2-Hexen-1-ol, (E)-

Formula: C₆H₁₂O
Molecular weight: 100.1589
IUPAC Standard InChI: InChI=1S/C6H12O/c1-2-3-4-5-6-7/h4-5,7H,2-3,6H2,1H3/b5-4+
IUPAC Standard InChIKey: ZCHHRLHTBGRGOT-SNAWJCMRSA-N
CAS Registry Number: 928-95-0
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-hexen-1-ol
Isotopologues:
- 2E-hexenol-d3
Stereoisomers:
Other names: (E)-2-Hexen-1-ol; trans-2-Hexen-1-Ol; trans-2-Hexenol; 2-Hexenol; 2-Hexen-1-ol, trans-; 2-(E)-Hexenol; (E)-2-Hexene-1-ol; (E)-2-Hexenol; E-Hex-2-en-1-ol; (E)-Hex-2-enol; Hex-2(E)-enol; t-2-Hexen-1-ol; trans-hex-2-en-1-ol
Information on this page:
Other data available:
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Normal alkane RI, non-polar column, temperature ramp

Go To: Top, References, Notes

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5 MS	HP-5 MS	HP-5 MS	HP-5 MS	DB-1
Column length (m)	30.	30.	30.	30.	30.
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	0.25	0.25	0.25	0.25
T_start (C)	100.	70.	70.	50.	30.
T_end (C)	220.	290.	290.	230.	210.
Heat rate (K/min)	2.	5.	5.	4.	5.
Initial hold (min)				4.
Final hold (min)		10.	10.	10.
I	849.	854.	857.	861.	854.
Reference	Pripdeevech, Chumpolsri, et al., 2010	Radulovic, Blagojevic, et al., 2010	Radulovic, Dordevic, et al., 2010	Forero, Quijano, et al., 2008	Kumazawa, Itobe, et al., 2008
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	HP-5MS	Elite-5MS	HP-1	HP-5
Column length (m)	10.	30.	30.	50.	30.
Carrier gas	Helium	He	He	N2	He
Substrate
Column diameter (mm)	0.10	0.25	0.32	0.2	0.25
Phase thickness (μm)	0.40	0.25	0.5	0.33	0.25
T_start (C)	40.	60.	40.	60.	50.
T_end (C)	280.	250.	280.	250.	300.
Heat rate (K/min)	20.	2.	4.	2.	5.
Initial hold (min)	1.	8.	5.		5.
Final hold (min)	1.	15.	10.	20.	5.
I	874.	852.	866.	845.	865.
Reference	Mildner-Szkudlarz and Jelen, 2008	Ferhat, Tigrine-Kordjani, et al., 2007	Tava, Pecetti, et al., 2007	Berlioz, Cordella, et al., 2006	Figuérédo, Cabassu, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	HP-5 MS	RTX-5Sil	RSL-200	BPX-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	H2	Helium	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
T_start (C)	50.	60.	45.	40.	40.
T_end (C)	280.	250.	200.	280.	200.
Heat rate (K/min)	4.	2.	3.	6.	5.
Initial hold (min)	2.	8.	5.	2.	8.
Final hold (min)	10.	15.		10.	10.
I	861.	852.	863.	853.	869.
Reference	Pino, Sauri-Duch, et al., 2006	Tigrine-Kordiani, Meklati, et al., 2006	Holland, Larkov, et al., 2005	Jirovetz, Buchbauer, et al., 2005	Kalua, Allen, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	HP-5MS	HP-1	SE-54	HP-5
Column length (m)	30.	30.	50.	30.	25.
Carrier gas	N2	He	N2	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.2	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.33	0.25	0.33
T_start (C)	50.	60.	60.	60.	40.
T_end (C)	200.	280.	250.	260.	190.
Heat rate (K/min)	5.	3.	2.	2.	4.
Initial hold (min)		5.		5.
Final hold (min)			20.		5.
I	841.	868.	845.	865.	862.
Reference	Nyegue, Belinga-Ndoye, et al., 2005	Setzer, Noletto, et al., 2005	Cavalli, Fernandez, et al., 2004	Kilic, Hafizoglu, et al., 2004	Azodanlou, Darbellay, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	RSL-200	RSL-200	RSL-200	CP Sil 5 CB	MDN-5
Column length (m)	30.	30.	30.	25.	30.
Carrier gas	H2	H2	H2	He	He
Substrate
Column diameter (mm)	0.32	0.25	0.32	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	40.	40.	35.	40.
T_end (C)	280.	280.	280.	280.	280.
Heat rate (K/min)	6.	6.	6.	5.	20.
Initial hold (min)	5.	2.	5.	2.5	1.
Final hold (min)	5.	10.	5.		1.
I	853.	853.	852.	843.	874.
