Methyl anthranilate
- Formula: C8H9NO2
- Molecular weight: 151.1626
- IUPAC Standard InChIKey: VAMXMNNIEUEQDV-UHFFFAOYSA-N
- CAS Registry Number: 134-20-3
- 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: Benzoic acid, 2-amino-, methyl ester; Anthranilic acid, methyl ester; o-Carbomethoxyaniline; Methyl o-aminobenzoate; Methyl 2-aminobenzoate; 2-(Methoxycarbonyl)aniline; 2-Aminobenzoic acid methyl ester; o-Aminobenzoic acid, methyl ester; Nevoli oil; 2-Carbomethoxyaniline; Methylester kyseliny anthranilove; Neroli oil, artifical; Methyl ester of o-Aminobenzoic acid; Neroli oil, artificial; o-Amino methyl benzoate; NSC 3109; Methyl anthranylate
- 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 | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 MS | VF-5 MS | VF-5 MS | HP-5 MS | RTX-5 MS |
Column length (m) | 30. | 60. | 60. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 50. | 30. | 30. | 40. | 60. |
Tend (C) | 320. | 260. | 260. | 260. | 200. |
Heat rate (K/min) | 5. | 2. | 2. | 4. | 2. |
Initial hold (min) | 5. | 2. | |||
Final hold (min) | 28. | 28. | 5. | 10. | |
I | 1341. | 1345. | 1346. | 1346. | 1343. |
Reference | Nawrath, Mgode, et al., 2012 | Leffingwell and Alford, 2011 | Leffingwell and Alford, 2011 | Miyazawa, Marumoto, et al., 2011 | Edris, Chizzola, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | BPX-5 | SPB-5 | DB-5 | ZB-5 |
Column length (m) | 60. | 25. | 30. | 30. | 60. |
Carrier gas | He | Helium | Helium | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.20 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.13 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 60. | 50. | 60. | 60. | 40. |
Tend (C) | 250. | 230. | 250. | 200. | 260. |
Heat rate (K/min) | 3. | 3. | 4. | 2. | 6. |
Initial hold (min) | 2. | 2. | 4.6 | ||
Final hold (min) | 20. | 60. | 1. | ||
I | 1347. | 1331. | 1337. | 1341. | 1363. |
Reference | Bertrand, Comte, et al., 2006 | Fons, Rapior, et al., 2006 | Pino, Marquez, et al., 2006 | Rout, Naik, et al., 2006 | Jürgens and Dötterl, 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5MS | DB-5 | OV-101 | DB-1 | OV-101 |
Column length (m) | 60. | 30. | 15. | 60. | 50. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.22 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Tstart (C) | 35. | 60. | 35. | 50. | 80. |
Tend (C) | 250. | 240. | 250. | 250. | 200. |
Heat rate (K/min) | 3. | 3. | 6. | 3.5 | 2. |
Initial hold (min) | 5. | 3. | 5. | ||
Final hold (min) | |||||
I | 1346. | 1317. | 1320. | 1296. | 1332. |
Reference | Fernando and Grün, 2001 | El-Sakhawy, El-Tantawy, et al., 1998 | Chisholm, Guiher, et al., 1995 | Stashenko, Torres, et al., 1995 | Egolf and Jurs, 1993 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | DB-1 | SPB-1 | OV-101 | DB-1 |
Column length (m) | 60. | 60. | 60. | 45. | 60. |
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | |
Phase thickness (μm) | 0.25 | 0.25 | |||
Tstart (C) | 50. | 50. | 80. | 100. | 50. |
Tend (C) | 240. | 240. | 230. | 180. | 250. |
Heat rate (K/min) | 3. | 3. | 5. | 3. | 4. |
Initial hold (min) | 5. | 5. | 0.1 | ||
Final hold (min) | 5. | ||||
I | 1311. | 1312. | 1318. | 1327. | 1301. |
Reference | Ishihara, Tsuneya, et al., 1992 | Ishihara, Tsuneya, et al., 1992 | Thomas and Bassols, 1992 | Wu, Zhao, et al., 1987 | Flath, Mon, et al., 1983 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary |
---|---|
Active phase | OV-101 |
Column length (m) | 25. |
Carrier gas | He |
Substrate | |
Column diameter (mm) | |
Phase thickness (μm) | |
Tstart (C) | 75. |
Tend (C) | 280. |
Heat rate (K/min) | 2. |
Initial hold (min) | 7. |
Final hold (min) | |
I | 1314. |
Reference | Spiteller and Spiteller, 1979 |
Comment | 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.
