Hydrogen cation
- Formula: H+
- Molecular weight: 1.00739
- IUPAC Standard InChIKey: GPRLSGONYQIRFK-UHFFFAOYSA-N
- CAS Registry Number: 12408-02-5
- Chemical structure:
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- Gas phase thermochemistry data
- Reaction thermochemistry data: reactions 1 to 50, reactions 51 to 100, reactions 101 to 150, reactions 151 to 200, reactions 201 to 250, reactions 251 to 300, reactions 301 to 350, reactions 351 to 400, reactions 401 to 450, reactions 451 to 500, reactions 501 to 550, reactions 551 to 600, reactions 601 to 650, reactions 651 to 700, reactions 701 to 750, reactions 751 to 800, reactions 801 to 850, reactions 851 to 900, reactions 901 to 950, reactions 951 to 1000, reactions 1001 to 1050, reactions 1051 to 1100, reactions 1151 to 1200, reactions 1201 to 1250, reactions 1251 to 1300, reactions 1301 to 1350, reactions 1351 to 1375
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Reaction thermochemistry data
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: John E. Bartmess
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Reactions 1101 to 1150
C7H13O- + =
By formula: C7H13O- + H+ = C7H14O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1526. ± 9.6 | kJ/mol | D-EA | Zimmerman, Reed, et al., 1977 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1496. ± 11. | kJ/mol | H-TS | Zimmerman, Reed, et al., 1977 | gas phase |
C4F9- + =
By formula: C4F9- + H+ = C4HF9
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1399. ± 8.8 | kJ/mol | G+TS | Koppel, Pihl, et al., 1994 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1366. ± 8.4 | kJ/mol | IMRE | Koppel, Pihl, et al., 1994 | gas phase |
C5H9O- + =
By formula: C5H9O- + H+ = C5H10O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1621. ± 17. | kJ/mol | G+TS | Noest and Nibbering, 1980 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1594. ± 17. | kJ/mol | IMRB | Noest and Nibbering, 1980 | gas phase |
C2H5O- + =
By formula: C2H5O- + H+ = C2H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1703. ± 8.4 | kJ/mol | Bran | DePuy, Bierbaum, et al., 1984 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1666. ± 9.2 | kJ/mol | H-TS | DePuy, Bierbaum, et al., 1984 | gas phase |
By formula: C2H2IO2- + H+ = C2H3IO2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1400. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1371. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase |
C3H8N- + =
By formula: C3H8N- + H+ = C3H9N
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1653. ± 8.8 | kJ/mol | G+TS | Ingemann and Nibbering, 1985 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1621. ± 8.4 | kJ/mol | IMRE | Ingemann and Nibbering, 1985 | gas phase |
C19H13- + =
By formula: C19H13- + H+ = C19H14
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1436. ± 8.8 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1404. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
C2HF3NO- + =
By formula: C2HF3NO- + H+ = C2H2F3NO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1438. ± 8.8 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1409. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
C8H5F3NO- + =
By formula: C8H5F3NO- + H+ = C8H6F3NO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1395. ± 8.8 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1366. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
C12H10N- + =
By formula: C12H10N- + H+ = C12H11N
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1468. ± 8.8 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1438. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
By formula: C2H5B4- + H+ = C2H6B4
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | <1891.2 | kJ/mol | EIAE | Onak, Howard, et al., 1973 | gas phase; From closo-1,6-C2B4H6. G3MP2B3 calculations indicate a dHacid ca. 378 kcal/mol. |
C4H7O3- + =
By formula: C4H7O3- + H+ = C4H8O3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1431. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1402. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase |
C9H9O2- + =
By formula: C9H9O2- + H+ = C9H10O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1429. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1400. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase |
C3H5O2S- + =
By formula: C3H5O2S- + H+ = C3H6O2S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1420. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1391. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase |
C8H7O3- + =
By formula: C8H7O3- + H+ = C8H8O3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1414. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1385. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase |
