Query Query –
O
Results
Date
69 reactions in Reaxys
2016-04-19 04h:12m:18s (EST)
69 reactions in Reaxys
2016-04-19 04h:12m:39s (EST)
O N+
1. Query
Search as: As drawn 2. Query
(1. Query) AND itemno in (1)
Copyright © 2016 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.
1/18
2016-04-19 04:19:35
O
O
N
O
OH
N
O
O
O
O
N O
Rx-ID: 30593859 View in Reaxys 1/69 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
O
N O
Rx-ID: 208720 View in Reaxys 2/69 Yield
Conditions & References
28 %
With 2-hydroxy-1,3-isoindolinedione, air, nitrogen(IV) oxide in various solvent(s), Time= 14h, T= 130 °C , p= 3800.26Torr Nishiwaki, Yoshiki; Sakaguchi, Satoshi; Ishii, Yasutaka; Journal of Organic Chemistry; vol. 67; nb. 16; (2002); p. 5663 - 5668 View in Reaxys With tetraethylplumbane, nitrogen(IV) oxide, T= 200 °C Patent; Krupp Treibstoffwerk; DE831393; (1948); View in Reaxys
I
O
N
O
O
N
O
Rx-ID: 632108 View in Reaxys 3/69 Yield
Conditions & References With AgNO2 Meyer,V.; Justus Liebigs Annalen der Chemie; vol. 171; (1874); p. 19; Justus Liebigs Annalen der Chemie; vol. 175; (1875); p. 88 View in Reaxys With mercuronitrite, T= 113 - 114 °C Ray; Justus Liebigs Annalen der Chemie; vol. 316; (1901); p. 253 View in Reaxys With sodium nitrite in acetone, T= 20 °C , Sonication Kundrat, Ondrej; Eigner, Vaclav; Dvorakova, Hana; Lhotak, Pavel; Organic Letters; vol. 13; nb. 15; (2011); p. 4032 - 4035 View in Reaxys
O Si
N O
Rx-ID: 1912396 View in Reaxys 4/69
Copyright © 2016 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.
2/18
2016-04-19 04:19:35
Yield
Conditions & References
25 %
With nitronium tetrafluoroborate in sulfolane, Time= 2h, T= 80 °C Olah, George A.; Rochin, Christophe; Journal of Organic Chemistry; vol. 52; nb. 4; (1987); p. 701 - 702 View in Reaxys
O
O
N
N
O
O
O
O
N O
O
N O
N
OH
O
O
O
N O
O
Rx-ID: 30724254 View in Reaxys 5/69 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
O S+ O 2 –O
S
S
F
S
F
O
O
F
O
O
N O
O
N
S
O
O
O
S+
S
S
S
O O
Rx-ID: 31431996 View in Reaxys 6/69 Yield
Conditions & References With sodium nitrite in acetone, T= 20 °C , Sonication Kundrat, Ondrej; Eigner, Vaclav; Dvorakova, Hana; Lhotak, Pavel; Organic Letters; vol. 13; nb. 15; (2011); p. 4032 - 4035 View in Reaxys
I
O
N O
Rx-ID: 632107 View in Reaxys 7/69 Yield
Conditions & References With AgNO2 Goetting; Justus Liebigs Annalen der Chemie; vol. 243; (1888); p. 115 View in Reaxys Kissel; Chemische Berichte; vol. 15; (1882); p. 1574 View in Reaxys With poly(N-butyl-4-vinylpyridinium)nitrite in hexane, Time= 33h, 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
Copyright © 2016 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.
