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40 reactions in Reaxys
2016-05-07 14h:12m:59s (EST)
40 reactions in Reaxys
2016-05-07 14h:52m:10s (EST)
NO 2
1. Query
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(1. Query) AND itemno in (1)
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O
N
O
O
O
O
N
N
O
O
Rx-ID: 30593851 View in Reaxys 1/40 Yield
Conditions & References 3 :Example 3Nitration of Propane at 180° C.Propane and acetic acid are reacted in the above-described reactor with 30 weight percent aqueous nitric acid at reaction temperature of 180 degrees Celsius, a reactor pressure of 1400 psi (96.7 atm), and a residence time of 105 seconds (based on the volume of the reactor divided by the flow rate of the feeds at room temperature and 1400 psi). The propane to nitric acid mole ratio is about 1.9:1. The feed composition and the reaction product composition are summarized in Table 7 below. With nitric acid, acetic acid in water, Time= 0.0291667h, T= 180 °C , p= 72402.6Torr , Product distribution / selectivity Patent; ANGUS CHEMICAL COMPANY; US2011/92737; (2011); (A1) English View in Reaxys
O
O
OH
N O
O
N O
Rx-ID: 30593857 View in Reaxys 2/40 Yield
Conditions & References 3 :Example 3Propane Nitration with No Nitroparaffins in the Reactor FeedPropane is reacted with 20 weight percent aqueous nitric acid with the above described reactor at a reactor pressure of 1400 psi (96.7 atm), a reaction temperature of 285° C., a residence time of 153 seconds, and a propane to nitric acid mole ratio of 1.81:1. The feed composition and the reaction product stream composition are summarized in Table 5. With nitric acid in water, Time= 0.0425h, T= 285 °C , p= 72402.6Torr , Product distribution / selectivity Patent; DOW GLOBAL TECHNOLOGIES INC.; ANGUS CHEMICAL COMPANY; US2011/92748; (2011); (A1) English View in Reaxys 1A :Comparative Example 1ANitration of PropanePropane is nitrated using dilute aqueous nitric acid as the nitrating agent with the above-described reactor at the following process conditions: 1400 psi reactor pressure, 235° C. hot oil temperature, 1.35:1 propane to nitric acid mole ratio, 29.8 wt. percent nitric acid strength (in water), and 120 second residence time (based on the volume of the reactor divided by the flow rate of the feeds at room temperature and 1400 psi). The results of the mass balance are shown in Table 1. Performance metrics are compared in Table 4 below. With nitric acid in water, Time= 0.0333333h, T= 235 °C , p= 72402.6Torr Patent; Trauth, Daniel M.; Green, George D.; Swedo, Raymond J.; US2011/92750; (2011); (A1) English View in Reaxys
O
O
N O
O
OH
N
O
O
O
N O
Rx-ID: 30593859 View in Reaxys 3/40 Yield
Conditions & References 5 :Example 5Nitration of Propane/Propionic AcidThis Example demonstrates the enhancement of nitroethane selectivity in a nitrated hydrocarbon composition, through nitration of a propionic acid/propane feed. The following process conditions are used: reaction pressure of 1400 psig; hot oil temperature of 235° C.; propane-nitric acid mole ratio of 1.35:1; a nitric acid strength of 30 weight percent. The aqueous feed composition contains 30 weight percent nitric acid, 57 weight percent propionic acid, and 13 weight percent water. The results of the mass balance for the reaction are shown in Table 7. With nitric acid, propionic acid in water, T= 235 °C , p= 73162.7Torr Patent; Trauth, Daniel M.; Green, George D.; Swedo, Raymond J.; US2011/92750; (2011); (A1) English View in Reaxys
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O
O
OH
N
O
O
O
N O
Rx-ID: 30593860 View in Reaxys 4/40 Yield
Conditions & References 6 :Example 6Nitration of Propane/N-Butyric AcidThis Example demonstrates the enhancement of 1-nitropropane selectivity in a nitrated hydrocarbon composition, through nitration of an N-butyric acid/propane feed. The following process conditions are used: reaction pressure of 1400 psig; hot oil temperature of 220° C.; propane-nitric acid mole ratio of 0.55:1; a nitric acid strength of 30 weight percent; a residence time of 120 sec. The aqueous feed composition contains 30 wt. percent nitric acid, 57.1 wt. percent n-butyric acid, 12.9 wt. percent water. The results of the mass balance for the reaction are shown in Table 9. With nitric acid, butyric acid in water, Time= 0.0333333h, T= 220 °C , p= 73162.7Torr Patent; Trauth, Daniel M.; Green, George D.; Swedo, Raymond J.; US2011/92750; (2011); (A1) English View in Reaxys