C2HBr2O2- + =
By formula: C2HBr2O2- + H+ = C2H2Br2O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1374. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1344. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase |
C4F7O2- + =
By formula: C4F7O2- + H+ = C4HF7O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1347. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1318. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase |
C9H11O- + =
By formula: C9H11O- + H+ = C9H12O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1554. ± 12. | kJ/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1526. ± 12. | kJ/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase |
C4H7O2- + =
By formula: C4H7O2- + H+ = C4H8O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1547. ± 12. | kJ/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1519. ± 12. | kJ/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase |
C5H7O2- + =
By formula: C5H7O2- + H+ = C5H8O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1441. ± 12. | kJ/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1411. ± 12. | kJ/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase |
C5H7O3- + =
By formula: C5H7O3- + H+ = C5H8O3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1425. ± 12. | kJ/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1396. ± 12. | kJ/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase |
C4H4F3O2- + =
By formula: C4H4F3O2- + H+ = C4H5F3O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1408. ± 12. | kJ/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1379. ± 12. | kJ/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase |
C3H3O3- + =
By formula: C3H3O3- + H+ = C3H4O3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1395. ± 12. | kJ/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1366. ± 12. | kJ/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase |
C3H5O- + =
By formula: C3H5O- + H+ = C3H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1720. ± 50. | kJ/mol | CIDT | Graul and Squires, 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1690. ± 50. | kJ/mol | H-TS | Graul and Squires, 1990 | gas phase |
C5H5N2- + =
By formula: C5H5N2- + H+ = C5H6N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1494. ± 9.2 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1464. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
C5H5N2- + =
By formula: C5H5N2- + H+ = C5H6N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1509. ± 8.8 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1478. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
C5H6NO2- + =
By formula: C5H6NO2- + H+ = C5H7NO2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1422. ± 9.6 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1396. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
C2H5O2- + =
By formula: C2H5O2- + H+ = C2H6O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1528. ± 10. | kJ/mol | G+TS | Crowder and Bartmess, 1993 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1510. ± 8.4 | kJ/mol | IMRE | Crowder and Bartmess, 1993 | gas phase |
By formula: C10H9O4- + H+ = C10H10O4
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1395. ± 8.8 | kJ/mol | G+TS | Koppel, Mishima, et al., 1993 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1365. ± 8.4 | kJ/mol | IMRE | Koppel, Mishima, et al., 1993 | gas phase |
C7H9O4- + =
By formula: C7H9O4- + H+ = C7H10O4
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1569. ± 15. | kJ/mol | G+TS | Chou, Dahlke, et al., 1993 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1535. ± 15. | kJ/mol | IMRB | Chou, Dahlke, et al., 1993 | gas phase |
C4H5- + =
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1672. ± 13. | kJ/mol | G+TS | Devisser, Dekoning, et al., 1995 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1637. ± 13. | kJ/mol | IMRB | Devisser, Dekoning, et al., 1995 | gas phase |
C9H9O2- + =
By formula: C9H9O2- + H+ = C9H10O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1426. ± 9.2 | kJ/mol | G+TS | Decouzon, Exner, et al., 1996 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1397. ± 8.4 | kJ/mol | IMRE | Decouzon, Exner, et al., 1996 | gas phase |
C6H4ClO- + =
By formula: C6H4ClO- + H+ = C6H5ClO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1437. ± 9.6 | kJ/mol | G+TS | Kebarle and McMahon, 1977 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1410. ± 8.4 | kJ/mol | IMRE | Kebarle and McMahon, 1977 | gas phase |
C3H8N- + =
By formula: C3H8N- + H+ = C3H9N
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1662. ± 13. | kJ/mol | G+TS | Brauman and Blair, 1971 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1631. ± 13. | kJ/mol | IMRB | Brauman and Blair, 1971 | gas phase |
