2
0
2011
rou
not
0
journal
Original
Roux, M. V.[MarIa Victoria]
Notario, R.[Rafael]
Segura, M.[Marta]
Guzman-Mejia, R.[Ramon]
Juaristi, E.[Eusebio]
Chickos, J. S.[James S.]
J. Chem. Eng. Data
2011
2020-09-29
Thermophysical Study of Several alpha- and beta-Amino Acid Derivatives by Differential Scanning Calorimetry (DSC)
The present study reports a differential scanning calorimetry (DSC) study of the amino acids sarcosine [CAS Registry No. 107-97-1], ?-alanine (dl) [CAS Registry No. 302-72-7], ?-alanine [CAS Registry No. 107-95-9], N-benzyl-?-alanine (dl) [CAS Registry No. 40297-69-6], and N-benzyl-?-alanine [CAS Registry No. 5426-62-0] in the temperature interval from T = 268 K to their respective melting/decomposition temperatures. Temperatures and heat capacities as a function of temperature of all solids and the enthalpies and entropies of fusion of two of the amino acids, sarcosine and N-benzyl-?-alanine, are reported.
10.1021/je200292z
10
56
3807-3812
1
InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)
FSYKKLYZXJSNPZ-UHFFFAOYSA-N
sarcosine
N-methylglycine
C3H7NO2
1
Commercial source
1
Dried by vacuum heating
2
99
2
Fraction melting in an adiabatic calorimeter
2
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)
QNAYBMKLOCPYGJ-UHFFFAOYSA-N
DL-2-aminopropanoic acid
DL-alanine
dl-2-aminopropanoic acid
C3H7NO2
1
Commercial source
1
Dried by vacuum heating
2
99.5
3
NMR (proton)
3
InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)
UCMIRNVEIXFBKS-UHFFFAOYSA-N
3-aminopropanoic acid
.beta.-alanine
propanoic acid, 3-amino-
C3H7NO2
1
Commercial source
1
Dried by vacuum heating
2
99.5
3
NMR (proton)
4
InChI=1S/C10H13NO2/c1-8(10(12)13)11-7-9-5-3-2-4-6-9/h2-6,8,11H,7H2,1H3,(H,12,13)
RLIHXKPTGKETCC-UHFFFAOYSA-N
benzylalanine
N-(phenylmethyl)-DL-alanine
C10H13NO2
1
Synthesized by the authors
1
Dried by vacuum heating
Liquid chromatography
Dried by vacuum heating
Liquid chromatography
5
InChI=1S/C10H13NO2/c12-10(13)6-7-11-8-9-4-2-1-3-5-9/h1-5,11H,6-8H2,(H,12,13)
QRDUQWYMGXZIKM-UHFFFAOYSA-N
N-benzyl-.beta.-alanine
C10H13NO2
1
Synthesized by the authors
1
Dried by vacuum heating
Liquid chromatography
Dried by vacuum heating
Liquid chromatography
2
99.5
3
Fraction melting in an adiabatic calorimeter
1
1
1
Principal objective of the work
PW
TRC
10/11/2011
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
20.6
3
1
1.5
2
1
1
Principal objective of the work
