4-Hydroxyphenyllactic acid, 3TMS derivative

Formula: C₁₈H₃₄O₄Si₃
Molecular weight: 398.7167
IUPAC Standard InChI: InChI=1S/C18H34O4Si3/c1-23(2,3)20-16-12-10-15(11-13-16)14-17(21-24(4,5)6)18(19)22-25(7,8)9/h10-13,17H,14H2,1-9H3
IUPAC Standard InChIKey: ZSYIYFFJWIPCPN-UHFFFAOYSA-N
CAS Registry Number: 27750-67-0
Chemical structure:
This structure is also available as a 2d Mol file
Other names: Benzenepropanoic acid, α,4-bis[(trimethylsilyl)oxy]-, trimethylsilyl ester; Hydrocinnamic acid, p,α-bis(trimethylsiloxy)-, trimethylsilyl ester; 4-Hydroxyphenyllactic acid, tris(trimethylsilyl) deriv.; Trimethylsilyl 2-[(trimethylsilyl)oxy]-3-(4-[(trimethylsilyl)oxy]phenyl)propanoate; 4-Hydroxyphenyllactate, (3TMS); 4-Hydroxyphenyllactic acid, tris-TMS; 4-Hydroxyphenyllactic acid, tri-TMS; Phenyllactic acid, 4-hydroxy, (3TMS); DL-p-Hydroxyphenyllactic acid, O,O'-bis(trimethylsilyl)-, trimethylsilyl ester; Propanoic acid, 2-trimethylsilyloxy-3-(4-trimethylsilyloxyphenyl), trimethylsilyl ester; Phenyllactic acid, 4-hydroxy, tri-TMS; 4-Hydroxyphenyllactate, TMS; Phenyllactic acid, 4-hydroxy, TMS; 4-Hydroxyphenyllactic acid, diTMS; 4-Hydroxyphenyllactic acid, TMS
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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	DB-5	1919.	Ohie, Fu, et al., 2000	30. m/0.25 mm/0.25 μm, 100. C @ 1. min, 10. K/min, 300. C @ 15. min
Capillary	CP Sil 5 CB	1928.	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	1919.	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	HP-5	1894.	Antoshechkin, Golovkin, et al., 1989	25. m/0.31 mm/0.52 μm, He, 100. C @ 5. min, 5. K/min, 290. C @ 15. min
Capillary	DB-1	1907.	Hoffmann, Aramaki, et al., 1989	30. m/0.53 mm/1. μm, He, 4. K/min; T_start: 70. C; T_end: 290. C
Capillary	OV-1	1910.	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	1920.	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	1908.	Wurth, Kumps, et al., 1989	N2, 60. C @ 0.5 min, 6. K/min, 280. C @ 5. min
Capillary	Ultra-2	1921.	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	1909.	Tanaka, Hine, et al., 1980	N2, 100-120 mesh, 70. C @ 0.5 min, 28. K/min; Column length: 1.8 m; T_end: 290. C
Packed	OV-1	1912.	Mattsson and Petersson, 1977	N2, Supelcoport, 4. K/min; Column length: 2. m; T_start: 80. C; T_end: 240. C
Packed	OV-1	1912.	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	DB-1	1906.	Tsai, Oliphant, et al., 1985	He; Program: not specified

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1935.	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
Capillary	HP-5	1923.	Richards, Wong, et al., 1992	25. m/0.32 mm/0.52 μm, He, 70. C @ 10. min, 5. K/min; T_end: 280. C

References

Go To: Top, Gas Chromatography, Notes

Ohie, Fu, et al., 2000
Ohie, T.; Fu, X.; Iga, M.; Kimura, M.; Yamaguchi, S., Gas chromatography-mass spectrometry with tert .-butyldimethylsilyl derivatization: use of the simplified sample preparations and the automated data system to screen for organic acidemias, J. Chromatogr. B, 2000, 746, 1, 63-73, https://doi.org/10.1016/S0378-4347(00)00105-5 . [all data]

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]

Antoshechkin, Golovkin, et al., 1989
Antoshechkin, A.G.; Golovkin, A.B.; Maximova, L.A.; Bakharev, V.A., Screening of amniotic fluid metabolites by gas chromatography-mass spectrometry, J. Chromatogr., 1989, 489, 2, 353-358, https://doi.org/10.1016/S0378-4347(00)82913-8 . [all data]

Hoffmann, Aramaki, et al., 1989
Hoffmann, G.; Aramaki, S.; Blum-Hoffmann, E.; Nyhan, W.L.; Sweetman, L., Quantitative analysis for organic acids in biological samples: batch isolation followed by gas chromatographic-mass spectrometric analysis, Clin. Chem., 1989, 35, 4, 587-595. [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]

Tanaka, Hine, et al., 1980
Tanaka, K.; Hine, D.G.; West-Dull, A.; Lynn, T.B., Gas-chromatographic method of analysis for urinary organic acids. I. Retention indices of 155 metabolically important compounds, Clin. Chem., 1980, 26, 13, 1839-1846. [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]

Tsai, Oliphant, et al., 1985
Tsai, M.Y.; Oliphant, C.; Josephson, M.W., Identification of Metabolites Diagnostic for Organic Acidurias by Simultaneous Dual-Column Capillary Gas Chromatography, J. Chromatogr., 1985, 341, 1-10, https://doi.org/10.1016/S0378-4347(00)84004-9 . [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]

Richards, Wong, et al., 1992
Richards, M.; Wong, Y.S.; Tan, W.C.; Tan, I.K.; Ng, T.L., Profiling urinary organic acids for the diagnosis of inborn errors of metabolism by GC/MS, Bull. Sing. N.I. Chem., 1992, 20, 135-143. [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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