Vanillylmandelic acid, 3TMS derivative

Formula: C₁₈H₃₄O₅Si₃
Molecular weight: 414.7161
IUPAC Standard InChI: InChI=1S/C18H34O5Si3/c1-20-16-13-14(11-12-15(16)21-24(2,3)4)17(22-25(5,6)7)18(19)23-26(8,9)10/h11-13,17H,1-10H3
IUPAC Standard InChIKey: QGOJNGYLGCWPKN-UHFFFAOYSA-N
CAS Registry Number: 55268-66-1
Chemical structure:
This structure is also available as a 2d Mol file
Other names: Benzeneacetic acid, 3-methoxy-α,4-bis[(trimethylsilyl)oxy]-, trimethylsilyl ester; Vanillylmandelic acid, tris(trimethylsilyl)-; 3,4-Dihydroxymandelate O3-methyl, tris(trimethylsilyl) ether; Trimethylsilyl O,O'-bis(trimethylsilyl)vanilmandelate; DL-4-Hydroxy-3-methoxymandelic acid, bis(trimethylsilyl) ether, trimethylsilyl ester; Benzeneacetic acid, α,4-dihydroxy-3-methoxy, tris-TMS; Mandelic acid, 4-hydroxy-3-methoxy, (3TMS)-; Vanillylmandelic acid, tris-TMS; Vanillylmandelic acid, tri-TMS; Vanilmandelic acid, (3TMS)-; Vanilmandelic acid, triTMS; Mandelic acid, 4-hydroxy-3-methoxy, TMS; Vanillylmandelic acid, TMS; Vanilmandelic acid, TMS
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Information on this page:
Other data available:
- Mass spectrum (electron ionization)
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Gas Chromatography

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

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

Column type	Active phase	I	Reference	Comment
Capillary	CP Sil 5 CB	1908.	Halket, Przyborowska, et al., 1999	25. m/0.15 mm/0.12 μm, 90. C @ 1. min, 10. K/min, 270. C @ 7. min
Capillary	DB-5	1896.	Kimura, Yamamoto, et al., 1999	30. m/0.25 mm/1. μm, He, 100. C @ 4. min, 4. K/min, 290. C @ 10. min
Capillary	OV-1	1892.	Lefevere, Verhaeghe, et al., 1989	10. m/0.22 mm/0.17 μm, He, 5. K/min; T_start: 70. C; T_end: 270. C
Capillary	SE-52	1903.	Lefevere, Verhaeghe, et al., 1989	25. m/0.32 mm/0.52 μm, He, 5. K/min; T_start: 70. C; T_end: 270. C
Capillary	CP Sil 5 CB	1879.	Wurth, Kumps, et al., 1989	N2, 60. C @ 0.5 min, 6. K/min, 280. C @ 5. min
Capillary	Ultra-2	1905.	Tuchman, Bowers, et al., 1984	25. m/0.31 mm/0.52 μm, He, 5. K/min; T_start: 50. C; T_end: 300. C
Packed	OV-1	1890.	Mattsson and Petersson, 1977	N2, Supelcoport, 4. K/min; Column length: 2. m; T_start: 80. C; T_end: 240. C
Packed	OV-1	1890.	Butts, 1972	He, Chromosorb W HP (80-100 mesh), 10. K/min; Column length: 2. m; T_start: 100. C; T_end: 325. 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	VF-5MS	1859.7	Tret'yakov, 2007	30. m/0.25 mm/0.25 μm, He; Program: Multi-step temperature program; T(initial)=60C; T(final)=270C

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1910.	Lee, Yanamandra, et al., 2002	30. m/0.25 mm/0.25 μm, He, 70. C @ 3. min, 4. K/min, 280. C @ 3. min

References

Go To: Top, Gas Chromatography, Notes

Halket, Przyborowska, et al., 1999
Halket, J.N.; Przyborowska, A.; Stein, S.E.; Mallard, W.G.; Down, S.; Chalmers, R., Deconvolution gas chromatography / mass spectrometry of urinary organic acids - potential for pattern recognition and automated identification of metabolic disorders, Rapid Commun. Mass spectrom., 1999, 13, 4, 279-284, https://doi.org/10.1002/(SICI)1097-0231(19990228)13:4<279::AID-RCM478>3.0.CO;2-I . [all data]

Kimura, Yamamoto, et al., 1999
Kimura, M.; Yamamoto, T.; Yamaguchi, S., Automated metabolic profiling and interpretation of GC/MS data for organic acidemia screening: a personal computer-based system, Tohoku J. Exp. Med., 1999, 188, 4, 317-334, https://doi.org/10.1620/tjem.188.317 . [all data]

Lefevere, Verhaeghe, et al., 1989
Lefevere, M.F.; Verhaeghe, B.J.; Declerck, D.H.; Van Bocxlaer, J.F.; De Leenheer, A.P.; De Sagher, R.M., Metabolic Profiling of Urinary Organic Acids by Single and Multicolumn Capillary Gas Chromatography, J. Chromatogr. Sci., 1989, 27, 1, 23-29, https://doi.org/10.1093/chromsci/27.1.23 . [all data]

Wurth, Kumps, et al., 1989
Wurth, C.; Kumps, A.; Mardens, Y., Urinary organic acids: Retention indices on two capillary gas chromatography columns, J. Chromatogr., 1989, 491, 186-192, https://doi.org/10.1016/S0378-4347(00)82831-5 . [all data]

Tuchman, Bowers, et al., 1984
Tuchman, M.; Bowers, L.D.; Fregien, K.D.; Crippin, P.J.; Krivit, W., Capillary Gas Chromatographic Separation of Urinary Organic Acids. Retention Indices of 101 Urinary Acids on a 5% Phenylmethyl Silicone Capillary Column, J. Chromatogr. Sci., 1984, 22, 5, 198-202, https://doi.org/10.1093/chromsci/22.5.198 . [all data]

Mattsson and Petersson, 1977
Mattsson, M.; Petersson, G., Reference GLC Data for the Analysis of Phenolic Compounds as Trimethylsilyl Derivatives, J. Chromatogr. Sci., 1977, 15, 12, 546-554, https://doi.org/10.1093/chromsci/15.12.546 . [all data]

Butts, 1972
Butts, W.C., Two-Column Gas Chromatography of Trimethylsilyl Derivatives of Biochemically Significant Compounds, Anal. Biochemistry, 1972, 46, 1, 187-199, https://doi.org/10.1016/0003-2697(72)90411-3 . [all data]

Tret'yakov, 2007
Tret'yakov, K.V., Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2007. [all data]

Lee, Yanamandra, et al., 2002
Lee, B.Y.; Yanamandra, K.; Thurmon, T.F., Quantitative estimation of organic analytes with a capillary column, Am. Clin. Lab., 2002, May, 30-34. [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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