PW
TRC
10/11/2011
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
481.6
4
1
2.8
3
1
1
Principal objective of the work
PW
TRC
10/11/2011
1
Molar heat capacity at constant pressure, J/K/mol
Small sample (50 mg) DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
1
Pressure, kPa
Crystal
101.325
6
1
Temperature, K
Crystal
1
263.15
5
1
107.3
4
1
4.6
1
265.15
5
1
108.3
4
1
4.6
1
270.15
5
1
109.9
4
1
4.7
1
273.51
5
1
110.8
4
1
4.7
1
275.15
5
1
111.5
4
1
4.7
1
280.15
5
1
112.8
4
1
4.8
1
285.15
5
1
114.2
4
1
4.8
1
290.15
5
1
116
4
1
4.9
1
295.15
5
1
117.4
4
1
5
1
298.15
5
1
118.2
4
1
5
1
300.15
5
1
119
4
1
5.1
1
305.15
5
1
120.5
4
1
5.1
1
310.15
5
1
122.1
4
1
5.2
1
315.15
5
1
123.5
4
1
5.2
1
320.15
5
1
125.1
4
1
5.3
1
325.15
5
1
126.4
4
1
5.4
1
330.15
5
1
128.1
4
1
5.4
1
335.15
5
1
129.8
4
1
5.5
1
340.15
5
1
131.4
4
1
5.6
1
345.15
5
1
133.2
4
1
5.7
1
350.15
5
1
134.9
4
1
5.7
1
355.15
5
1
136.4
4
1
5.8
1
360.15
5
1
138.5
4
1
5.9
1
365.15
5
1
140.6
4
1
6
1
370.15
5
1
142.3
4
1
6
1
375.15
5
1
143.9
4
1
6.1
1
380.15
5
1
145.4
4
1
6.2
1
385.15
5
1
147
4
1
6.2
1
390.15
5
1
148.8
4
1
6.3
1
395.15
5
1
150.5
4
1
6.4
1
400.15
5
1
152.2
4
1
6.5
1
405.15
5
1
154
4
1
6.5
1
410.15
5
1
155.6
4
1
6.6
4
2
1
Principal objective of the work
PW
TRC
10/11/2011
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
563.5
4
1
4
5
2
1
Principal objective of the work
PW
TRC
10/11/2011
1
Molar heat capacity at constant pressure, J/K/mol
Small sample (50 mg) DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
1
Pressure, kPa
Crystal
101.325
6
1
Temperature, K
Crystal
1
263.15
5
1
107.6
4
1
4.6
1
265.15
5
1
108.4
4
1
4.6
1
270.15
5
1
110.2
4
1
4.7
1
273.51
5
1
111.3
4
1
4.7
1
275.15
5
1
111.9
4
1
4.7
1
280.15
5
1
113.4
4
1
4.8
1
285.15
5
1
115
4
1
4.9
1
290.15
5
1
116.9
4
1
5
1
295.15
5
1
118.9
4
1
5
1
298.15
5
1
119.9
4
1
5.1
1
300.15
5
1
120.8
4
1
5.1
1
305.15
5
1
122.7
4
1
5.2
1
310.15
5
1
124.7
4
1
5.3
1
315.15
5
1
126.2
4
1
5.4
1
320.15
5
1
127.9
4
1
5.4
1
325.15
5
1
128.4
4
1
5.4
1
330.15
5
1
130.6
4
1
5.5
1
335.15
5
1
132.2
4
1
5.6
1
340.15
5
1
134.3
4
1
5.7
1
345.15
5
1
136.1
4
1
5.8
1
350.15
5
1
138.2
4
1
5.9
1
355.15
5
1
140.3
4
1
6
1
360.15
5
1
142.4
4
1
6
1
365.15
5
1
144.1
4
1
6.1
1
370.15
5
1
145.9
4
1
6.2
1
375.15
5
1
146.8
4
1
6.2
1
380.15
5
1
148.3
4
1
6.3
1
385.15
5
1
149.8
4
1
6.4
1
390.15
5
1
151.3
4
1
6.4
1
395.15
5
1
153
4
1
6.5
1
400.15
5
1
154.6
4
1
6.6