C7H13- + =
By formula: C7H13- + H+ = C7H14
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1739. ± 20. | kJ/mol | Bran | Peerboom, Rademaker, et al., 1992 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1702. ± 21. | kJ/mol | H-TS | Peerboom, Rademaker, et al., 1992 | gas phase |
C6H11O- + =
By formula: C6H11O- + H+ = C6H12O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1544. ± 9.6 | kJ/mol | D-EA | Brinkman, Berger, et al., 1993 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1516. ± 10. | kJ/mol | H-TS | Brinkman, Berger, et al., 1993 | gas phase |
C21H15- + =
By formula: C21H15- + H+ = C21H16
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1402. ± 8.8 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1376. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
C17H13- + =
By formula: C17H13- + H+ = C17H14
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1413. ± 8.8 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1383. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
CH2I- + =
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1616. ± 21. | kJ/mol | G+TS | Ingemann and Nibbering, 1985 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1587. ± 20. | kJ/mol | IMRB | Ingemann and Nibbering, 1985 | gas phase |
By formula: C2H4B3- + H+ = C2H5B3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | <1794.5 | kJ/mol | EIAE | Onak, Howard, et al., 1973 | gas phase; From closo-1,5-C2B3H5. G3MP2B3 calculations indicate a dHacid ca. 387 kcal/mol |
C7H11O2- + =
By formula: C7H11O2- + H+ = C7H12O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1444. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1415. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase |
C2H3O3- + =
By formula: C2H3O3- + H+ = C2H4O3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1390. ± 9.6 | kJ/mol | TDEq | Caldwell, Renneboog, et al., 1989 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1372. ± 8.4 | kJ/mol | TDEq | Caldwell, Renneboog, et al., 1989 | gas phase |
C3H3O2- + =
By formula: C3H3O2- + H+ = C3H4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1440. ± 12. | kJ/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1411. ± 12. | kJ/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase |
C4H5O2- + =
By formula: C4H5O2- + H+ = C4H6O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1440. ± 12. | kJ/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1410. ± 12. | kJ/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase |
C7H4NO4- + =
By formula: C7H4NO4- + H+ = C7H5NO4
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1373. ± 9.2 | kJ/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1343. ± 8.4 | kJ/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
C2H4NS- + =
By formula: C2H4NS- + H+ = C2H5NS
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1449. ± 8.8 | kJ/mol | G+TS | Decouzon, Exner, et al., 1994 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1420. ± 8.4 | kJ/mol | IMRE | Decouzon, Exner, et al., 1994 | gas phase |
By formula: C10F17O2- + H+ = C10HF17O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrG° | 1266. ± 8.4 | kJ/mol | IMRE | Koppel, Taft, et al., 1994 | gas phase; Per Leito, Raamat, et al., 2009, dGacid is likely too weak by up to 1.3 kcal/mol. |
By formula: C7F9O3- + H+ = C7HF9O3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrG° | 1258. ± 8.4 | kJ/mol | IMRE | Koppel, Taft, et al., 1994 | gas phase; Per Leito, Raamat, et al., 2009, dGacid is likely too weak by up to 1.3 kcal/mol. |
By formula: C10H5F4N2O2- + H+ = C10H6F4N2O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrG° | 1270. ± 8.4 | kJ/mol | IMRE | Koppel, Taft, et al., 1994 | gas phase; Per Leito, Raamat, et al., 2009, dGacid is likely too weak by up to 1.3 kcal/mol. |
By formula: C12F8N3- + H+ = C12HF8N3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrG° | 1264. ± 8.4 | kJ/mol | IMRE | Koppel, Taft, et al., 1994 | gas phase; Per Leito, Raamat, et al., 2009, dGacid is likely too weak by up to 1.3 kcal/mol. |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Zimmerman, Reed, et al., 1977
Zimmerman, A.H.; Reed, K.J.; Brauman, J.I.,
Photodetachment of electrons from enolate anions. Gas phase electron affinities of enolate radicals,
J. Am. Chem. Soc., 1977, 99, 7203. [all data]
Koppel, Pihl, et al., 1994
Koppel, I.A.; Pihl, V.; Koppel, I.A.; Anvia, F.; Taft, R.W.,
Thermodynamic acidity of (CF3)3CH and 1H-undecafluorobicyclo[2.2.1]heptane: The concept of anionic (fluorine) hyperconjugation,
J. Am. Chem. Soc., 1994, 116, 19, 8654, https://doi.org/10.1021/ja00098a027
. [all data]