O
O
N
N
O
O
O
N
O
O
O
N O
N O
O
OH
O
O
N O
Rx-ID: 30724254 View in Reaxys 5/40 Yield
Conditions & References 3 :Example 3. Propane Nitration with No Nitroparaffms in the Reactor FeedPropane is reacted with 20 weight percent aqueous nitric acid with the above described reactor at a reactor pressure of 1400 psi (96.7 atm), a reaction temperature of 285 °C, a residence time of 153 seconds, and a propane to nitric acid mole ratio of 1.81 : 1. The feed composition and the reaction product stream composition are summarized in Table 5 With nitric acid in water, Time= 0.0425h, T= 285 °C , p= 73496.9Torr , Product distribution / selectivity Patent; DOW GLOBAL TECHNOLOGIES INC.; ANGUS CHEMICAL COMPANY; SAWANT, Mahesh; TRAUTH, Daniel, M.; PENDERGAST, John, G.; WO2011/49683; (2011); (A1) English View in Reaxys
O N O
O
N O
Rx-ID: 208819 View in Reaxys 6/40 Yield
Conditions & References With nitric acid, T= 400 °C Hass; Hodge; Vanderbilt; Industrial and Engineering Chemistry; vol. 28; (1936); p. 341 View in Reaxys With nitrogen(IV) oxide, T= 250 - 795 °C Hass; Dorsky; Hodge; Industrial and Engineering Chemistry; vol. 33; (1941); p. 1138 View in Reaxys With nitrogen(IV) oxide, T= 250 °C Hass; Dorsky; Hodge; Industrial and Engineering Chemistry; vol. 33; (1941); p. 1138 View in Reaxys Patent; Imp.Chem.Ind.; US2382241; (1940) View in Reaxys 3 :Example 3: Nitration of Propane; 285 0C Hot Oil TemperaturePropane is nitrated using dilute aqueous nitric acid as the nitrating agent with the above-described reactor at the following process conditions: 1400 psi reactor pressure, 285 0C hot oil temperature, 1.21:1 propane to nitric acid mole ratio, 20.0 wt. percent nitric acid strength (in water), and 75 second residence time (based on the volume of the reactor divided by the flow rate of the feeds at room temperature and 1400 psi). The reactor was not packed. The results of the mass balance are shown in Table 7: Table 7 Key performance metrics of the reaction are provided in Table 8. <n="17"/>Table 8 These results demonstrate the high conversion and yields of the reactants to the desired product, 2-nitropropane.Efficient raw material conver-
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sion to desired product is a critical key requirement for a commercial scale production of nitropropane, and is a significant advantage of the invention. Conversion is measured in terms of a combination of conversion and raw material yields. The data is provided in Table 9. As can be seen, the results from the example of the invention are approximately three times higher than reported in US Patent 2,489,320.Table 9 With nitric acid in water, T= 285 °C , p= 72402.6Torr , Product distribution / selectivity Patent; ANGUS CHEMICAL COMPANY; WO2009/129099; (2009); (A1) English View in Reaxys
O O
N
N
O
N
O
O
O
O
N O
Rx-ID: 28801024 View in Reaxys 7/40 Yield
Conditions & References 6 :Example 6: Control of 2,2 DNP Production using PackingExample 1 in this application showed a low level of 2,2 DNP in the reactor effluent. The amount of 2,2 DNP may be increased by adding packing to the reactor. <n="19"/ >Propane is nitrated using dilute aqueous nitric acid as the nitrating agent using the above-described reactor at the following process conditions: 1400 psi reactor pressure, 235 0C hot oil temperature, 1.8:1 propane to nitric acid mole ratio, 30.9 wt.percent nitric acid strength (in water), and 120 second residence time (based on the volume of the reactor divided by the flowrates of the feeds at room temperature and 1400 psi). In this case the reactor is packed with 3 mm borosilicate glass balls prior to running the experiment. The results of the mass balance for this example are shown in Table 11. Table 11 Key performance metrics are shown in Table 12.Table 12 Comparison of 2,2 DNP selectivity between Example 1 and this example is shown in Table 13. With nitric acid in water, T= 235 °C , p= 72402.6Torr , 3 mm borosilicate glass balls packing, Product distribution / selectivity Patent; ANGUS CHEMICAL COMPANY; WO2009/129099; (2009); (A1) English View in Reaxys
O
I
N O
Rx-ID: 632868 View in Reaxys 8/40 Yield
