
Pontes, M.; Marques, J.C.; Camara, J.S.,
Screening of volatile composition from Portuguese multifloral honeys using headspace solid-phase microextraction-gas chromatography-quadrupole mass spectrometry,
Talanta, 2007, 74, 1, 91-103, https://doi.org/10.1016/j.talanta.2007.05.037
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Tian, Zhang, et al., 2007
Tian, Y.; Zhang, X.; Huang, T.; Zou, K.; Zhou, J.,
Research advances on the essential oils from leaves of Eucalyptus,
Food Fermentation Ind. (Chinese), 2007, 33, 10, 143-147. [all data]
Quijano and Pino, 2006
Quijano, C.E.; Pino, J.A.,
Changes in volatile constituents during the ripening of cocona (Solanum sessiliflorum Dunal) fruit,
Revista CENIC Ciencias Quimicas, 2006, 37, 3, 133-136. [all data]
Tabanca, Demirci, et al., 2006
Tabanca, N.; Demirci, B.; Can Baser, K.H.; Aytac, Z.; Ekici, M.; Khan, S.I.; Jacob, M.R.; Wedge, D.E.,
Chemical Composition and Antifungal Activity of Salvia macrochlamys and Salvia recognita Essential Oils,
J. Agric. Food Chem., 2006, 54, 18, 6593-6597, https://doi.org/10.1021/jf0608773
. [all data]
Editorial paper, 2005
Editorial paper,
Solid Phase Microextraction (SPME) Application Guide,
The Reporter Europe (Supelco), 2005, 16, 5, 12-12. [all data]
Kosar, Özek, et al., 2005
Kosar, M.; Özek, T.; Göger, F.; Kürkcüoglu, M.; Hüsnü Can Baser, K.,
Comparison of Microwave-Assisted Hydrodistillation and Hydrodistillation Methods for the Analysis of Volatile Secondary Metabolites,
Pharm. Biol., 2005, 43, 6, 491-495, https://doi.org/10.1080/13880200500220136
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Viljoen, Subramoney, et al., 2005
Viljoen, A.M.; Subramoney, S.; van Vuuren, S.F.; Baser, K.H.C.; Demirci, B.,
The composition, geographical variation and antimicrobial activity of Lippia javanica (Verbenaceae) leaf essential oils,
J. Ethnopharmacol., 2005, 96, 1-2, 271-277, https://doi.org/10.1016/j.jep.2004.09.017
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Demirci, Paper, et al., 2004
Demirci, F.; Paper, D.H.; Demirci, F.; Hüsnü Can Baser, K.; Franz, G.,
Essential oil of Betula pendula Roth. buds,
eCAM, 2004, 1, 3, 301-303. [all data]
Kivcak, Akay, et al., 2004
Kivcak, B.; Akay, S.; Demirci, B.; Baser, K.H.C.,
Chemical composition of essential oils from leaves and twigs of Pistacia lentiscus, Pistacia lentiscus var. chia, and Pistacia terebinthus from Turkey,
Pharm. Biol, 2004, 42, 4-5, 360-366, https://doi.org/10.1080/13880200490519677
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Baser, Demirci, et al., 2003
Baser, K.H.C.; Demirci, B.; Dekebo, A.; Dagne, E.,
Essential oils of some Boswellia spp., myrrh and opopanax,
Flavour Fragr. J., 2003, 18, 2, 153-156, https://doi.org/10.1002/ffj.1166
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Demirci, Baser, et al., 2003
Demirci, B.; Baser, K.H.C.; Yildiz, B.; Bahcecioglu, Z.,
Composition of the essential oils of six endemic Salvia spp. from Turkey,
Flavour Fragr. J., 2003, 18, 2, 116-121, https://doi.org/10.1002/ffj.1173
. [all data]
Piasenzotto, Gracco, et al., 2003
Piasenzotto, L.; Gracco, L.; Conte, L.,
Solid phase microextraction (SPME) applied to honey quality control,
J. Sci. Food Agric., 2003, 83, 10, 1037-1044, https://doi.org/10.1002/jsfa.1502
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Tasdemir, Demirci, et al., 2003
Tasdemir, D.; Demirci, B.; Demirci, F.; Dönmez, A.A.; Baser, K.H.C.; Rüedi, P.,
Analysis of the Volatile Components of Five Turkish Rhododendron Species by Headspace Solid-Phase Microextraction and GC-MS (HS-SPME-GC-MS),
Z. Naturforsch., 2003, 58c, 797-803. [all data]