Reference	Jirovetz, Buchbauer, et al., 2003	Jirovetz, Buchbauer, et al., 2003, 2	Jirovetz, Buchbauer, et al., 2003, 3	Kanjilal, Kotoky, et al., 2003	Mildner-Szkudlarz, Jelen, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-1	SPB-1	SPB-1	SPB-1	OV-101
Column length (m)	50.	30.	30.	30.	10.
Carrier gas	He	He	He	He
Substrate
Column diameter (mm)	0.2	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.5	0.25	0.25	0.25
T_start (C)	60.	40.	40.	40.	35.
T_end (C)	220.	200.	200.	200.	225.
Heat rate (K/min)	2.	3.	3.	3.	6.
Initial hold (min)		10.	10.	10.	5.
Final hold (min)	40.
I	840.	853.	853.	853.	870.
Reference	Valette, Fernandez, et al., 2003	Vichi, Castellote, et al., 2003	Vichi, Pizzale, et al., 2003	Vichi, Pizzale, et al., 2003, 2	Bloss, Acree, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	RSL-200	RSL-200	SPB-5	HP-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	H2	H2	Helium	N2
Substrate
Column diameter (mm)	0.25	0.32	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	40.	40.	60.	60.
T_end (C)	240.	280.	280.	250.	220.
Heat rate (K/min)	3.	6.	6.	4.	5.
Initial hold (min)		5.	2.	2.	10.
Final hold (min)		5.	10.	20.
I	862.	853.	853.	865.	862.
Reference	Flamini, Ertugrul, et al., 2002	Jirovetz, Buchbauer, et al., 2002	Jirovetz, Smith, et al., 2002	Pino, Marbot, et al., 2002	Campeol, Flamini, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	OV-101	HP-1	HP-1	HP-1	DB-1
Column length (m)	50.	25.	25.	25.	60.
Carrier gas	Nitrogen	H2			He
Substrate
Column diameter (mm)	0.25	0.32	0.32	0.2	0.32
Phase thickness (μm)		0.17			0.50
T_start (C)	40.	40.	35.	35.	50.
T_end (C)	200.	260.	250.	200.	250.
Heat rate (K/min)	2.	3.	4.	5.	8.
Initial hold (min)	10.	5.		5.	1.
Final hold (min)					6.
I	845.	849.	850.	850.	858.
Reference	Tamura, Boonbumrung, et al., 2000	Lopes, Koketsu, et al., 1999	Ong, Acree, et al., 1998	Quiroz A. and Niemeyer H.M., 1998	Sagrero-Nieves and Bartley, 1996
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SPB-1	OV-101	OV-101	DB-5 MS	DB-1
Column length (m)	50.	15.	15.	30.	30.
Carrier gas	He	He	He	Helium	He
Substrate
Column diameter (mm)	0.2	0.32	0.32	0.25	0.25
Phase thickness (μm)	0.33				0.25
T_start (C)	40.	35.	35.	50.	50.
T_end (C)	200.	250.	250.	250.	240.
Heat rate (K/min)	3.	6.	6.	4.	5.
Initial hold (min)	3.	3.	3.		3.
Final hold (min)	30.
I	845.	857.	860.	858.	843.
Reference	Wong and Lai, 1996	Chisholm, Guiher, et al., 1995	Chisholm, Guiher, et al., 1995	Gomez and Ledbetter, 1994	Shiota, 1993
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	OV-101	OV-101	DB-1	DB-1
Column length (m)	30.	50.	50.	60.	60.
Carrier gas	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.32	0.32
Phase thickness (μm)	0.25
T_start (C)	50.	80.	80.	30.	50.
T_end (C)	240.	200.	200.	200.	230.
Heat rate (K/min)	5.	2.	2.	4.	4.
Initial hold (min)	3.			25.
Final hold (min)				20.	10.
I	844.	845.	846.	844.	844.
Reference	Shiota, 1993	Tamura, Yang, et al., 1993	Tamura, Yang, et al., 1993	Hansen, Buttery, et al., 1992	Binder, Benson, et al., 1990
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	OV-101	OV-1	DB-1
Column length (m)	60.	50.	50.	50.
Carrier gas		N2	Hydrogen
Substrate
Column diameter (mm)	0.32	0.25	0.20	0.32
Phase thickness (μm)
T_start (C)	50.	80.	50.	0.
T_end (C)	250.	200.	200.	250.
Heat rate (K/min)	4.	2.	1.	3.
Initial hold (min)
Final hold (min)	5.		35.
I	846.	845.	841.	854.
Reference	Binder, Flath, et al., 1989	Sugisawa, Yamamoto, et al., 1989	Wu, Liou, et al., 1987	Habu, Flath, et al., 1985
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

