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Date
12 substances in Reaxys
2017-10-17 20h:23m:28s (EST)
8 substances in Reaxys
2017-10-17 20h:25m:58s (EST)
O H N
1. Query
OH
O
Search as: As drawn 2. Query
(1. Query) AND NOT itemno in (12,11,6,5)
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Reaxys ID 115879 View in Reaxys
H N
1/8 CAS Registry Number: 77873-76-8 Chemical Name: morpholine-3-carboxylic acid; 3-Morpholinecarboxylic acid; DL-4-oxa-pipecolinic acid; 4-oxapipecolic acid; Morpholin-3-carbonsaeure; 3-morpholine carboxylic acid; morpholine-3-carboxilic acid Linear Structure Formula: C5H9NO3 Molecular Formula: C5H9NO3 Molecular Weight: 131.131 Type of Substance: heterocyclic InChI Key: JUNOWSHJELIDQP-UHFFFAOYSA-N Note:
O OH
O
Substance Label (3) Label References 29c
Venkatesan, Aranapakam M.; Agarwal, Atul; Abe, Takao; Ushirogochi, Hideki; Yamamura, Itsuka; Ado, Mihira; Tsuyoshi, Takasaki; Dos Santos, Osvaldo; Gu, Yansong; Sum, Fuk-Wah; Li, Zhong; Francisco, Gerry; Lin, Yang-I.; Petersen, Peter J.; Yang, Youjun; Kumagai, Toshio; Weiss, William J.; Shlaes, David M.; Knox, James R.; Mansour, Tarek S.; Journal of Medicinal Chemistry; vol. 49; nb. 15; (2006); p. 4623 - 4637, View in Reaxys
DL-(O)Pip
Hosten, N.; Antenuis, M.J.O; Bulletin des Societes Chimiques Belges; vol. 97; nb. 1; (1988); p. 48 - 50, View in Reaxys
Table 1
Asher, Vikram; Becu, Christian; Anteunis, Marc J. O.; Callens, Roland; Tetrahedron Letters; vol. 22; (1981); p. 141 - 144, View in Reaxys
Patent-Specific Data (1) Location in Patent References Page/Page column
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; LIU, Xinchang; GOLDMANN, Siegfried; US2015/152096; (2015); (A1) English, View in Reaxys
Druglikeness (1) 1 of 1
LogP
-1.091
H Bond Donors
2
H Bond Acceptors
4
Rotatable Bonds
1
TPSA
58.56
Lipinski Number
4
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
245 - 250
Solvent (Melting Point)
aq. ethanol
Comment (Melting Point)
with:1 Mol.H2O (solvent).Decomp.
McCord et al.; Journal of the American Chemical Society; vol. 79; (1957); p. 5693,5696, View in Reaxys Crystal Property Description (1) Colour & Other References Properties Feststoff
McCord et al.; Journal of the American Chemical Society; vol. 79; (1957); p. 5693,5696, View in Reaxys
Reaxys ID 6998381 View in Reaxys H N
2/8 CAS Registry Number: 106825-79-0 Chemical Name: (S)-morpholine-3-carboxylic acid; (S)-3-morpholinecarboxylic acid; L-3-morpholinecarboxylic acid; morpholine-3-(S)-carboxylic acid; morpholine-3(S)-carboxylic acid Linear Structure Formula: C5H9NO3
O OH
O
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Molecular Formula: C5H9NO3 Molecular Weight: 131.131 Type of Substance: heterocyclic InChI Key: JUNOWSHJELIDQP-BYPYZUCNSA-N Note: Substance Label (2) Label References (S)-4g
Yasuda, Mari; Ueda, Makoto; Muramatsu, Hisashi; Mihara, Hisaaki; Esaki, Nobuyoshi; Tetrahedron Asymmetry; vol. 17; nb. 12; (2006); p. 1775 - 1779, View in Reaxys
3a
Kogami; Okawa; Bulletin of the Chemical Society of Japan; vol. 60; nb. 8; (1987); p. 2963 - 2965, View in Reaxys
Patent-Specific Data (1) Location in Patent References Page/Page column
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; LIU, Xinchang; GOLDMANN, Siegfried; US2015/152096; (2015); (A1) English, View in Reaxys
Druglikeness (1) 1 of 1
LogP
-1.091
H Bond Donors
2
H Bond Acceptors
4
Rotatable Bonds
1
TPSA
58.56
Lipinski Number
4
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
218
Solvent (Melting Point)
H2O; methanol
Comment (Melting Point)
Decomposition
Kogami; Okawa; Bulletin of the Chemical Society of Japan; vol. 60; nb. 8; (1987); p. 2963 - 2965, View in Reaxys Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
2.0 g/100ml
Solvent (Optical Rotatory Power)
HCl; H2O
Optical Rotatory Power [deg]
-14.4
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
25
Comment (Optical Rota- Ratio of solvents: 1 M tory Power) Kogami; Okawa; Bulletin of the Chemical Society of Japan; vol. 60; nb. 8; (1987); p. 2963 - 2965, View in Reaxys NMR Spectroscopy (3) 1 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- D2O scopy)
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Frequency (NMR Spectroscopy) [MHz]
400
Yasuda, Mari; Ueda, Makoto; Muramatsu, Hisashi; Mihara, Hisaaki; Esaki, Nobuyoshi; Tetrahedron Asymmetry; vol. 17; nb. 12; (2006); p. 1775 - 1779, View in Reaxys 2 of 3
