trans-Linalool oxide (furanoid)

Formula: C₁₀H₁₈O₂
Molecular weight: 170.2487
IUPAC Standard InChI: InChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3/t8-,10+/m1/s1
IUPAC Standard InChIKey: BRHDDEIRQPDPMG-SCZZXKLOSA-N
CAS Registry Number: 34995-77-2
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:
Other names: 2-Furanmethanol, 5-ethenyltetrahydro-α,α,5-trimethyl-, trans-; trans-5-Ethenyltetrahydro-α,α,5-trimethyl-2-furanmethanol; 2-(5-Methyl-5-vinyltetrahydro-2-furanyl)-2-propanol, trans-; (E)-Furan linalool oxide; E-Furanoid linalool oxide; (E)-Linalool furanoxide; (E)-Linalool oxide A; E-Linalool oxide (furan); (E)-Linalool oxide, furanoid; Linalool oxide A (trans-THF); Linalool oxide II (trans, furanoid); Linalool oxide, trans-furanoid; Linalool oxide (trans-THF); t-Furan linalool oxide; trans-Furanic linalool oxid; trans-Furanic linalool oxide; trans-Furan linalool oxide; trans-Linalool furanoid oxide; trans-Linalool furanoxide; trans-Linalool oxide; trans-Linalool oxide (f); trans-Linalool oxide furan; trans-Linalool oxide (furanoid form); trans-Linalool oxide (furan type); trans-Linalool oxide (furanyl ring); trans-Linalool oxide (THF); 2-Furanmethanol, 5-ethenyltetrahydro-α,α,5-trimethyl-, (2R,5R)-rel-; Linalool A oxide; Linalool oxide 2; Linalool oxide A; Linalool oxide II; trans-2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran; trans-2-Vinyl-2-methyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran; trans-f-Linalool oxide; trans-Furanoid linalool oxide; trans-Linalool 3,6-oxide; Linalool oxide, trans; trans-α,α,5-Trimethyl-5-vinyltetrahydrofurfuryl alcohol; 2-((2R,5R)-5-Methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol; (E)-Linalool oxide; trans-Linalol oxide (furanoid); trans-Linalol oxide; (E)-Linalol furanoxide; trans-Linalol oxide (f); trans-Linalol oxide fur.; t-Linalool oxide; (E)-Linalol oxide (furanoid); linalool oxide furanoside I; (E)-linalol oxide; trans-5-Trimethyl-2-furanmethanol; Trans linalol furanoxide; linalool oxide A (2-methyl-2-vinyl- 5-(2-hydroxy -2-propyl)-tetrahydrofuran; Linalool oxide 1; tetrahydro-α,α,5-trimethyl-5-vinylfuran-2-methanol
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Van Den Dool and Kratz RI, polar column, custom temperature program

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	SOLGel-Wax	Carbowax 20M	DB-Wax	DB-Wax
Column length (m)	30.	30.	25.	30.	30.
Carrier gas	H2	He	H2	H2
Substrate
Column diameter (mm)	0.32	0.25	0.32	0.25	0.25
Phase thickness (μm)	0.5	0.25	0.25	0.25	0.25
Program	60C(3min) => 2C/min => 220C => 3C/min => 245C (20min)	35C(5min) => 3C/min => 150C => 5C/min => 250C (10min)	40C (8min) => 3C/min => 180C => 20C/min => 230C	60C (3min) => 2C/min => 220C => 5C/min => 250C (15min)	20C(30s) => fast => 60C => 4C/min => 220C (20min)
I	1439.	1430.	1449.	1458.	1461.
Reference	Selli, Canbas, et al., 2006	Aubert, Baumann, et al., 2005	Boido, Lloret, et al., 2003	Boulanger and Crouzet, 2001	Cantergiani, Brevard, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary
Active phase	DB-Wax	DB-Wax	Supelcowax-10
Column length (m)	30.	30.	60.
Carrier gas	H2	H2	He
Substrate
Column diameter (mm)	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25
Program	60 0C (3 min) 2 K/min -> 220 0C 5 K/min -> 250 0C (15 min)	60C(3min) => 2C/min => 220C => 5C/min => 250C (15min)	20C(0.5min) => 60C => 4C/min => 250C
I	1459.	1457.	1475.
Reference	Boulanger and Crouzet, 2000	Boulanger and Crouzet, 2000, 2	Sing, Smadja, et al., 1992
Comment	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Van Den Dool and Kratz RI, polar column, custom temperature program, Notes

Selli, Canbas, et al., 2006
Selli, S.; Canbas, A.; Cabaroglu, T.; Erten, H.; Gunata, Z., Aroma components of cv. Muscat of Bornova wines and influence of skin contact treatment, Food Chem., 2006, 94, 3, 319-326, https://doi.org/10.1016/j.foodchem.2004.11.019 . [all data]

Aubert, Baumann, et al., 2005
Aubert, C.; Baumann, S.; Arguel, H., Optimization of the Analysis of Flavor Volatile Compounds by Liquid-Liquid Microextraction (LLME). Application to the Aroma Analysis of Melons, Peaches, Grapes, Strawberries, and Tomatoes, J. Agric. Food Chem., 2005, 53, 23, 8881-8895, https://doi.org/10.1021/jf0510541 . [all data]

Boido, Lloret, et al., 2003
Boido, E.; Lloret, A.; Medina, K.; Fariña, L.; Carrau, f.; Versini, G.; Dellacassa, E., Aroma composition of Vitis vinifera Cv. Tannat: the typical red wine from Uruguay, J. Agric. Food Chem., 2003, 51, 18, 5408-5413, https://doi.org/10.1021/jf030087i . [all data]

Boulanger and Crouzet, 2001
Boulanger, R.; Crouzet, J., Identification of the aroma components of acerola (Malphigia glabra L.): free and bound flavor compounds, Food Chem., 2001, 74, 2, 209-216, https://doi.org/10.1016/S0308-8146(01)00128-5 . [all data]

Cantergiani, Brevard, et al., 2001
Cantergiani, E.; Brevard, H.; Krebs, Y.; Feria-Morales, A.; Amadò, R.; Yeretzian, C., Characterisation of the aroma of green Mexican coffee and identification of mouldy/earthy defect, Eur. Food Res. Technol., 2001, 212, 6, 648-657, https://doi.org/10.1007/s002170100305 . [all data]

Boulanger and Crouzet, 2000
Boulanger, R.; Crouzet, J., Free and bound flavour components of Amazonian fruits: 2. cupuacu volatile compounds, Flavour Fragr. J., 2000, 15, 4, 251-257, https://doi.org/10.1002/1099-1026(200007/08)15:4<251::AID-FFJ905>3.0.CO;2-2 . [all data]

Boulanger and Crouzet, 2000, 2
Boulanger, R.; Crouzet, J., Free and bound flavour components of Amazonian fruits: 3-glycosidically bound components of cupuacu, Food Chem., 2000, 70, 4, 463-470, https://doi.org/10.1016/S0308-8146(00)00112-6 . [all data]

Sing, Smadja, et al., 1992
Sing, A.S.C.; Smadja, J.; Brevard, H.; Maignial, L.; Chaintreau, A.; Marion, J.-P., Volatile constituents of faham (Jumellea fragrans (Thou.) Schltr.), J. Agric. Food Chem., 1992, 40, 4, 642-646, https://doi.org/10.1021/jf00016a024 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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