3/18
2016-04-19 04:19:35
Br
O
N O
Rx-ID: 27928068 View in Reaxys 8/69 Yield
Conditions & References With sodium nitrite in N,N-dimethyl-formamide, Time= 15h, T= -78 - 23 °C Shao, Yi-Ming; Yang, Wen-Bin; Kuo, Tun-Hsun; Tsai, Keng-Chang; Lin, Chun-Hung; Yang, An-Suei; Liang, Po-Huang; Wong, Chi-Huey; Bioorganic and Medicinal Chemistry; vol. 16; nb. 8; (2008); p. 4652 - 4660 View in Reaxys
O
N O
Rx-ID: 208782 View in Reaxys 9/69 Yield
Conditions & References With dinitrogen tetraoxide, T= 790 - 795 °C , in der Dampfphase 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 With oxygen, nitric acid, 2 sec 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 Patent; Purdue Research Found.; US2609401; (1951) View in Reaxys With nitric acid, 2 sec 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 Patent; Purdue Research Found.; US2609401; (1951) View in Reaxys O– EN O
O
N O
Rx-ID: 2214034 View in Reaxys 10/69 Yield
Conditions & References With 3-chloro-quinuclidine in water, T= 30 °C , other amines and oxyanions, Rate constant Bruice, Paula Yurkanis; Journal of the American Chemical Society; vol. 106; nb. 20; (1984); p. 5959 - 5964 View in Reaxys
O
N O
Rx-ID: 839835 View in Reaxys 11/69 Yield
Conditions & References With nitric acid, 2 sec 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 With oxygen, nitric acid, 2 sec in der Gasphase
Copyright © 2016 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.
4/18
2016-04-19 04:19:35
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
O
N
O O
N O
Rx-ID: 177691 View in Reaxys 12/69 Yield
Conditions & References With magnesium hydrosilicate, T= 120 - 130 °C Neogi; Chowdhuri; Journal of the Chemical Society; vol. 109; (1916); p. 701 View in Reaxys
O
O
N O
O
N
O
N
O
O
Rx-ID: 1894998 View in Reaxys 13/69 Yield
Conditions & References With dihydrogen peroxide, boric acid, nitrogen(IV) oxide, p= 300.02Torr , Yield given. Yields of byproduct given Audley, Gary J.; Baulch, Donald L.; Campbell, Ian M.; Journal of the Chemical Society, Chemical Communications; nb. 18; (1982); p. 1053 - 1055 View in Reaxys With dihydrogen peroxide, nitrogen(IV) oxide, T= 24.9 °C , p= 300.02Torr , boric-acid-coated surface; various temp., Kinetics, Product distribution, Mechanism Audley, Gary J.; Baulch, Donald L.; Campbell, Ian M.; Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases; vol. 80; (1984); p. 599 - 608 View in Reaxys
3 % Chromat., 45 % Chromat., 50 % Chromat.
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 With dihydrogen peroxide, boric acid, nitrogen(IV) oxide, p= 300.02Torr , Product distribution, Mechanism Audley, Gary J.; Baulch, Donald L.; Campbell, Ian M.; Journal of the Chemical Society, Chemical Communications; nb. 18; (1982); p. 1053 - 1055 View in Reaxys
ethyl sulfate salt
O
N O
Rx-ID: 6395758 View in Reaxys 14/69 Yield
Conditions & References With alkali nitrite, die Salze entstehen Lauterbach; Chemische Berichte; vol. 11; (1878); p. 1225 View in Reaxys Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys With alkaline earth nitrite, die Salze entstehen Lauterbach; Chemische Berichte; vol. 11; (1878); p. 1225 View in Reaxys Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900
Copyright © 2016 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.
5/18
2016-04-19 04:19:35
View in Reaxys
O
O
N
O
N
O
Rx-ID: 208721 View in Reaxys 15/69 Yield
Conditions & References T= 420 °C , beim Nitrieren in der Dampfphase Hass; Hodge; Vanderbilt; Industrial and Engineering Chemistry; vol. 28; (1936); p. 341 View in Reaxys Hibshman; Pierson; Hass; Industrial and Engineering Chemistry; vol. 32; (1940); p. 427 View in Reaxys Patent; Comm.Solv.Corp.; US2150120; (1938) View in Reaxys
O–
O
O
K+
S O
O
N O
Rx-ID: 588233 View in Reaxys 16/69 Yield
Conditions & References With calcium nitrite, Verschmelzen Neogi; Journal of the Chemical Society; vol. 105; (1914); p. 2375 View in Reaxys With barium nitrite, Verschmelzen Neogi; Journal of the Chemical Society; vol. 105; (1914); p. 2375 View in Reaxys
O
OH
N
O
O
O
N O
N O
Rx-ID: 1832180 View in Reaxys 17/69 Yield
Conditions & References With phthalic anhydride Kurokawa; Anderson Jr.; Bulletin of the Chemical Society of Japan; vol. 58; nb. 1; (1985); p. 367 - 373 View in Reaxys
O
O
O
S O
O
N O
Rx-ID: 102612 View in Reaxys 18/69 Yield
Conditions & References With water, sodium nitrite McCombie; Saunders; Wild; Journal of the Chemical Society; (1944); p. 24 View in Reaxys
Br
O OH
O
N O
Rx-ID: 198078 View in Reaxys 19/69 Yield
Conditions & References With water, potassium carbonate, sodium nitrite Anger; Bulletin de la Societe Chimique de France; vol. <3>23; (1900); p. 33 View in Reaxys
Copyright © 2016 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.