Conditions & References With AgNO2 Meyer,V.; Justus Liebigs Annalen der Chemie; vol. 171; (1874); p. 43; Justus Liebigs Annalen der Chemie; vol. 175; (1875); p. 135 View in Reaxys Reynolds; Adkins; Journal of the American Chemical Society; vol. 51; (1929); p. 284 View in Reaxys With poly(N-ethyl-4-vinylpyridinium)nitrite in hexane, Time= 43h, T= 20 °C Zarchi, Mohammad Ali Karimi; Zarei, Amin; Journal of the Chinese Chemical Society; vol. 52; nb. 2; (2005); p. 309 - 311 View in Reaxys
HO
O N O
O
O
N O
Rx-ID: 9585887 View in Reaxys 9/40 Yield
Conditions & References T= 380.7 °C , p= 84Torr , Kinetics, Further Variations: Pressures, Temperatures, also in the presence of free radical inhibitors Dominguez, Rosa Maria; Herize, Armando; Rotinov, Alexandra; Alvarez-Aular, Alvaro; Visbal, Gonzalo; Chuchani, Gabriel; Journal of Physical Organic Chemistry; vol. 17; nb. 5; (2004); p. 399 - 408
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View in Reaxys
O
N O
Rx-ID: 5854186 View in Reaxys 10/40 Yield
Conditions & References Feuer,H. et al.; Journal of Organic Chemistry; vol. 33; nb. 9; (1968); p. 3622 - 3625 View in Reaxys Bachman,G.B.; Maleski,R.J.; Journal of Organic Chemistry; vol. 37; nb. 18; (1972); p. 2810 - 2814 View in Reaxys Barnes,M.W.; Patterson,J.M.; Journal of Organic Chemistry; vol. 41; nb. 4; (1976); p. 733 - 735 View in Reaxys Gilbert,K.E.; Borden,W.T.; Journal of Organic Chemistry; vol. 44; (1979); p. 659 - 661 View in Reaxys Gelbard,G.; Colonna,S.; Synthesis; (1977); p. 113 - 116 View in Reaxys Pagano; Shechter; Journal of Organic Chemistry; vol. 35; (1970); p. 295,301 View in Reaxys Ballod et al.; Neftekhimiya; vol. 7; (1967); p. 114,30 View in Reaxys Geiseler; Kessler; Tetrahedron, Supplement; vol. 6; (1964); p. 187,188 View in Reaxys Matasa; Hass; Canadian Journal of Chemistry; vol. 49; (1971); p. 1284,1287 View in Reaxys 12 : Preparation 12 Preparation 12 Preparation 6 (above) is repeated except: diethyl ether [2.5 ml (1.76 g) 23.9 mmoles] is utilized as described in Preparation 2, and 1-nitropropane [5.7 ml (5.68 g) 63.8 mmoles] is used in place of nitromethane. The sulfinyl chloride/tin (IV) chloride/diethyl ether/toluene/1-nitropropane slurry is also only allowed to stir for 90 minutes at 21° to 23° C. rather than four hours. Patent; Eli Lilly and Company; US5350845; (1994); (A1) English View in Reaxys Table 3 lists the compounds that I have found to be effective. ... 2,6-dimethyl-4-heptanone, acetophenone, nitroethane, 1-nitropropane, 2-nitropropane, 2-nitrotoluene, 3-nitrotoluene, ... Patent; Berg; Lloyd; US5425854; (1995); (A1) English View in Reaxys the yield R expressed by the ratio EQU2 The foregoing experiment was repeated replacing the methylisobutylketone with equivalent volumetric amounts of: ... butyronitrile dichloroethylether nitropropane. Patent; Roquette Freres; US4339387; (1982); (A1) English View in Reaxys
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O–
O
O
O
Na +
S O
N O
Rx-ID: 4169329 View in Reaxys 11/40 Yield
Conditions & References With potassium nitrate, sodium nitrite, T= 150 °C , Yield given Belobrzhetskaya, M. K.; Laskin, B. M.; Malin, A. S.; Russian Journal of Applied Chemistry; vol. 67; nb. 1.2; (1994); p. 105 - 108; Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation); vol. 67; nb. 1; (1994); p. 116 120 View in Reaxys With potassium nitrate, sodium nitrite, Heating, E, Thermodynamic data Belobrzhetskaya, M. K.; Laskin, B. M.; Malin, A. S.; Russian Journal of Applied Chemistry; vol. 67; nb. 1.2; (1994); p. 105 - 108; Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation); vol. 67; nb. 1; (1994); p. 116 120 View in Reaxys O O
OH
O
H
O
N
N
O
N O
O
Rx-ID: 1999262 View in Reaxys 12/40 Yield
Conditions & References With nitrogen(IV) oxide, sulphur(VI) hexafluoride, Time= 0.0166667h, Irradiation, CO2 laser irradiation; products investigated on different reaction conditions; products identified with IR and MS spectra; further cycloalkanes measured, Product distribution Stanley, Ann E.; Godbey, Susan E.; Bonicamp, Judith M.; Ludwick, Larry M.; Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy; vol. 49; nb. 13/14; (1993); p. 1987 - 1998 View in Reaxys
O
N
O
O
N
O
O
N
O
O
N
O
O
O
N O
O
O
N O
Rx-ID: 1895125 View in Reaxys 13/40 Yield 7 % Chromat., 5 % Chromat., 14 % Chromat., 12 % Chromat., 16 % Chromat., 46 % Chromat.