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

Pripdeevech, Chumpolsri, et al., 2010
Pripdeevech, P.; Chumpolsri, W.; Suttiarporn, P.; Wongpornchai, S., The chemical composition and antioxidant activities of Basil from Thailand using retention indices and comprehensive two-dimensional gas chromatography, J. Seb. Chem. Soc., 2010, 75, 11, 1503-1513, https://doi.org/10.2298/JSC100203125P . [all data]

Radulovic, Blagojevic, et al., 2010
Radulovic, N.; Blagojevic, P.; Palic, R., Comparative study of the leaf volatiles of Arctostaphylos uva-ursi (L.) Spreng. and Vaccinium vitis-idaea L. (Ericaceae), Molecules, 2010, 15, 9, 6168-6185, https://doi.org/10.3390/molecules15096168 . [all data]

Radulovic, Dordevic, et al., 2010
Radulovic, N.; Dordevic, N.; Markovic, M.; Palic, R., Volatile constituents of Glechoma Hirsuta Waldst. Kit. and G. Hederacea L. (Lamiaceae), Bull. Chem. Soc. Ethiop., 2010, 24, 1, 67-76, https://doi.org/10.4314/bcse.v24i1.52962 . [all data]

Forero, Quijano, et al., 2008
Forero, M.D.; Quijano, C.E.; Pino, J.A., Volatile compounds of Chile pepper (Capsicum annuum L. var. glabriusculum) at two ripening stages, Flavour Fragr. J., 2008, 24, 1, 25-30, https://doi.org/10.1002/ffj.1913 . [all data]

Kumazawa, Itobe, et al., 2008
Kumazawa, K.; Itobe, T.; Nishimura, O.; Hamaguchi, T., A new approach to estimate the in-mouth release characteristics of odorants in chewing gum, Food Science and Technology Research, 2008, 14, 3, 269-276, https://doi.org/10.3136/fstr.14.269 . [all data]

Mildner-Szkudlarz and Jelen, 2008
Mildner-Szkudlarz, S.; Jelen, H.H., The potential of different techniques for volatile compounds analysis coupled with PCA for the detection of the adulteration of olive oil with hazelnut oil, Food Chem., 2008, 110, 3, 751-761, https://doi.org/10.1016/j.foodchem.2008.02.053 . [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]

Tava, Pecetti, et al., 2007
Tava, A.; Pecetti, L.; Ricci, M.; Pagnotta, M.A.; Russi, L., Volatile compounds from leaves and flowers of Bituminaria bituminosa (L.) Stirt. (Fabaceae) from Italy, Flavour Fragr. J., 2007, 22, 5, 363-370, https://doi.org/10.1002/ffj.1806 . [all data]