Baser, Demirci, et al., 2002
Baser, K.H.C.; Demirci, B.; Kirimer, N.; Satil, F.; Tumen, G.,
The essential oils of Thymus migricus and T. fedtschenkoi var. handelii from Turkey,
Flavour Fragr. J., 2002, 17, 1, 41-45, https://doi.org/10.1002/ffj.1036
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Hüsnü Can Baser, Demirci, et al., 2002
Hüsnü Can Baser, K.; Demirci, B.; Femirci, F.; Kocak, S.; Akinci, C.; Malyer, H.; Güleryüz, G.,
Composition and antimicrobial activity of the essential oil of Achellea multifida,
Planta Medica, 2002, 68, 10, 941-943, https://doi.org/10.1055/s-2002-34923
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Kim and Lee, 2002
Kim, N.-S.; Lee, D.-S.,
Comparison of different extraction methods for the analysis of fragrances from Lavandula species by gas chromatography-mass spectrometry,
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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,
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Kaya, Demirci, et al., 2001
Kaya, A.; Demirci, B.; Baser, K.H.C.,
The composition of the essential oil of Stachys iberica subsp. stenostachya growing in Turkey,
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Saglam, Gozler, et al., 2001
Saglam, H.; Gozler, T.; Kivcak, B.; Demirci, B.; Baser, K.H.C.,
Volatile compounds from Haplophyllum myrtifolium,
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Schneider, Razungles, et al., 2001
Schneider, R.; Razungles, A.; Augier, C.; Baumes, R.,
Monoterpenic and norisoprenoidic glycoconjugates of Vitis vinifera L. cv. Melon B. as precursors of odorants in Muscadet wines,
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Tabanca, Kirimer, et al., 2001
Tabanca, N.; Kirimer, N.; Demirci, B.; Demirci, F.; Can Baser, K.H.,
Composition and antimicrobial activity of the essential oils of Micromeria cristata subsp. phrygia and the enantiomeric distribution of borneol,
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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
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Vernin, Lageot, et al., 1998
Vernin, G.; Lageot, C.; Parkanyi, C.,
GC-MS(EI, PCI, NCI, SIM, ITMS) Data Bank Analysis of Flavors and Fragrances. Kovats indices
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López-Tamames, Carro-Mariño, et al., 1997
López-Tamames, E.; Carro-Mariño, N.; Gunata, Y.Z.; Sapis, C.; Baumes, R.; Bayonove, C.,
Potential aroma in several varieties of Spanish grapes,
J. Agric. Food Chem., 1997, 45, 5, 1729-1735, https://doi.org/10.1021/jf960572w
. [all data]
Carro Marino, López Tamames, et al., 1995
Carro Marino, N.; López Tamames, E.; García Jares, C.M.,
Contribution to the study of the aromatic potential of three muscat Vitis vinifera varieties: identification of new compounds,
Food Sci. Technol. Int., 1995, 1, 2-3, 105-116, https://doi.org/10.1177/108201329500100206
. [all data]
Kerrola and Kallio, 1993
Kerrola, K.; Kallio, H.,
Volatile compounds and odor characteristics of carbon dioxide extract of coriander (Coriandrum sativum L.) fruits,
J. Agric. Food Chem., 1993, 41, 5, 785-790, https://doi.org/10.1021/jf00029a021
. [all data]
MacLeod and Pieris, 1981
MacLeod, A.J.; Pieris, N.M.,
Volatile flavor components of beli fruit (Aegle marmelos) and a processed product,
J. Agric. Food Chem., 1981, 29, 6, 1262-1264, https://doi.org/10.1021/jf00108a040
. [all data]
Notes
Go To: Top, Normal alkane RI, polar column, custom temperature program, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
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