6/18
2016-04-19 04:19:35
O
NH 2
N O
Rx-ID: 630391 View in Reaxys 20/69 Yield
Conditions & References With peroxymonosulfuric acid Bamberger; Chemische Berichte; vol. 35; (1902); p. 4294; Chemische Berichte; vol. 36; (1903); p. 711 View in Reaxys
O O
O
S O
N O
Rx-ID: 737610 View in Reaxys 21/69 Yield
Conditions & References With sodium nitrite Rodionow; Bulletin de la Societe Chimique de France; vol. <4> 39; (1926); p. 318; Bulletin de la Societe Chimique de France; vol. <4> 45; (1929); p. 119 View in Reaxys
O
O
O
S O
(v4)
O
Na +
O
–N
O
O–
N
O Na +
S O
O
O
Rx-ID: 26157109 View in Reaxys 22/69 Yield
Conditions & References in water McCombe, H.; Saunders, B. C.; Wild, F.; Journal of the Chemical Society; (1944); p. 24 - 25 ; (from Gmelin) View in Reaxys in water vol. Na: SVol.3; 1.7, page 960 - 982 ; (from Gmelin) View in Reaxys
(v2)
O–
N 2 O+
(v2)S
O
O–
O O S O
OH
O
O
N
(v2)
N
O
O
Rx-ID: 26445642 View in Reaxys 23/69 Yield
Conditions & References
0%
in ethanol Rose, H.; Annalen der Physik (Weinheim, Germany); vol. 47; (1839); p. 605 - 608 View in Reaxys vol. S: MVol.B3; 20, page 1571 - 1573 ; (from Gmelin) View in Reaxys
E N OH
O
H
O
H
O
N O
Rx-ID: 6800673 View in Reaxys 24/69 Yield
Conditions & References T= 0 °C , Rate constant Pearson; Dillon; Journal of the American Chemical Society; vol. 72; (1950); p. 3574 View in Reaxys
Copyright © 2016 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.
7/18
2016-04-19 04:19:35
O
N
O
O
O
N
N
O
nitrogen dioxide
O
nitrogen monooxide
O
Rx-ID: 7082416 View in Reaxys 25/69 Yield
Conditions & References T= 181 °C , Pyrolysis, Rate constant Levy; Adrian; Journal of the American Chemical Society; vol. 77; (1955); p. 2015 View in Reaxys
O–
O
O
Na +
S O
O
N O
Rx-ID: 588269 View in Reaxys 26/69 Yield
Conditions & References With water, sodium carbonate, sodium nitrite Patent; Krause; DE294755; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 13; p. 40 View in Reaxys With potassium nitrate, sodium nitrite, T= 145 °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
N
N
O
O
O
O
Rx-ID: 1895031 View in Reaxys 27/69 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 View in Reaxys
E N
O
O
OH
H
N H
H
O
N O
Rx-ID: 6800672 View in Reaxys 28/69 Yield
Conditions & References T= -60 °C , anschliessend Erwaermen auf Raumtemperatur Pearson; Dillon; Journal of the American Chemical Society; vol. 72; (1950); p. 3574 View in Reaxys
Copyright © 2016 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.