Berlioz, Cordella, et al., 2006
Berlioz, B.; Cordella, C.; Cavalli, J.-F.; Lizzani-Cuvelier, L.; Loiseau, A.-M.; Fernandez, X., Comparison of the amounts of volatile compounds in French protected designation of origin virgin olive oils, J. Agric. Food Chem., 2006, 54, 26, 10092-10101, https://doi.org/10.1021/jf061796+ . [all data]

Figuérédo, Cabassu, et al., 2006
Figuérédo, G.; Cabassu, P.; Chalchat, J.-C.; Pasquier, B., Studies of Mediterranean oregano populations. VIII. Chemical composition of essential oils of oreganos of various origins, Flavour Fragr. J., 2006, 21, 1, 134-139, https://doi.org/10.1002/ffj.1543 . [all data]

Pino, Sauri-Duch, et al., 2006
Pino, J.; Sauri-Duch, E.; Marbot, R., Changes in volatile compounds of Habanero chile pepper (Capsicum chinense Jack. cv. Habanero) at two ripening stages, Food Chem., 2006, 94, 3, 394-398, https://doi.org/10.1016/j.foodchem.2004.11.040 . [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]

Holland, Larkov, et al., 2005
Holland, D.; Larkov, O.; Bar-Ya'akov, I.; Bar, E.; Zax, A.; Brandeis, E.; Ravid, U.; Lewinsohn, E., Developmental and varietal differences in volatile ester formation and acetyl-CoA: alcohol acetyl transferase activities in apple (Malus domestica Borkh.) fruit, J. Agric. Food Chem., 2005, 53, 18, 7198-7203, https://doi.org/10.1021/jf050519k . [all data]

Jirovetz, Buchbauer, et al., 2005
Jirovetz, L.; Buchbauer, G.; Stoyanova, A.; Georgiev, E.V.; Damianova, S.T., Composition, quality control and antimicrobial activity of the essential oil of cumin (Cuminum cyminumL.) seeds from Bulgaria that had been stored for up to 36 years, Int. J. Food Sci. Technol., 2005, 40, 3, 305-310, https://doi.org/10.1111/j.1365-2621.2004.00915.x . [all data]

Kalua, Allen, et al., 2005
Kalua, C.M.; Allen, M.S.; Bedgood, D.R., Jr.; Bishop, A.G.; Prenzler, P.D., Discrimination of Olive Oils and Fruits into Cultivars and Maturity Stages Based on Phenolic and Volatile Compounds, J. Agric. Food Chem., 2005, 53, 20, 8054-8062, https://doi.org/10.1021/jf051233i . [all data]

Nyegue, Belinga-Ndoye, et al., 2005
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Setzer, Noletto, et al., 2005
Setzer, W.N.; Noletto, J.A.; Lawton, R.O.; Haber, W.A., Leaf essential oil composition of five Zanthoxylum species from Monteverde, Costa Rica, Molecular Diversity, 2005, 9, 1-3, 3-13, https://doi.org/10.1007/s11030-005-1298-6 . [all data]

Cavalli, Fernandez, et al., 2004
Cavalli, J.-F.; Fernandez, X.; Lizzani-Cievelier, L.; Loiseau, A.-M., Characterization of volatile compounds of French and Spanish virgin olive oil by HS-SPME: identification of quality-freshness markers, Food Chem., 2004, 88, 1, 151-157, https://doi.org/10.1016/j.foodchem.2004.04.003 . [all data]

Kilic, Hafizoglu, et al., 2004
Kilic, A.; Hafizoglu, H.; Kollmannsberger, H.; Nitz, S., Volatile constituents and key odorants in leaves, buds, flowers, and fruits of Laurus nobilis L., J. Agric. Food Chem., 2004, 52, 6, 1601-1606, https://doi.org/10.1021/jf0306237 . [all data]

