Caffeine
- Formula: C8H10N4O2
- Molecular weight: 194.1906
- IUPAC Standard InChI: InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
- IUPAC Standard InChIKey: RYYVLZVUVIJVGH-UHFFFAOYSA-N
- CAS Registry Number: 58-08-2
- 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. - Other names: 1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-; Alert-Pep; Cafeina; Caffein; Caffine; Cafipel; Coffeine; Guaranine; Koffein; Mateina; Methyltheobromine; No-Doz; Refresh'n; Stim; Thein; Theine; 1,3,7-Trimethyl-2,6-dioxopurine; 1,3,7-Trimethylxanthine; Cafamil; Cafecon; Caffeine, synthetic; Eldiatric C; Nix Nap; Nodaca; NCI-C02733; Theobromine, 1-methyl-; Theophylline, 7-methyl; Xanthine, 1,3,7-trimethyl; 3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione; Coffein; Kofein; Organex; Monomethyl derivative of Theophylline; Theobromine Me; Theophylline Me; Caffedrine; Hycomine; NSC 5036; Tri-Aqua; Wigraine; 7-Methylxanthine, N,N'-dimethyl-; 1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione; A.S.A. and Codeine Compound; Anacin; Anacin Maximum Strength; Bayer Select Headache Pain; Cafergot; DHCplus; Dasin; Fiorinal; Hycomine Compound; Midol Maximum Strength; Norgesic; P-A-C Analgesic Tablets; Phensal; Propoxyphene Compound 65; SK-65 Compound; Synalgos; Synalgos-DC; Vanquish; component of A.S.A. Compound; component of Ansemco 2; component of Dilone; component of Midol; component of P-A-C Compound; component of Percodan; 71701-02-5; 95789-13-2; A.S.A. and Codeine Compound (Salt/Mix); Anacin (Salt/Mix); Anacin Maximum Strength (Salt/Mix); Bayer Select Headache Pain (Salt/Mix); Cafergot (Salt/Mix); DHCplus (Salt/Mix); Dasin (Salt/Mix); Fiorinal (Salt/Mix); Hycomine Compound (Salt/Mix); Midol Maximum Strength (Salt/Mix); Norgesic (Salt/Mix); P-A-C Analgesic Tablets (Salt/Mix); Phensal (Salt/Mix); Propoxyphene Compound 65 (Salt/Mix); SK-65 Compound (Salt/Mix); Synalgos (Salt/Mix); Synalgos-DC (Salt/Mix); Vanquish (Salt/Mix); component of A.S.A. Compound (Salt/Mix); component of Ansemco 2 (Salt/Mix); component of Dilone (Salt/Mix); component of Midol (Salt/Mix); component of P-A-C Compound (Salt/Mix); component of Percodan (Salt/Mix)
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Normal alkane RI, non-polar column, temperature ramp
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 | Packed | Packed | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Polydimethyl siloxane | SE-30 | OV-1 | Ultra-1 | SLB-5MS |
| Column length (m) | 2. | 2. | 50. | 50. | 10. |
| Carrier gas | Nitrogen | Nitrogen | Helium | Helium | |
| Substrate | Chromosorb G AW DMCS (80-100 mesh) | ||||
| Column diameter (mm) | 0.32 | 0.20 | 0.18 | ||
| Phase thickness (μm) | 0.50 | 0.33 | 0.18 | ||
| Tstart (C) | 100. | 100. | 40. | 50. | 40. |
| Tend (C) | 300. | 300. | 270. | 280. | 295. |
| Heat rate (K/min) | 2. | 2. | 10. | ||
| Initial hold (min) | 1.5 | ||||
| Final hold (min) | 10. | 20. | |||
| I | 1810. | 1810. | 1789. | 1772. | 1836. |
| Reference | MHA, 9999 | MHA, 9999 | Da Costa, Yang, et al., 2010 | Du, Clery, et al., 2008 | Risticevic, Carasek, 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 MS | Polymethylsiloxane, (PMS-20000) | DB-1 | BP-1 | BP-1 |
| Column length (m) | 30. | 12. | 15. | 12. | 12. |
| Carrier gas | Helium | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.20 | 0.25 | 0.22 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.33 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 100. | 160. | 130. | 120. | 120. |
| Tend (C) | 280. | 300. | 290. | 270. | 270. |
| Heat rate (K/min) | 5. | 10. | 10. | 12. | 15. |
| Initial hold (min) | 2. | 1. | |||
| Final hold (min) | 20. | 10. | |||
| I | 1842. | 1800. | 1774. | 1779. | 1784. |
| Reference | Christov and Evstatieva, 2003 | Gambaro, Saligari, et al., 1997 | Sharp, 1987 | Stowell and Wilson, 1985 | Stowell and Wilson, 1985 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | BP-1 | BP-1 | BP-1 | BP-1 |
| Column length (m) | 12. | 12. | 12. | 12. | 12. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.22 | 0.22 | 0.22 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 120. | 120. | 120. | 120. | 50. |
| Tend (C) | 270. | 270. | 270. | 280. | 300. |
| Heat rate (K/min) | 25. | 6. | 8. | 8. | 20. |
| Initial hold (min) | |||||
| Final hold (min) | |||||