8/18
2016-04-19 04:19:35
O N
O
OH
O
O
N
N
O
O
O
N O
O
N O
Rx-ID: 7059261 View in Reaxys 29/69 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 O
O
HO
N
N
O
N
O
O
N N
E N
O
O
OH
O
Rx-ID: 6681511 View in Reaxys 30/69 Yield
Conditions & References T= -60 - 100 °C Boyer; Alul; Journal of the American Chemical Society; vol. 81; (1959); p. 4237 View in Reaxys
O N
O
O
OH
O
O
N
N
O
O
O
N O
O
Rx-ID: 6963024 View in Reaxys 31/69 Yield
Conditions & References T= 400 °C , in der Gasphase Hass; Hudgin; Journal of the American Chemical Society; vol. 76; (1954); p. 2692 View in Reaxys
O N
O
O
OH
O
O
N
N
O
O
N O
O
Rx-ID: 7059259 View in Reaxys 32/69 Yield
Conditions & References T= 400 °C Hass; Hudgin; Journal of the American Chemical Society; vol. 76; (1954); p. 2692 View in Reaxys
O
O
N O
OH
O
O
N
N
O
O
N O
O
O
N O
Rx-ID: 7059263 View in Reaxys 33/69
Copyright © 2016 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.
9/18
2016-04-19 04:19:35
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 N
O
O
O
N O
Rx-ID: 7059264 View in Reaxys 34/69 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
HO
O
O
O
N O
Rx-ID: 9585793 View in Reaxys 35/69 Yield
Conditions & References T= 260.5 °C , p= 110Torr , 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 View in Reaxys O
B
O O
O
N
O
OH
O
OH
N HO
O
B
OH
Rx-ID: 26423936 View in Reaxys 36/69 Yield
Conditions & References Schiff, H.; Liebigs Ann. Suppl.-Bd.; vol. 5; (1867); p. 154 - 182 ; (from Gmelin) View in Reaxys vol. B: B-Verb.13; 2.2.7, page 71 - 82 ; (from Gmelin) View in Reaxys
O
I
OH
N O
Rx-ID: 2855192 View in Reaxys 37/69 Yield
Conditions & References With sodium nitrate, water, silver nitrate, sodium nitrite, T= 24.9 °C , various ratio of AgNO3 and NaNO2, Rate constant, Mechanism Zamashchikov, V. V.; Rudakov, E. S.; Bezbozhnaya, T. V.; Matveev, A. A.; Journal of Organic Chemistry USSR (English Translation); vol. 20; nb. 3; (1984); p. 424 - 429; Zhurnal Organicheskoi Khimii; vol. 20; nb. 3; (1984); p. 471 - 477 View in Reaxys
E N OH
OH
O HO
S OO
H
O
H
O
N O
Rx-ID: 6800674 View in Reaxys 38/69 Yield
Conditions & References Reaktion des Bariumsalzes, Kinetics
Copyright © 2016 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.
10/18
2016-04-19 04:19:35
Maron; La Mer; Journal of the American Chemical Society; vol. 61; (1939); p. 692 View in Reaxys
NO2
O
O
N
N
O
O
O
N O
O
N O
Rx-ID: 7059262 View in Reaxys 39/69 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 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
OH
O
O
O
N
N
O
O
N
O O
N O
O
Rx-ID: 6673456 View in Reaxys 40/69 Yield
Conditions & References T= 420 °C , Produkt ist noch:1-Nitro-propan Hass; Hodge; Vanderbilt; Industrial and Engineering Chemistry; vol. 28; (1936); p. 341 View in Reaxys Hass; Shechter; Industrial and Engineering Chemistry; vol. 39; (1947); p. 817 View in Reaxys Patent; Comm.Solvents Co.; US2213444; (1938) View in Reaxys Patent; Comm.Solvents Co.; US2327964; (1940) View in Reaxys Patent; Purdue Res.Found.; US1967667; (1933) View in Reaxys T= 420 °C , Produkte sind noch: 1-Nitro-propan, Aethylen, Propylen, Buten-(1) und Buten-(2) McClearly; Degering; Industrial and Engineering Chemistry; vol. 30; (1938); p. 64 View in Reaxys
O N O
OH
O
O
N
N
O
O
N O
O
O
N O
Rx-ID: 6681791 View in Reaxys 41/69 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
Copyright © 2016 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.