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- D2O scopy) Frequency (NMR Spectroscopy) [MHz]
400
Yasuda, Mari; Ueda, Makoto; Muramatsu, Hisashi; Mihara, Hisaaki; Esaki, Nobuyoshi; Tetrahedron Asymmetry; vol. 17; nb. 12; (2006); p. 1775 - 1779, View in Reaxys 3 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- D2O scopy) Kogami; Okawa; Bulletin of the Chemical Society of Japan; vol. 60; nb. 8; (1987); p. 2963 - 2965, View in Reaxys
Reaxys ID 6998382 View in Reaxys
H N
3/8 Chemical Name: (R)-morpholine-3-carboxylic acid; D-3-morpholinecarboxylic acid Linear Structure Formula: C5H9NO3 Molecular Formula: C5H9NO3 Molecular Weight: 131.131 Type of Substance: heterocyclic InChI Key: JUNOWSHJELIDQP-SCSAIBSYSA-N Note:
O OH
O
Substance Label (1) Label References 3b
Kogami; Okawa; Bulletin of the Chemical Society of Japan; vol. 60; nb. 8; (1987); p. 2963 - 2965, View in Reaxys
Druglikeness (1) 1 of 1
LogP
-1.091
H Bond Donors
2
H Bond Acceptors
4
Rotatable Bonds
1
TPSA
58.56
Lipinski Number
4
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
216 - 218
Solvent (Melting Point)
H2O; methanol
Comment (Melting Point)
Decomposition
Kogami; Okawa; Bulletin of the Chemical Society of Japan; vol. 60; nb. 8; (1987); p. 2963 - 2965, View in Reaxys Optical Rotatory Power (1)
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
1.0 g/100ml
Solvent (Optical Rotatory Power)
HCl; H2O
Optical Rotatory Power [deg]
13.8
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
25
Comment (Optical Rota- Ratio of solvents: 1 M tory Power) Kogami; Okawa; Bulletin of the Chemical Society of Japan; vol. 60; nb. 8; (1987); p. 2963 - 2965, View in Reaxys
Reaxys ID 20438422 View in Reaxys
4/8 CAS Registry Number: 1233213-46-1 Chemical Name: (S)-morpholine-3-carboxylic acid lithium salt Linear Structure Formula: C5H8NO3 (1-)*Li(1+) Molecular Formula: C5H8NO3*Li Molecular Weight: 137.064 InChI Key: TXBYCBIRPSQYSF-WCCKRBBISA-M Note:
O
N H
O–
Li+
O
Druglikeness (1) 1 of 1
LogP
-1.572
H Bond Donors
1
H Bond Acceptors
4
Rotatable Bonds
1
TPSA
61.39
Lipinski Number
4
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
231 - 233
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
5.8 g/100ml
Solvent (Optical Rotatory Power)
water
Optical Rotatory Power [deg]
-21.3
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
22
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
5/11
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Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- water-d2 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys 2 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- water-d2 scopy) Frequency (NMR Spectroscopy) [MHz]
101
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys
Reaxys ID 20438421 View in Reaxys
5/8 CAS Registry Number: 1233213-47-2 Chemical Name: (S)-morpholine-3-carboxylic acid sodium salt Linear Structure Formula: C5H8NO3 (1-)*Na(1+) Molecular Formula: C5H8NO3*Na Molecular Weight: 153.113 InChI Key: HOGVYQUOAMQWJS-WCCKRBBISA-M Note:
O
N H
O–
Na +
O
Druglikeness (1) 1 of 1
LogP
-1.572
H Bond Donors
1
H Bond Acceptors
4
Rotatable Bonds
1
TPSA
61.39
Lipinski Number
4
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
220 - 224
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys Optical Rotatory Power (1)
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1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
3.4 g/100ml
Solvent (Optical Rotatory Power)
water
Optical Rotatory Power [deg]
-23.9
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
20
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- water-d2 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys 2 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- water-d2 scopy) Frequency (NMR Spectroscopy) [MHz]
101
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys
Reaxys ID 13646913 View in Reaxys
6/8 Chemical Name: morpholine-3-carboxylic acid hydrochloride; morpholino-3-carboxylic acid hydrochloride; morpholino-3-carboxylic acid HCl; Morpholine-3-carboxylic acid hydrochloride Linear Structure Formula: C5H9NO3*ClH Molecular Formula: C5H9NO3*ClH Molecular Weight: 167.592 InChI Key: CWSLARZELUGARZ-UHFFFAOYSA-N Note:
HCl O
HN
HO
O
Substance Label (1) Label References
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7/11
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4