| I | 1800. | 1776. | 1775. | 1768. | 1764. |
| Reference | Stowell and Wilson, 1985 | Stowell and Wilson, 1985 | Stowell and Wilson, 1985 | Stowell and Wilson, 1985 | Stowell and Wilson, 1985 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Packed | Capillary | Capillary | Packed | Packed |
|---|---|---|---|---|---|
| Active phase | SE-30 | OV-101 | OV-101 | SE-30 | SE-30 |
| Column length (m) | 2. | 30. | 25. | 2. | 2. |
| Carrier gas | H2 | He | Nitrogen | N2 | |
| Substrate | Gas Chrom P | Chromosorb W AW DMS (80-100 mesh) | Chromosorb W AW DMS | ||
| Column diameter (mm) | 0.3 | ||||
| Phase thickness (μm) | |||||
| Tstart (C) | 120. | 80. | 75. | 130. | 130. |
| Tend (C) | 200. | 275. | 280. | 290. | 290. |
| Heat rate (K/min) | 2.5 | 2. | 2. | 8. | 8. |
| Initial hold (min) | 7. | 7. | 2. | 2. | |
| Final hold (min) | 8. | 8. | |||
| I | 1815. | 1797. | 1797. | 1790. | 1790. |
| Reference | Marozzi, Gambaro, et al., 1982 | Pinkston, Spiteller, et al., 1981 | Spiteller and Spiteller, 1979 | Peel and Perrigo, 1976 | Peel and Perrigo, 1975 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
MHA, 9999
MHA, Directorate of ForensicScience.,
Forensic Toxicology, 9999. [all data]
Da Costa, Yang, et al., 2010
Da Costa, N.C.; Yang, Y.; Kowalczyk, J.; Poulsen, M.L.,
The analysis of volatiles and non-volatiles in Yerba Mate tea (Ilex paraguariensis)
in Proc. 12th Weurman Symp., Blank, I.; Wust, M.; Yeretzian, C., ed(s)., Institut fur Chemie und Biologisher Chemie, Wissenschafen, Winterthur, 2010, 494-497. [all data]
Du, Clery, et al., 2008
Du, Z.; Clery, R.; Hammond, C.J.,
Volatile organic nitrogen-containing constituents in ambrette seed Abelmoschus moschatus Medik (Malvaceae),
J. Agric. Food Chem., 2008, 56, 16, 7388-7392, https://doi.org/10.1021/jf800958d
. [all data]
Risticevic, Carasek, et al., 2008
Risticevic, S.; Carasek, E.; Pawliszyn, J.,
Headspace solid-phase microextraction-gas chromatographic-time-of-flight mass spectrometric methodology for geographical origin verification of coffee,
Anal. Chim. Acta, 2008, 617, 1-2, 72-84, https://doi.org/10.1016/j.aca.2008.04.009
. [all data]
Christov and Evstatieva, 2003
Christov, V.; Evstatieva, L.,
Alkaloid profile of Bulgarian species from genus Senecio L.,
Z. Naturforsch., 2003, 58c, 300-302. [all data]
Gambaro, Saligari, et al., 1997
Gambaro, V.; Saligari, E.; Froldi, R.; Bianchi, L.,
Analysis of street drugs by means of HRGC,
Bollettino Chimico Farmaceutica, 1997, 36, 4, 359-367. [all data]
Sharp, 1987
Sharp, M.E.,
A rapid screening procedure for acidic and neutral drugs in blood by high resolution gas chromatography,
J. Anal. Toxicol., 1987, 11, 1, 8-11, https://doi.org/10.1093/jat/11.1.8
. [all data]
Stowell and Wilson, 1985
Stowell, A.; Wilson, L.,
Use of retention indices in drug screening by capillary gas chromatography, Rep. # CD 2362, Department of Scientific and Industrial Reseach, Chemistry Division, Lower Hutt, NZ, 1985, 32. [all data]
Marozzi, Gambaro, et al., 1982
Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F.,
Use of the retention index in gas chromatographic studies of drugs,
J. Anal. Toxicol., 1982, 6, 4, 185-192, https://doi.org/10.1093/jat/6.4.185
. [all data]
Pinkston, Spiteller, et al., 1981
Pinkston, D.; Spiteller, G.; von Henning, H.; Matthaei, D.,
High-resolution gas chromatography-mass spectrometry of the methyl esters of organic acids from uremic hemofiltrates,
J. Chromatogr., 1981, 223, 1, 1-19, https://doi.org/10.1016/S0378-4347(00)80063-8
. [all data]
Spiteller and Spiteller, 1979
Spiteller, M.; Spiteller, G.,
Trennung und charakterisierung saurer harnbest and- teile,
J. Chromatogr., 1979, 164, 3, 253-317, https://doi.org/10.1016/S0378-4347(00)81232-3
. [all data]
Peel and Perrigo, 1976
Peel, H.W.; Perrigo, B.,
A practical gas chromatographic screening procedure for toxicological analysis,
Can. Soc. Forens. Sci. J., 1976, 9, 2, 69-74, https://doi.org/10.1080/00085030.1976.10757247
. [all data]
Peel and Perrigo, 1975
Peel, H.W.; Perrigo, B.,
A practical gas chromatographic screening procedure for toxicological analysis,
Can.Soc.Forens.Sci.J., 1975, 9, 2, 69-74, https://doi.org/10.1080/00085030.1976.10757247
. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - 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.
- Customer support for NIST Standard Reference Data products.