Noest and Nibbering, 1980
Noest, A.J.; Nibbering, N.M.M.,
Homoconjugation vs. charge dipole stabilization interaction effects in the stabilization of carbanions in the gas phase,
J. Am. Chem. Soc., 1980, 102, 6427. [all data]
DePuy, Bierbaum, et al., 1984
DePuy, C.H.; Bierbaum, V.M.; Damrauer, R.,
Relative Gas-Phase Acidities of the Alkanes,
J. Am. Chem. Soc., 1984, 106, 4051. [all data]
Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P.,
Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria,
Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092
. [all data]
Ingemann and Nibbering, 1985
Ingemann, S.; Nibbering, N.M.M.,
Gas-phase acidity of CH3X [X = P(CH3)2, SCH3, F, Cl, Br, I] compounds,
J. Chem. Soc. Perkin Trans. 2, 1985, 837. [all data]
Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G.,
Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase,
Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005
. [all data]
Onak, Howard, et al., 1973
Onak, T.; Howard, J.; Brown, C.,
Negative Ion Mass Spectrometry of closo-Carboranes, J. Chem. Soc. Dalton 76, 1973. [all data]
Graul, Schnute, et al., 1990
Graul, S.T.; Schnute, M.E.; Squires, R.R.,
Gas-Phase Acidities of Carboxylic Acids and Alcohols from Collision-Induced Dissociation of Dimer Cluster Ions,
Int. J. Mass Spectrom. Ion Proc., 1990, 96, 2, 181, https://doi.org/10.1016/0168-1176(90)87028-F
. [all data]
Graul and Squires, 1990
Graul, S.T.; Squires, R.R.,
Gas-Phase Acidities Derived from Threshold Energies for Activated Reactions,
J. Am. Chem. Soc., 1990, 112, 7, 2517, https://doi.org/10.1021/ja00163a007
. [all data]
Crowder and Bartmess, 1993
Crowder, C.; Bartmess, J.,
The Gas Phase Acidities of Diols,
J. Am. Soc. Mass Spectrom., 1993, 4, 9, 723, https://doi.org/10.1016/1044-0305(93)80051-Y
. [all data]
Koppel, Mishima, et al., 1993
Koppel, I.A.; Mishima, M.; Stock, L.M.; Taft, R.W.; Topsom, R.D.,
Acidities of 4-Substituted Benzoic, Bicyclo[2.2.2]Oct-1-yl and Bicyclo[2.2.2]Oct-2-enyl Carboxylic Acids,
J. Phys. Org. Chem., 1993, 6, 12, 685, https://doi.org/10.1002/poc.610061205
. [all data]
Chou, Dahlke, et al., 1993
Chou, P.K.; Dahlke, G.D.; Kass, S.R.,
Unimolecular Rearrangements of Carbanions in the Gas Phase .2. Cyclopropyl Anions,
J. Chem. Soc. Chem. Comm., 1993, 115, 1, 315, https://doi.org/10.1021/ja00054a045
. [all data]
Devisser, Dekoning, et al., 1995
Devisser, S.P.; Dekoning, L.J.; Vanderhart, W.J.; Nibbering, N.M.M.,
Chemical properties of butadienyl anions in the gas-phase,
Recl. Trav. Chim. Pays-Bas, 1995, 114, 6, 267, https://doi.org/10.1002/recl.19951140603
. [all data]
Decouzon, Exner, et al., 1996
Decouzon, M.; Exner, O.; Gal, J.-F.; Maria, P.-C.,
Non-classical Buttressing Effect: Gas-phase Ionization of Some Methyl Substituted Benzoic Acids,
J. Chem. Soc. Perkin Trans., 1996, 2, 4, 475, https://doi.org/10.1039/p29960000475
. [all data]
Kebarle and McMahon, 1977
Kebarle, P.; McMahon, T.B.,
Intrinsic Acidities of Substituted Phenols and Benzoic Acids Determined by Gas Phase Proton Transfer Equilibria,
J. Am. Chem. Soc., 1977, 99, 7, 2222, https://doi.org/10.1021/ja00449a032
. [all data]
Brauman and Blair, 1971
Brauman, J.I.; Blair, L.K.,
Gas phase acidities of amines,
J. Am. Chem. Soc., 1971, 93, 3911. [all data]
Peerboom, Rademaker, et al., 1992
Peerboom, R.A.L.; Rademaker, G.J.; Dekoning, L.J.; Nibbering, N.M.M.,
Stabilization of Cycloalkyl Carbanions in the Gas Phase,
Rapid Commun. Mass Spectrom., 1992, 6, 6, 394, https://doi.org/10.1002/rcm.1290060608
. [all data]
Brinkman, Berger, et al., 1993
Brinkman, E.A.; Berger, S.; Marks, J.; Brauman, J.I.,
Molecular Rotation and the Observation of Dipole-Bound States of Anions,
J. Chem. Phys., 1993, 99, 10, 7586, https://doi.org/10.1063/1.465688
. [all data]
Decouzon, Exner, et al., 1994
Decouzon, M.; Exner, O.; Gal, J.F.; Maria, P.C.; Waisser, K.,
Acidity and basicity of thiocarboxamides in the gas phase,
J. Phys. Org. Chem., 1994, 7, 9, 511, https://doi.org/10.1002/poc.610070907
. [all data]
Koppel, Taft, et al., 1994
Koppel, I.A.; Taft, R.W.; Anvia, F.; Zhu, S.Z.; Hu, L.Q.; Sung, K.S.; Desmarteau, D.D.; Yagupolskii, L.M.,
The Gas-Phase Acidities of Very Strong Neutral Bronsted Acids,
J. Am. Chem. Soc., 1994, 116, 7, 3047, https://doi.org/10.1021/ja00086a038
. [all data]
Leito, Raamat, et al., 2009
Leito, I.; Raamat, E.; Kutt, A.; Saame, J.; Kipper, K.; Koppel, I.A.; Koppel, I.; Zhang, M.; Mishima, M.; Yagupolskii, L.M.; Garlyauskayte, R.Y.; Filatov, A.A.,
Revision of the Gas-Phase Acidity Scale below 300 kcal mol(-1),
J. Phys. Chem. A, 2009, 113, 29, 8421-8424, https://doi.org/10.1021/jp903780k
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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