11/18
2016-04-19 04:19:35
O N
O
OH
O
O
N
N
O
O
Rx-ID: 6919878 View in Reaxys 42/69 Yield
Conditions & References T= 420 °C Hass; Hodge; Vanderbilt; Industrial and Engineering Chemistry; vol. 28; (1936); p. 341 View in Reaxys T= 380 - 450 °C , Kinetics Geiseler; Reinhardt; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 61; (1957); p. 296 View in Reaxys T= 380 - 450 °C , Mechanism Geiseler; Reinhardt; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 61; (1957); p. 296 View in Reaxys
O
N
O
asbestos wool
O
N O
Rx-ID: 6800675 View in Reaxys 43/69 Yield
Conditions & References T= 120 - 130 °C Neogi; Chowdhuri; Journal of the Chemical Society; vol. 109; (1916); p. 701 View in Reaxys O N
H
O
O
H
O
O
N O
Rx-ID: 7062271 View in Reaxys 44/69 Yield
Conditions & References T= 100 °C Haitinger; Monatshefte fuer Chemie; vol. 2; (1881); p. 290 View in Reaxys nitrogen dioxide
O
HO
N
OH
C
O
O
H 2N 2
carbon monoxide Rx-ID: 7071004 View in Reaxys 45/69
Yield
Conditions & References T= 160 °C , im Licht.Irradiation Rohr; Noyes; Canadian Journal of Chemistry; vol. 33; (1955); p. 843 View in Reaxys
O N
OH
O
O
O
N
N
O
O
N O
O
O
N O
Rx-ID: 6681792 View in Reaxys 46/69 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
Copyright © 2016 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.
12/18
2016-04-19 04:19:35
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
O N
O
OH
Pb
O
O
N
N
O
O
O
Rx-ID: 7978434 View in Reaxys 47/69 Yield
Conditions & References T= 150 °C McCleary; Degering; Industrial and Engineering Chemistry; vol. 30; (1938); p. 65 View in Reaxys
O
N
O
O
N
O
O
CH 2–
N O
Rx-ID: 9452708 View in Reaxys 48/69 Yield
Conditions & References Kinetics Jiao; DeJoseph Jr.; Garscadden; Journal of Physical Chemistry A; vol. 107; nb. 42; (2003); p. 9040 - 9044 View in Reaxys
O
O
O
concentrated NaNO2
S O
O
N O
Rx-ID: 6395757 View in Reaxys 49/69 Yield
Conditions & References McCombie; Saunders; Wild; Journal of the Chemical Society; (1944); p. 24 View in Reaxys
HO
O
sulfomonoperoxoic acid
N
O
N
H N
OH
O
Rx-ID: 6673298 View in Reaxys 50/69 Yield
Conditions & References Bamberger; Seligman; Chemische Berichte; vol. 35; (1902); p. 3885 View in Reaxys Bamberger; Scheutz; Chemische Berichte; vol. 34; (1901); p. 2027 View in Reaxys
I
O
mercury nitrite
N
O
O
N
O
Rx-ID: 5803071 View in Reaxys 51/69 Yield
Conditions & References Ray; ; nb. 216 View in Reaxys
I
silver nitrite
O
N
O
O
N
O
Rx-ID: 5803072 View in Reaxys 52/69
Copyright © 2016 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.
13/18
2016-04-19 04:19:35
Yield
Conditions & References Meyer,V.; Justus Liebigs Annalen der Chemie; vol. 171; (1874); p. 19; Justus Liebigs Annalen der Chemie; vol. 175; (1875); p. 88 View in Reaxys
O
O
O
alkaline earth nitrite
S O
OH
N
O
O
N
O
Rx-ID: 6921184 View in Reaxys 53/69 Yield
Conditions & References Reaktion des Natriumsalzes in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys
O
O
O
alkali nitrite
S O
OH
N
O
O
N
O
Rx-ID: 6921185 View in Reaxys 54/69 Yield
Conditions & References Reaktion des Natriumsalzes in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys
O–
O K+
S O
O
alkaline earth nitrite
O
N
O
O
N
O
Rx-ID: 7978337 View in Reaxys 55/69 Yield
Conditions & References in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys O–
Ba2+ 2
O S
O 2 H
O
O
O
alkaline earth nitrite
N
O
O
H
N
O
Rx-ID: 7978338 View in Reaxys 56/69 Yield
Conditions & References in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys O–
2
O Ca 2+
S O 2 H
O
O
O
alkaline earth nitrite
N O
H
O
N
O
Rx-ID: 7978339 View in Reaxys 57/69 Yield
Conditions & References in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys
Copyright © 2016 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.