Conditions & References With dihydrogen peroxide, nitrogen(IV) oxide, T= 24.9 °C , p= 300.02Torr , boric-acid-coated surface; various pressure and carrier-gas composition, Rate constant, Product distribution, Mechanism Baulch, Donald L.; Campbell, Ian M.; Chappel, Jonathan M.; Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases; vol. 80; (1984); p. 609 - 616 View in Reaxys
O
N
O
O
N
O
O
O
N
O
O N O
O
O
O
N O
Rx-ID: 1895126 View in Reaxys 14/40 Yield
Conditions & References With dihydrogen peroxide, oxygen, nitrogen(IV) oxide, T= 24.9 °C , p= 300.02Torr , boric-acid-coated surface; various O2 concn., Rate constant, Product distribution, Mechanism Baulch, Donald L.; Campbell, Ian M.; Chappel, Jonathan M.; Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases; vol. 80; (1984); p. 617 - 628
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View in Reaxys O O
P
O– ZN Na +
O
Cl
O
N
O
O
O
P O
N O
Rx-ID: 912477 View in Reaxys 15/40 Yield
Conditions & References in diethyl ether Mukaiyama,T.; Nambu,H.; Journal of Organic Chemistry; vol. 27; (1962); p. 2201 - 2204 View in Reaxys
O
N O
Rx-ID: 208818 View in Reaxys 16/40 Yield
Conditions & References With oxygen, nitric acid, in der Gasphase Patent; Purdue Research Found.; US2609401; (1951) View in Reaxys Asahara et al.; ; vol. 6; (1957); p. 335; ; (1961); p. 5214 View in Reaxys With nitric acid, chlorine, in der Gasphase Bachman; Pollack; Industrial and Engineering Chemistry; vol. 46; (1954); p. 713,715,716 View in Reaxys Bachman et al.; Journal of Organic Chemistry; vol. 19; (1954); p. 312,317,320 View in Reaxys With bromine, oxygen, nitric acid, in der Gasphase Bachman et al.; Journal of Organic Chemistry; vol. 17; (1952); p. 935,936; Journal of Organic Chemistry; vol. 19; (1954); p. 312 View in Reaxys With oxygen, nitric acid, chlorine, in der Gasphase Bachman; Pollack; Industrial and Engineering Chemistry; vol. 46; (1954); p. 713,715,716 View in Reaxys Bachman et al.; Journal of Organic Chemistry; vol. 19; (1954); p. 312,317,320 View in Reaxys
O
O
N O
N O
Rx-ID: 647299 View in Reaxys 17/40 Yield
Conditions & References With tetrahydrofuran, diethyl ether, boric acid trimethyl ester, sodium, T= -70 °C Shechter et al.; Journal of the American Chemical Society; vol. 78; (1956); p. 4984,4985 View in Reaxys
O
O
N
E
O
O
lithium borate
O
O
O
N
N
O
O
N O
Rx-ID: 6681793 View in Reaxys 18/40 Yield
Conditions & References T= -70 °C
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Shechter et al.; Journal of the American Chemical Society; vol. 78; (1956); p. 4984,4985 View in Reaxys
O
O
N
E
O
O
O
N
N
O
O
sodium-<trimethoxy borate>
O
O
N O
Rx-ID: 6681794 View in Reaxys 19/40 Yield
Conditions & References T= -70 °C Shechter et al.; Journal of the American Chemical Society; vol. 78; (1956); p. 4984,4985 View in Reaxys
O N
O
OH
O
O
N
N
O
O
O
N
N
O
O
O
Rx-ID: 7059261 View in Reaxys 20/40 Yield
