79-46-9

Basic information

• Product Name: 2-Nitropropane
• Synonyms: 1-Methylnitroethane;2-Nitropropane; Dimethylnitromethane; Isonitropropane; NSC 5369
• CAS NO: 79-46-9
• Molecular Formula: C₃H₇NO₂
• Molecular Weight: 89.09318
• EINECS: 201-209-1
• Mol File: 79-46-9.mol
• Article Data: 31

Chemical Properties

• Melting Point: -93℃
• Boiling Point: 119-122 ºC
• Flash Point: 28 ºC
• Appearance: liquid
• Density: 0.992
• Vapor Density: 3.06
• Refractive Index: 1.393-1.395
• Water Solubility: 1.7 g/100 mL (20℃)
• CAS DataBase Reference: 2-Nitropropane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitropropane(79-46-9)
• EPA Substance Registry System: 2-Nitropropane(79-46-9)

Safety Data

• Hazard Codes: T:Toxic
• Statements: R10:; R20/22:; R45:
• Safety Statements: S45:; S53:
• RIDADR: 2608
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 79-46-9(Hazardous Substances Data)

Usage

Safety Profile

Confirmed carcinogen withexperimental carcinogenic, tumorigenic, and teratogenicdata. Poison by intraperitoneal route. Moderately toxic byingestion and inhalation. Human systemic effects byinhalation: anorexia, hypermotility, diarrhea, nausea orvomit

InChI:InChI=1/C3H7NO2/c1-3(2)4(5)6/h3H,1-2H3

Synthetic route

acetone oxime (127-06-0) → 2-nitropropane (79-46-9)

Conditions	Yield
With dihydrogen peroxide; sodium carbonate In methanol at 60℃; under 750.075 Torr;	96.5%

propane (74-98-6) → 2-nitropropane (79-46-9)

Conditions	Yield
With N-hydroxyphthalimide; air; Nitrogen dioxide In various solvent(s) at 100℃; under 3800.26 Torr; for 14h;	65%
With water; nitric acid at 185 - 215℃; under 46337 Torr;
With oxygen; nitric acid in der Gasphase;

isopropyl bromide (75-26-3) → 2-nitropropane (79-46-9)

Conditions	Yield
With sodium nitrite In N,N-dimethyl-formamide at 50℃; for 5h; Reagent/catalyst; Solvent; Time;	70.9%
With poly(N-ethyl-4-vinylpyridinium)nitrite In hexane at 20℃; for 72h;	63%
With sodium nitrite In N,N,N,N,N,N-hexamethylphosphoric triamide at 65℃; for 5h;	11%
With sodium nitrite at 65℃; Product distribution; various sovents and reaction times;

propane (74-98-6) → 2-nitropropane (79-46-9) + acetic acid (64-19-7) + 1-Nitropropane (108-03-2) + acetone (67-64-1)

Conditions	Yield
With nitric acid; butyric acid In water at 220℃; under 73162.7 Torr; for 0.0333333h;

acetone (67-64-1) → 2-nitropropane (79-46-9)

Conditions	Yield
With ammonium hydroxide; dihydrogen peroxide In methanol at 70℃; under 760.051 Torr; Green chemistry; chemoselective reaction;	88 %Chromat.
With ammonium hydroxide; dihydrogen peroxide In methanol at 65 - 75℃; for 1h; Reagent/catalyst; Temperature; Green chemistry;

propane (74-98-6) → Nitroethane (79-24-3) + 2-nitropropane (79-46-9) + acetic acid (64-19-7) + 1-Nitropropane (108-03-2) + acetone (67-64-1)

Conditions	Yield
With nitric acid; propionic acid In water at 235℃; under 73162.7 Torr;

acetone (67-64-1) → 2-nitropropane (79-46-9) + acetone oxime (127-06-0)

Conditions	Yield
With ammonia; dihydrogen peroxide at 61.84℃; for 2h; chemoselective reaction;
With ammonia; dihydrogen peroxide In water at 70℃; for 8h; Temperature; Molecular sieve;

propane (74-98-6) → 2-nitropropane (79-46-9) + 1-Nitropropane (108-03-2)

Conditions	Yield
With nitric acid at 400℃;
With Nitrogen dioxide at 250 - 795℃;
With Nitrogen dioxide at 250℃;
With nitric acid In water at 285℃; under 72402.6 Torr; Product distribution / selectivity;

diisopropyl sulfate (2973-10-6) → 2-nitropropane (79-46-9)

Conditions	Yield
With sodium nitrite at 60℃; under 0 Torr; for 48h;

isopropylboronic acid (80041-89-0) → 2-nitropropane (79-46-9)

Conditions	Yield
With N-Bromosuccinimide; [bis(trifluoroacetoxy)iodo]benzene; sodium nitrite In acetonitrile at 20℃; for 3h; regioselective reaction;	74%

isopropyl alcohol (67-63-0) → 2-nitropropane (79-46-9)

Conditions	Yield
With nitric acid In acetic acid at 15℃; for 0.5h;	90%

propane (74-98-6) → 2-nitropropane (79-46-9) + acetic acid (64-19-7) + 1-Nitropropane (108-03-2)

Conditions	Yield
With nitric acid In water at 285℃; under 72402.6 Torr; for 0.0425h; Product distribution / selectivity;
With nitric acid In water at 235℃; under 72402.6 Torr; for 0.0333333h;

propane (74-98-6) → nitromethane (75-52-5) + 2-nitropropane (79-46-9)