14/18
2016-04-19 04:19:35
O–
O K+
S O
O
alkali nitrite
O
N
O
O
N
O
Rx-ID: 7978340 View in Reaxys 58/69 Yield
Conditions & References in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys O–
Ba2+ 2
O S
O 2 H
O
O
O
alkali nitrite
N
O
O
H
N
O
Rx-ID: 7978341 View in Reaxys 59/69 Yield
Conditions & References in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys O–
2
O Ca 2+
S O 2 H
O
O
O
alkali nitrite
N
O
O
H
N
O
Rx-ID: 7978342 View in Reaxys 60/69 Yield
Conditions & References in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys O
O
(v2)
Zn
N O
O
Br
N
N
O
O
Rx-ID: 227905 View in Reaxys 61/69 Yield
Conditions & References Bewad; Journal fuer Praktische Chemie (Leipzig); vol. <2>48; (1893); p. 352 View in Reaxys
O
O S
O
OH
O
potassium nitrite
N
O
O
N
O O
N O
Rx-ID: 6958095 View in Reaxys 62/69 Yield
Conditions & References Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys
O
O S
O
OH
sodium nitrite
O
N O
O
N
O O
N O
Rx-ID: 6958096 View in Reaxys 63/69 Yield
Conditions & References Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys
Copyright © 2016 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.
15/18
2016-04-19 04:19:35
O O
O N
O
O
OH
O
O
O
N
N
O
O
O
O
O
Rx-ID: 7059269 View in Reaxys 64/69 Yield
Conditions & References Fichter; Buess; Helvetica Chimica Acta; vol. 18; (1935); p. 550 View in Reaxys
O–
O K+
S O
O
potassium nitrite
O
N
O
O
N
O O
N O
Rx-ID: 7979196 View in Reaxys 65/69 Yield
Conditions & References in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys
O–
O K+
S O
O
sodium nitrite
O
N
O
O
N
O O
N O
Rx-ID: 7979197 View in Reaxys 66/69 Yield
Conditions & References in CO2-Atmosphaere Ray; Neogi; Journal of the Chemical Society; vol. 89; (1906); p. 1900 View in Reaxys Br
O
N
O
(v2)
Zn
Br
O
N
O
O
Yield
Conditions & References
O
N O
N O
Rx-ID: 233958 View in Reaxys 67/69 Bewad; Journal fuer Praktische Chemie (Leipzig); vol. <2>48; (1893); p. 352 View in Reaxys
NH 2
sulfomonoperoxoic acid
HO
O
N
N
O
H N
OH
N
O
Rx-ID: 6045919 View in Reaxys 68/69 Yield
Conditions & References Pr. 5: Essigsaeure Bamberger; Chemische Berichte; vol. 35; (1902); p. 4294; Chemische Berichte; vol. 36; (1903); p. 711 View in Reaxys
O
N O
Rx-ID: 6395756 View in Reaxys 69/69 Yield
Conditions & References Munz,R.; Simchen,G.; Liebigs Annalen der Chemie; (1979); p. 628 - 638 View in Reaxys Barnes,M.W.; Patterson,J.M.; Journal of Organic Chemistry; vol. 41; nb. 4; (1976); p. 733 - 735 View in Reaxys Geiseler; Kessler; Tetrahedron, Supplement; vol. 6; (1964); p. 187,188 View in Reaxys Mauret et al.; Bulletin de la Societe Chimique de France; (1974); p. 379
Copyright © 2016 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.