1
405.15
5
1
156.3
4
1
6.6
1
410.15
5
1
158.1
4
1
6.7
1
415.15
5
1
159.7
4
1
6.8
1
420.15
5
1
161.5
4
1
6.9
1
425.15
5
1
163
4
1
6.9
1
430.15
5
1
164.9
4
1
7
1
435.15
5
1
167
4
1
7.1
1
440.15
5
1
168
4
1
7.1
1
445.15
5
1
170.1
4
1
7.2
1
450.15
5
1
172
4
1
7.3
1
455.15
5
1
173.8
4
1
7.4
1
460.15
5
1
175.4
4
1
7.4
1
465.15
5
1
177
4
1
7.5
1
470.15
5
1
178.7
4
1
7.6
1
475.15
5
1
178.8
4
1
7.6
1
480.15
5
1
180.7
4
1
7.7
1
485.15
5
1
183.4
4
1
7.8
1
490.15
5
1
184.9
4
1
7.8
1
495.15
5
1
187.5
4
1
8
1
500.15
5
1
190.1
4
1
8.1
6
3
1
Principal objective of the work
PW
TRC
10/11/2011
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
477.5
4
1
4
7
3
1
Principal objective of the work
PW
TRC
10/11/2011
1
Molar heat capacity at constant pressure, J/K/mol
Small sample (50 mg) DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
1
Pressure, kPa
Crystal
101.325
6
1
Temperature, K
Crystal
1
263.15
5
1
105.2
4
1
4.5
1
265.15
5
1
105.8
4
1
4.5
1
270.15
5
1
107.3
4
1
4.6
1
273.51
5
1
108.2
4
1
4.6
1
275.15
5
1
108.8
4
1
4.6
1
280.15
5
1
110.3
4
1
4.7
1
285.15
5
1
111.7
4
1
4.7
1
290.15
5
1
113.1
4
1
4.8
1
295.15
5
1
114.5
4
1
4.9
1
298.15
5
1
115.2
4
1
4.9
1
300.15
5
1
115.9
4
1
4.9
1
305.15
5
1
117.3
4
1
5
1
310.15
5
1
118.8
4
1
5
1
315.15
5
1
119.8
4
1
5.1
1
320.15
5
1
121.3
4
1
5.1
1
325.15
5
1
122.2
4
1
5.2
1
330.15
5
1
123.8
4
1
5.3
1
335.15
5
1
125.4
4
1
5.3
1
340.15
5
1
126.9
4
1
5.4
1
345.15
5
1
128.4
4
1
5.4
1
350.15
5
1
130
4
1
5.5
1
355.15
5
1
131.7
4
1
5.6
1
360.15
5
1
133.5
4
1
5.7
1
365.15
5
1
135
4
1
5.7
1
370.15
5
1
136.6
4
1
5.8
1
375.15
5
1
137.7
4
1
5.8
1
380.15
5
1
139.1
4
1
5.9
1
385.15
5
1
140.7
4
1
6
1
390.15
5
1
142.4
4
1
6
1
395.15
5
1
144
4
1
6.1
1
400.15
5
1
145.7
4
1
6.2
1
405.15
5
1
147.4
4
1
6.3
1
410.15
5
1
148.9
4
1
6.3
1
415.15
5
1
150
4
1
6.4
1
420.15
5
1
152
4
1
6.4
1
425.15
5
1
152.7
4
1
6.5
1
430.15
5
1
154.4
4
1
6.6
1
435.15
5
1
156.2
4
1
6.6
1
440.15
5
1
158
4
1
6.7
1
445.15
5
1
159.6
4
1
6.8
1
450.15
5
1
161.4
4
1
6.8
8
4
1
Principal objective of the work
PW
TRC
10/11/2011
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
528.5
4
1
4
9
4
1
Principal objective of the work
PW
TRC
10/11/2011
1
Molar heat capacity at constant pressure, J/K/mol
Small sample (50 mg) DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
1
Pressure, kPa
Crystal
101.325
6
1
Temperature, K
Crystal
1
263.15
5
1
199.3
4
1
8.5
1
265.15
5
1
200.7
4
1
8.5