Azodanlou, Darbellay, et al., 2003
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Jirovetz, Buchbauer, et al., 2003
Jirovetz, L.; Buchbauer, G.; Shafi, M.P.; Kaniampady, M.M., Chemotaxonomical analysis of the essential oil aroma compounds of four different Ocimumspecies from southern India, Eur. Food Res. Technol., 2003, 217, 2, 120-124, https://doi.org/10.1007/s00217-003-0708-1 . [all data]

Jirovetz, Buchbauer, et al., 2003, 2
Jirovetz, L.; Buchbauer, G.; Stoyanova, A.S.; Georgiev, E.V.; Damianova, S.T., Composition, quality control, and antimicrobial activity of the essential oil of long-time stored dill (Anethum graveolens L.) seeds from Bulgaria, J. Agric. Food Chem., 2003, 51, 13, 3854-3857, https://doi.org/10.1021/jf030004y . [all data]

Jirovetz, Buchbauer, et al., 2003, 3
Jirovetz, L.; Buchbauer, G.; Shafi, M.P.; Leela, N.K., Analysis of the essential oils of the leaves, stems, rhizomes and roots of the medicinal plant Alpinia galanga from southern India, Acta Pharm. Hung., 2003, 53, 73-81. [all data]

Kanjilal, Kotoky, et al., 2003
Kanjilal, P.B.; Kotoky, R.; Singh, R.S., Chemical composition of the leaf oil of Altingia excelsa Nornha, Flavour Fragr. J., 2003, 18, 5, 449-450, https://doi.org/10.1002/ffj.1250 . [all data]

Mildner-Szkudlarz, Jelen, et al., 2003
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Valette, Fernandez, et al., 2003
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Vichi, Castellote, et al., 2003
Vichi, S.; Castellote, A.I.; Pizzale, L.; Conte, L.S.; Buxaderas, S.; López-Tamames, E., Analysis of virgin olive oil volatile compounds by headspace solid-phase microextraction coupled to gas chromatography with mass spectrometric and flame ionization detection, J. Chromatogr. A, 2003, 983, 1-2, 19-33, https://doi.org/10.1016/S0021-9673(02)01691-6 . [all data]

Vichi, Pizzale, et al., 2003
Vichi, S.; Pizzale, L.; Conte, L.S.; Buxaderas, S.; López-Tamames, E., Solid-phase microextraction in the analysis of virgin olive oil volatile fraction: modifications induced by oxidation and suitable markers of oxidative status, J. Agric. Food Chem., 2003, 51, 22, 6564-6571, https://doi.org/10.1021/jf030268k . [all data]

Vichi, Pizzale, et al., 2003, 2
Vichi, S.; Pizzale, L.; Conte, L.S.; Buxaderas, S.; López-Tamames, E., Solid-phase microextraction in the analysis of virgin olive oil volatile fraction: characterization of virgin olive oils from two distinct geographical areas of Northern Italy, J. Agric. Food Chem., 2003, 51, 22, 6572-6577, https://doi.org/10.1021/jf030269c . [all data]

Bloss, Acree, et al., 2002
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Flamini, Ertugrul, et al., 2002
Flamini, G.; Ertugrul, K.; Cioni, P.L.; Morelli, I.; Dural, H.; Bagci, Y., Volatile constituents of two endemic Centaurea species from Turkey: C. pseudoscabiosa subsp. pseudoscabiosa and C. hadimensis, Biochem. Syst. Ecol., 2002, 30, 10, 953-959, https://doi.org/10.1016/S0305-1978(02)00043-1 . [all data]

Jirovetz, Buchbauer, et al., 2002
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Jirovetz, Smith, et al., 2002
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Pino, Marbot, et al., 2002
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Campeol, Flamini, et al., 2001
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Lopes, Koketsu, et al., 1999
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Habu, Flath, et al., 1985
Habu, T.; Flath, R.A.; Mon, T.R.; Morton, J.F., Volatile components of Rooibos tea (Aspalathus linearis), J. Agric. Food Chem., 1985, 33, 2, 249-254, https://doi.org/10.1021/jf00062a024 . [all data]

Notes

Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References

Symbols used in this document:

T_end Final temperature

T_start Initial temperature
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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