16/18
2016-04-19 04:19:35
View in Reaxys Matasa; Hass; Canadian Journal of Chemistry; vol. 49; (1971); p. 1284,1287 View in Reaxys 13 : Preparation 13 Preparation 13 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 nitroethane [4.6 ml (4.80 g) 64.0 mmoles] is used in place of nitromethane. The sulfinyl chloride/tin (IV) chloride/diethyl ether/toluene/nitroethane 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. ... diisobutyl ketone, 2,6-dimethyl-4-heptanone, acetophenone, nitroethane, 1-nitropropane, 2-nitropropane, 2-nitrotoluene, ... Patent; Berg; Lloyd; US5425854; (1995); (A1) English View in Reaxys The preferred compounds of formula (5) are as follows: 1. nitromethane 2. nitroethane 4. 2-nitrotoluene 5. 3-nitrotoluene 6. 4-nitrotoluene 7. 4-ethylnitrobenzene ... Patent; Mitsui Toatsu Chemicals, Incorporated; US5382690; (1995); (A1) English View in Reaxys 3 : Example 3 Example 3 A solution comprising 50 grams of isopropanol and 150 grams of 2-butanone was placed in the stillpot of a 5.6 theoretical plate glass perforated plate rectification column. When refluxing began, an extractive agent comprising nitroethane was pumped into the top of the column at a rate of 15 ml/min. The temperature of the extractive agent as it entered the column was 75° C. After establishing the feed rate of the extractive agent, the heat input to the isopropanol-2-butanone in the stillpot was adjusted to give a total reflux rate of 40 ml/min. Patent; Berg; Lloyd; US5470443; (1995); (A1) English View in Reaxys The preferred compounds of formula (5) are as follows: 1. nitromethane 2. nitroethane 4. 2-nitrotoluene 5. 3-nitrotoluene 6. 4-nitrotoluene 7. 4-ethylnitrobenzene 8. 4-nonylnitrobenzene 9. 2,6-dimethylnitrobenzene
Copyright © 2016 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.
17/18
2016-04-19 04:19:35
10. 2,4-dimethylnitrobenzene 12. 4-methyoxynitrobenzene ... Patent; Mitsui Toatsu Chemicals, Inc.; US5536878; (1996); (A1) English View in Reaxys d : (d) (d) 2-[2-[3,4-Dimethoxyphenyl]ethyl]-3,4-dimethoxybenzeneethanamine Sodium borohydride (2.8 g) was added portionwise over 10 minutes to a stirred suspension of the nitrostyrene (b.1) (5.6 g) and silica gel (Fluka 60) (28 g) in chloroform (200 ml) and isopropanol (50 ml). The suspension was stirred at 20° for 16 hours. The silica gel was removed by filtration and the solvent evaporated to dryness to give the intermediate nitroethane as a pale yellow oil. Patent; Fisons plc; US4922022; (1990); (A1) English View in Reaxys methyl ethyl ketone ... acetophenone isopentanol neopentanol methyl propyl ketone nitroethane nitrobutane isobutyl acetate amyl acetate ... Patent; Eli Lilly and Company; US4303591; (1981); (A1) English View in Reaxys EXAMPLES The column used was a Restek XTI-5 (crossbonded 5percent diphenyl-95percent dimethyl polysiloxane), which is available commercially from Restek Corporation (Bellefonte, Pa.), with the dimensions of 30 m*0.25 mm ID*0.25 μm. The standards preparation was performed using 95percent 2,2-dinitro-1-propanol, >=97percent 2-nitro-1-propanol, 99.5percent nitroethane and acetic acid, which are commercially obtained from Sigma-Aldrich (St. Louis, Mo.). NMR data (1H and 13C{1H}) were acquired on a Bruker DMX 300WB spectrometer, commercially available from Bruker BioSciences Corporation (Billerica, Mass.), with a magnetic field strength of 7.04 Tesla corresponding to operating frequencies of 300.13 MHz (1H) and 75.48 MHz (13C). The NMR spectra were referenced internally utilizing an appropriate deuterated solvent. Diethyl ether-d-10, chloroform-d, and methylene chloride-d2 are each available from Cambridge Isotope Laboratories (Andover, Mass.). Patent; Lister, Tedd Edward; Fox, Robert Vincent; US2009/38953; (2009); (A1) English View in Reaxys
Copyright © 2016 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.
18/18
2016-04-19 04:19:35