Conditions & References T= 250 - 795 °C , in der Gasphase meist bei ca.400grad; weitere Produkte: Aethylen und Propylen McCleary; Degering; ; vol. 30; (1938); p. 64,65 View in Reaxys T= 250 - 795 °C , in der Gasphase meist bei ca.400grad Hass; Hodge; Vanderbilt; Industrial and Engineering Chemistry; vol. 28; (1936); p. 341 View in Reaxys Hass; Dorsky; Hodge; Industrial and Engineering Chemistry; vol. 33; (1941); p. 1138 View in Reaxys T= 250 - 795 °C , in der Gasphase meist bei ca.400grad; weitere Produkte: Propylalkohol und Isopropylalkohol Hass; Shechter; Industrial and Engineering Chemistry; vol. 39; (1947); p. 817 View in Reaxys T= 410 °C , p= 5884.06 - 8826.09Torr Reidel; ; vol. 54; nb. 36; (1956); p. 110,112 View in Reaxys
O
sodium trimethoxy borate
N
O
O
O
O
N
N
O
O
N O
Rx-ID: 7059265 View in Reaxys 21/40 Yield
Conditions & References With tetrahydrofuran, diethyl ether, T= -70 °C Shechter et al.; Journal of the American Chemical Society; vol. 78; (1956); p. 4984,4985 View in Reaxys
O N
O
OH
O
O
O
N
N
O
O
N O
O
Rx-ID: 7059259 View in Reaxys 22/40 Yield
Conditions & References T= 400 °C
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Hass; Hudgin; Journal of the American Chemical Society; vol. 76; (1954); p. 2692 View in Reaxys
O N
O
O
OH
O
O
N
O
N
O
O
N
N O
O
O
Rx-ID: 7059263 View in Reaxys 23/40 Yield
Conditions & References T= 400 °C , durch ein Glasrohr;Produkt 5:Butyl-nitrobutyl-aether Hass; Hudgin; Journal of the American Chemical Society; vol. 76; (1954); p. 2692 View in Reaxys
O N
O
OH
O
O
O
N
N
O
O
O
N
O
O N
O
N O
O
Rx-ID: 7059264 View in Reaxys 24/40 Yield
Conditions & References T= 400 °C , in der Dampfphase; Produkt5: 1-Nitro-heptan-4-on Hass; Hudgin; Journal of the American Chemical Society; vol. 76; (1954); p. 2692 View in Reaxys
O
N O
Rx-ID: 839870 View in Reaxys 25/40 Yield
Conditions & References With nitric acid, T= 375 °C Cantoni et al.; ; vol. 2; (1952); p. 283 View in Reaxys
O N
O
OH
O
O
N
N
O
O
O
N
N O
O
O
Rx-ID: 6681791 View in Reaxys 26/40 Yield
Conditions & References T= 370 - 450 °C , in der Gasphase Cantoni et al.; ; vol. 2; (1952); p. 283 View in Reaxys Bachman et al.; Journal of Organic Chemistry; vol. 17; (1952); p. 928,929,935 View in Reaxys
NO2
O
O
N
N
O
O
O N O
O
N O
Rx-ID: 7059262 View in Reaxys 27/40 Yield
Conditions & References T= 250 - 795 °C , in der Gasphase meist bei ca.400grad Hass; Hodge; Vanderbilt; Industrial and Engineering Chemistry; vol. 28; (1936); p. 341 View in Reaxys Hass; Dorsky; Hodge; Industrial and Engineering Chemistry; vol. 33; (1941); p. 1138 View in Reaxys T= 250 - 795 °C , in der Gasphase meist bei ca.400grad; weitere Produkte: Aethylen und Propylen McCleary; Degering; ; vol. 30; (1938); p. 64,65
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View in Reaxys T= 250 - 795 °C , in der Gasphase meist bei ca.400grad; weitere Produkte: Propylalkohol und Isopropylalkohol Hass; Shechter; Industrial and Engineering Chemistry; vol. 39; (1947); p. 817 View in Reaxys
O N
O
OH
O
O
N
N
O
O
O
N
N O
O
O
Rx-ID: 6681792 View in Reaxys 28/40 Yield
Conditions & References T= 400 °C , bei der Nitrierung enstehen noch: 1-Nitro-pentan,2-Nitro-pentan,3-Nitro-pentan und Aethylen,Propylen und Buten-(1) McCleary; Degering; Industrial and Engineering Chemistry; vol. 30; (1938); p. 65 View in Reaxys T= 400 °C , bei der Nitrierung enstehen noch: 1-Nitro-pentan,2-Nitro-pentan,3-Nitro-pentan Hass; Patterson; Industrial and Engineering Chemistry; vol. 30; (1938); p. 68 View in Reaxys