Tereshchenko, Alexander D.; Myronchuk, Julia S.; Leitchenko, Lena D.; Knysh, Irina V.; Tokmakova, Ganna O.; Litsis, Olena O.; Tolmachev, Andrey; Liubchak, Konstantin; Mykhailiuk, Pavel; Tetrahedron; vol. 73; nb. 6; (2017); p. 750 - 757, View in Reaxys
Patent-Specific Data (1) Location in Patent References Page/Page column
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; LIU, Xinchang; GOLDMANN, Siegfried; US2015/152096; (2015); (A1) English, View in Reaxys
Druglikeness (1) 1 of 1
LogP
-0.579
H Bond Donors
2
H Bond Acceptors
4
Rotatable Bonds
1
TPSA
58.56
Lipinski Number
4
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
229 - 230
Tereshchenko, Alexander D.; Myronchuk, Julia S.; Leitchenko, Lena D.; Knysh, Irina V.; Tokmakova, Ganna O.; Litsis, Olena O.; Tolmachev, Andrey; Liubchak, Konstantin; Mykhailiuk, Pavel; Tetrahedron; vol. 73; nb. 6; (2017); p. 750 - 757, View in Reaxys Crystal Property Description (1) Colour & Other References Properties white
Tereshchenko, Alexander D.; Myronchuk, Julia S.; Leitchenko, Lena D.; Knysh, Irina V.; Tokmakova, Ganna O.; Litsis, Olena O.; Tolmachev, Andrey; Liubchak, Konstantin; Mykhailiuk, Pavel; Tetrahedron; vol. 73; nb. 6; (2017); p. 750 - 757, View in Reaxys
NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Location
supporting information
Tereshchenko, Alexander D.; Myronchuk, Julia S.; Leitchenko, Lena D.; Knysh, Irina V.; Tokmakova, Ganna O.; Litsis, Olena O.; Tolmachev, Andrey; Liubchak, Konstantin; Mykhailiuk, Pavel; Tetrahedron; vol. 73; nb. 6; (2017); p. 750 - 757, View in Reaxys 2 of 2
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]
125
Location
supporting information
Tereshchenko, Alexander D.; Myronchuk, Julia S.; Leitchenko, Lena D.; Knysh, Irina V.; Tokmakova, Ganna O.; Litsis, Olena O.; Tolmachev, Andrey; Liubchak, Konstantin; Mykhailiuk, Pavel; Tetrahedron; vol. 73; nb. 6; (2017); p. 750 - 757, View in Reaxys
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Reaxys ID 20438423 View in Reaxys
7/8 CAS Registry Number: 1233213-48-3 Chemical Name: (S)-morpholine-3-carboxylic acid potassium salt Linear Structure Formula: C5H8NO3 (1-)*K(1+) Molecular Formula: C5H8NO3*K Molecular Weight: 169.222 InChI Key: XVTKQMFHNHJJDR-WCCKRBBISA-M Note:
O
N H
O–
K+
O
Druglikeness (1) 1 of 1
LogP
-1.572
H Bond Donors
1
H Bond Acceptors
4
Rotatable Bonds
1
TPSA
61.39
Lipinski Number
4
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
229 - 233
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
5.3 g/100ml
Solvent (Optical Rotatory Power)
water
Optical Rotatory Power [deg]
-16.4
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
25
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- water-d2 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys 2 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
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9/11
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Solvents (NMR Spectro- water-d2 scopy) Frequency (NMR Spectroscopy) [MHz]
101
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys
Reaxys ID 20438420 View in Reaxys
8/8 CAS Registry Number: 1233213-49-4 Chemical Name: (S)-morpholine-3-carboxylic acid caesium salt Linear Structure Formula: C5H8NO3 (1-)*Cs(1+) Molecular Formula: C5H8NO3*Cs Molecular Weight: 263.029 InChI Key: LZXTXJSNTVNODH-WCCKRBBISA-M Note:
O
N H
O–
Cs +
O
Druglikeness (1) 1 of 1
H Bond Donors
0
H Bond Acceptors
4
Rotatable Bonds
1
TPSA
49.36
Lipinski Number
3
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
217 - 222
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
5.3 g/100ml
Solvent (Optical Rotatory Power)
water
Optical Rotatory Power [deg]
-12.3
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
25
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy)
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10/11
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Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- water-d2 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys 2 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- water-d2 scopy) Frequency (NMR Spectroscopy) [MHz]
101
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Laars, Marju; Raska, Henri; Lopp, Margus; Kanger, Tonis; Tetrahedron Asymmetry; vol. 21; nb. 5; (2010); p. 562 - 565, View in Reaxys
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
11/11
2017-10-17 20:37:22