Nawrath, Mgode, et al., 2012
Nawrath, T.; Mgode, G.F.; Weetjens, B.; Kaufmann, S.H.E.; Schulz, S.,
The volatiles of pathogenic and nonpathogenic mycobacteria aand related bacteria,
Beilstein J. Org. Chem., 2012, 8, 290-297, https://doi.org/10.3762/bjoc.8.31
. [all data]
Leffingwell and Alford, 2011
Leffingwell, J.; Alford, E.D.,
Volatile constituents of the giant pufball mushroom (Calvatia gigantea),
Leffingwell Rep., 2011, 4, 1-17. [all data]
Miyazawa, Marumoto, et al., 2011
Miyazawa, M.; Marumoto, S.; Kobayashi, T.; Yoshida, S.; Utsumi, Y.,
Determination of characteristic components in essential oils from Wisteria braphybotrys using gas chromatography - olfactometry incremental dilution technique,
Rec. Nat. Prod., 2011, 5, 3, 221-227. [all data]
Edris, Chizzola, et al., 2007
Edris, A.E.; Chizzola, R.; Franz, C.,
Isolation and characterization of the volatile aroma compounds from the concrete headspace and the absolute of Jasminum sambac (L.) Ait. (Oleaceae) flowers grown in Egypt,
Eur. Food Res. Technol., 2007, https://doi.org/10.1007/s00217-007-0623-y
. [all data]
Bertrand, Comte, et al., 2006
Bertrand, C.; Comte, G.; Piola, F.,
Solid-phase microextraction of volatile compounds from flowers of two Brunfelsia species,
Biochem. Syst. Ecol., 2006, 34, 5, 371-375, https://doi.org/10.1016/j.bse.2005.12.005
. [all data]
Fons, Rapior, et al., 2006
Fons, F.; Rapior, S.; Fruchier, A.,
Volatile composition of Clitocybe amoenolens, Tricholoma caligatum and Hebeloma radicosum,
Cryptogamie, Mycologie, 2006, 27, 1, 45-55. [all data]
Pino, Marquez, et al., 2006
Pino, J.A.; Marquez, E.; Marbot, R.,
Volatile constituents from tea of roselle (Hibiscus sabdariffa L.),
Rev. CENIC Ciencias Quimicas, 2006, 37, 3, 127-129. [all data]
Rout, Naik, et al., 2006
Rout, P.K.; Naik, S.N.; Rao, Y.R.,
Composition of the concrete, absolute, headspace and essential oil of the flowers of Michelia champaca Linn.,
Flavour Fragr. J., 2006, 21, 6, 906-911, https://doi.org/10.1002/ffj.1742
. [all data]
Jürgens and Dötterl, 2004
Jürgens, A.; Dötterl, S.,
Chemical composition of anther volatiles in Ranunculaceae: genera-specific profiles in Aemone, Aquilegia, Caltha, Pulsatilla, Ranunculus, and Trollius species,
American Journal of Botany, 2004, 91, 12, 1969-1980, https://doi.org/10.3732/ajb.91.12.1969
. [all data]
Fernando and Grün, 2001
Fernando, L.N.; Grün, I.U.,
Headspace-SPME analysis of volatiles of the ridge gourd (Luffa acutangula) and bitter gourd (Momordica charantia) flowers,
Flavour Fragr. J., 2001, 16, 4, 289-293, https://doi.org/10.1002/ffj.999
. [all data]
El-Sakhawy, El-Tantawy, et al., 1998
El-Sakhawy, F.S.; El-Tantawy, M.E.; Ross, S.A.; El-Sohly, M.A.,
Composition and antimicrobial activity of the essential oil of Murraya exotica L.,
Flavour Fragr. J., 1998, 13, 1, 59-62, https://doi.org/10.1002/(SICI)1099-1026(199801/02)13:1<59::AID-FFJ693>3.0.CO;2-L
. [all data]
Chisholm, Guiher, et al., 1995
Chisholm, M.G.; Guiher, L.A.; Zaczkiewicz, S.M.,
Aroma characteristics of aged Vidal blanc wine,
Am. J. Enol. Vitic, 1995, 46, 1, 56-62. [all data]
Stashenko, Torres, et al., 1995
Stashenko, E.E.; Torres, W.; Morales, J.R.M.,
A study of the compositional variation of the essential oil of ylang-ylang (Cananga odorata Hook Fil. et Thomson, forma genuina) during flower development,
J. Hi. Res. Chromatogr., 1995, 18, 2, 101-104, https://doi.org/10.1002/jhrc.1240180206
. [all data]
Egolf and Jurs, 1993
Egolf, L.M.; Jurs, P.C.,
Quantitative structure-retention and structure-odor intensity relationships for a diverse group of odor-active compounds,
Anal. Chem., 1993, 65, 21, 3119-3126, https://doi.org/10.1021/ac00069a027
. [all data]
Ishihara, Tsuneya, et al., 1992
Ishihara, M.; Tsuneya, T.; Shiga, M.; Kawashima, S.; Yamagishi, K.; Yoshida, F.; Sato, H.; Uneyama, K.,
New pyridine derivatives and basic components in spearmint oil (Mentha gentilis f. cardiaca) and peppermint oil (Mentha piperita),
J. Agric. Food Chem., 1992, 40, 9, 1647-1655, https://doi.org/10.1021/jf00021a034
. [all data]
Thomas and Bassols, 1992
Thomas, A.F.; Bassols, F.,
Occurrence of pyridines and other bases in orange oil,
J. Agric. Food Chem., 1992, 40, 11, 2236-2243, https://doi.org/10.1021/jf00023a037
. [all data]
Wu, Zhao, et al., 1987
Wu, C.; Zhao, D.; Sun, S.; Ma, Y.; Wang, Q.; Lu, S.,
The minor chemical components of the absolute oil from the flower,
Acta botanica Sinica, 1987, 29, 6, 636-642. [all data]
Flath, Mon, et al., 1983
Flath, R.A.; Mon, T.R.; Lorenz, G.; Whitten, C.J.; Mackley, J.W.,
Volatile components of Acacia sp. blossoms,
J. Agric. Food Chem., 1983, 31, 6, 1167-1170, https://doi.org/10.1021/jf00120a008
. [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]
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.