1
270.15
5
1
204.2
4
1
8.7
1
273.51
5
1
206.2
4
1
8.8
1
275.15
5
1
207.8
4
1
8.8
1
280.15
5
1
211.1
4
1
9
1
285.15
5
1
213.9
4
1
9.1
1
290.15
5
1
217.2
4
1
9.2
1
295.15
5
1
220.4
4
1
9.4
1
298.15
5
1
222.4
4
1
9.4
1
300.15
5
1
224
4
1
9.5
1
305.15
5
1
227.2
4
1
9.6
1
310.15
5
1
233.2
4
1
9.9
1
315.15
5
1
232.3
4
1
9.9
1
320.15
5
1
235.6
4
1
10
1
325.15
5
1
237.2
4
1
10.1
1
330.15
5
1
240.5
4
1
10.2
1
335.15
5
1
244.6
4
1
10.4
1
340.15
5
1
248.2
4
1
10.5
1
345.15
5
1
250.9
4
1
10.6
1
350.15
5
1
253.6
4
1
10.8
1
355.15
5
1
256.3
4
1
10.9
1
360.15
5
1
258.4
4
1
11
1
365.15
5
1
257.7
4
1
10.9
1
370.15
5
1
261.6
4
1
11.1
1
375.15
5
1
261
4
1
11.1
1
380.15
5
1
263.6
4
1
11.2
1
385.15
5
1
266.4
4
1
11.3
1
390.15
5
1
269.8
4
1
11.4
1
395.15
5
1
273
4
1
11.6
1
400.15
5
1
276.8
4
1
11.7
1
405.15
5
1
280.6
4
1
11.9
1
410.15
5
1
283.5
4
1
12
1
415.15
5
1
285.5
4
1
12.1
1
420.15
5
1
288.7
4
1
12.3
1
425.15
5
1
293.1
4
1
12.4
1
430.15
5
1
295.7
4
1
12.5
10
5
1
Principal objective of the work
PW
TRC
10/11/2011
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
42.7
3
1
1.6
11
5
1
Principal objective of the work
PW
TRC
10/11/2011
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
457
3
1
1.1
12
5
1
Principal objective of the work
PW
TRC
10/11/2011
1
Molar heat capacity at constant pressure, J/K/mol
Small sample (50 mg) DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
1
Pressure, kPa
Crystal
101.325
6
1
Temperature, K
Crystal
1
263.15
5
1
193.4
4
1
8.2
1
265.15
5
1
194.4
4
1
8.3
1
270.15
5
1
196.9
4
1
8.4
1
273.51
5
1
198.2
4
1
8.4
1
275.15
5
1
199
4
1
8.4
1
280.15
5
1
201.4
4
1
8.5
1
285.15
5
1
204.2
4
1
8.7
1
290.15
5
1
207.1
4
1
8.8
1
295.15
5
1
210.5
4
1
9
1
298.15
5
1
221.7
4
1
9.4
1
300.15
5
1
214.3
4
1
9.1
1
305.15
5
1
217.8
4
1
9.2
1
310.15
5
1
221.7
4
1
9.4
1
315.15
5
1
227
4
1
9.6
1
320.15
5
1
230.7
4
1
9.8
1
325.15
5
1
234.4
4
1
9.9
1
330.15
5
1
237.6
4
1
10.1
1
335.15
5
1
241.6
4
1
10.3
1
340.15
5
1
245.2
4
1
10.4
1
345.15
5
1
248.3
4
1
10.5
1
350.15
5
1
251
4
1
10.7
1
355.15
5
1
254.3
4
1
10.8
1
360.15
5
1
257.8
4
1
10.9
1
365.15
5
1
262.7
4
1
11.2
1
370.15
5
1
266.3
4
1
11.3
1
375.15
5
1
270.9
4
1
11.5
1
380.15
5
1
274.1
4
1
11.6
1
385.15
5
1
277.6
4
1
11.8
1
390.15
5
1
281.6
4
1
12
1
395.15
5
1
285.3
4
1
12.1
1
400.15
5
1
289.2
4
1
12.3
1
405.15
5
1
292.9
4
1
12.4
1
410.15
5
1
296.6
4
1
12.6
1
415.15
5
1
300.7
4
1
12.8
1
420.15
5
1
305.1
4
1
12.9