HO
NaNO3
KHCO3
O
O
N
O
O
O
O
N O
O
Rx-ID: 5854191 View in Reaxys 29/40 Yield
Conditions & References Elektrolyse von Natriumbutyrat; Produkt5: Essigsaeure; Produkt6: Propionsaeure; Produkt7: Glycerin-nitrat(?); und andere Produkten Fichter; Metz; Helvetica Chimica Acta; vol. 19; (1936); p. 599 View in Reaxys
Br
O
N
O
O
N O
Rx-ID: 632524 View in Reaxys 30/40 Yield
Conditions & References With AgNO2 Reynolds; Adkins; Journal of the American Chemical Society; vol. 51; (1929); p. 284 View in Reaxys Reynolds; Adkins; Journal of the American Chemical Society; vol. 51; (1929); p. 280,284 View in Reaxys
I
O
N
O
O
N O
Rx-ID: 632869 View in Reaxys 31/40 Yield
Conditions & References With AgNO2 Reynolds; Adkins; Journal of the American Chemical Society; vol. 51; (1929); p. 284 View in Reaxys
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Br
silver nitrite
O
N
O
O
N O
Rx-ID: 5854189 View in Reaxys 32/40 Yield
Conditions & References Product distribution Reynolds; Adkins; Journal of the American Chemical Society; vol. 51; (1929); p. 284 View in Reaxys
I
silver nitrite
O
N
O
O
N O
Rx-ID: 5854190 View in Reaxys 33/40 Yield
Conditions & References Product distribution Reynolds; Adkins; Journal of the American Chemical Society; vol. 51; (1929); p. 284 View in Reaxys
O
N
O
O
N O
Rx-ID: 178122 View in Reaxys 34/40 Yield
Conditions & References T= 125 - 130 °C Chowdhuri,N.; Journal of the Chemical Society; vol. 109; (1916); p. 703 View in Reaxys beim Erhitzen Neogi; Chowdhuri; Journal of the Chemical Society; vol. 109; (1916); p. 703 View in Reaxys
potassium propyl sulfate
O
N
O
N
O
O
Rx-ID: 5854188 View in Reaxys 35/40 Yield
Conditions & References With alkali nitrite Neogi; Journal of the Chemical Society; vol. 105; (1914); p. 2375 View in Reaxys With alkaline earth nitrite Neogi; Journal of the Chemical Society; vol. 105; (1914); p. 2375 View in Reaxys O–
O K+
S O
O
alkaline earth nitrite
O
N
O
O
N O
Rx-ID: 8255182 View in Reaxys 36/40 Yield
Conditions & References Neogi; Journal of the Chemical Society; vol. 105; (1914); p. 2375 View in Reaxys
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O–
O K+
S O
alkali nitrite
O
O
N
O
O
N O
Rx-ID: 8255183 View in Reaxys 37/40 Yield
Conditions & References Neogi; Journal of the Chemical Society; vol. 105; (1914); p. 2375 View in Reaxys
N
H N
sulfomonoperoxoic acid
OH
O
OH
O
N O
Rx-ID: 7059260 View in Reaxys 38/40 Yield
Conditions & References Bamberger; Scheutz; Chemische Berichte; vol. 34; (1901); p. 2032 View in Reaxys
O
N
O
(v2)
Zn
O
N O
Rx-ID: 175350 View in Reaxys 39/40 Yield
Conditions & References With diethyl ether, anschliessend Behandeln mit Wasser Bewad; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 32; (1900); p. 490; Chem. Zentralbl.; vol. 71; nb. II; (1900); p. 945 View in Reaxys
α-bromo-n-butyric acid
O
N O
Rx-ID: 5854187 View in Reaxys 40/40 Yield
Conditions & References With sodium nitrite Auger; Bulletin de la Societe Chimique de France; vol. <3<23 <1900>; nb. 334 View in Reaxys
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