Conditions	Yield
With nitric acid; acetic acid In water at 235℃; under 88677.5 Torr; for 0.025h; Product distribution / selectivity;
With nitric acid; acetic acid In water at 235℃; under 73162.7 Torr; for 0.0333333h; Product distribution / selectivity;

propane (74-98-6) → 2-nitropropane (79-46-9) + 2,2-dinitropropane (595-49-3) + 1-Nitropropane (108-03-2)

Conditions	Yield
With nitric acid In water at 235℃; under 72402.6 Torr; Product distribution / selectivity; 3 mm borosilicate glass balls packing;

propane (74-98-6) → nitromethane (75-52-5) + 2-nitropropane (79-46-9) + 1-Nitropropane (108-03-2) + acetone (67-64-1)

Conditions	Yield
With nitric acid; acetic acid In water at 180℃; under 72402.6 Torr; for 0.0291667h; Product distribution / selectivity;

acetone oxime (127-06-0) → 2-nitropropane (79-46-9) + acetone (67-64-1)

Conditions	Yield
With ammonium hydroxide; dihydrogen peroxide In methanol at 70℃; under 760.051 Torr; Green chemistry; Overall yield = 91 %Chromat.; chemoselective reaction;

2,3-dimethylbutane (79-29-8) → 2-nitropropane (79-46-9)

Conditions	Yield
With nitric acid at 380 - 430℃;

2-iodo-propane (75-30-9) → 2-nitropropane (79-46-9)

Conditions	Yield
With silver(I) nitrite
With silver(I) nitrite In diethyl ether

α-nitroisopropyl p-tolyl sulfone (21272-86-6) → 2-nitropropane (79-46-9) + 2,3-dimethyl-2,3-dinitrobutane (3964-18-9)

Conditions	Yield
With sodium dithionite; potassium carbonate; 1,1′-dioctyl-4,4′-bipyridinium In dichloromethane; water at 35℃; for 3h;	A 65 % Spectr. B 10 % Spectr.

propane (74-98-6) → Nitroethane (79-24-3) + nitromethane (75-52-5) + 2-nitropropane (79-46-9) + 2,2-dinitropropane (595-49-3) + acetic acid (64-19-7) + 1-Nitropropane (108-03-2) + acetone (67-64-1)

Conditions	Yield
With nitric acid In water at 285℃; under 73496.9 Torr; for 0.0425h; Product distribution / selectivity;

2-iodo-propane (75-30-9) → i-propyl nitrite (541-42-4) + 2-nitropropane (79-46-9)

Conditions	Yield
With silver(I) nitrite

isopropyl bromide (75-26-3) → i-propyl nitrite (541-42-4) + 2-nitropropane (79-46-9)

Conditions	Yield
With silver(I) nitrite

2-bromo-2-nitropropane (5447-97-2) → 2-nitropropane (79-46-9)

Conditions	Yield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In benzene for 8h; Mechanism; Irradiation;	66%

2-chloro-2-nitro-propane (594-71-8) → 2-nitropropane (79-46-9)

Conditions	Yield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In benzene for 19h; Mechanism; Irradiation;	47%

α-nitroisopropyl phenyl sulfone (41774-06-5) → 2-nitropropane (79-46-9)

Conditions	Yield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In acetonitrile for 70h; Mechanism; Irradiation;	32%
With N-benzyl-1,4-dihydronicotinamide In N,N-dimethyl-formamide for 6h; Ambient temperature; degassed;	95 % Chromat.

Isobutane (75-28-5) → 2-nitropropane (79-46-9)

Conditions	Yield
With nitric acid at 380 - 430℃;

methylbutane (78-78-4) → 2-nitropropane (79-46-9)

Conditions	Yield
With nitric acid at 380 - 430℃;

2-nitro-benzaldehyde (552-89-6) → 2-nitropropane (79-46-9) + 2,3-dimethyl-2,3-dinitrobutane (3964-18-9) + anthranil (271-58-9)

Conditions	Yield
With 2-bromo-2-nitropropane; zinc In methanol at 50℃; for 5h; Mechanism; Product distribution; investigation of reductive cyclizations of var. 2-nitrobenzaldehydes under var. conditions;	A n/a B n/a C 37%

2-nitro-propan-2-ide (20846-00-8) + hydrogen sulfide (7783-06-4) → hydrgensulfide(1-) + 2-nitropropane (79-46-9)

Conditions	Yield
equil. react.; HPMS experiment at 500 K;

dimethyl zinc(II) (544-97-8) + 1.1-bromonitromethane → 2-nitropropane (79-46-9)

Conditions	Yield
With diethyl ether anschliessend Behandeln mit Wassser;

cyclohexenone (930-68-7) + 2-nitropropane (79-46-9) → (+/-)-3-(2-nitropropan-2-yl)cyclohexanone (4908-50-3)

Conditions	Yield
With aluminum oxide; potassium fluoride In tetrahydrofuran for 2h;	100%
With 2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane 2,8,9-tris(1-methylethyl) In various solvent(s) at 20℃; for 0.5h; Michael addition;	99%
With potassium carbonate In neat (no solvent) at 60℃; for 4h; Temperature; Michael Addition;	88%
With N-benzyl-trimethylammonium hydroxide In ethanol Heating;
With 2,5-dimethyl-piperazine; rac-Pro-OH In tetrahydrofuran at 20℃; Michael addition;

1,10-phenanthroline-5,6-dione (82701-91-5) + 2-nitropropane (79-46-9) → 2,2-dimethyl-1,3-dioxolo<4,5-f><1,7>phenanthroline (112881-55-7)

Conditions	Yield
With tetramethyl ammoniumhydroxide In acetonitrile at 59.9℃; for 24h;	100%
With carbonate buffer (pH 9.5) In water; acetonitrile at 55℃; for 5h;	67%

phanquinone (84-12-8) + 2-nitropropane (79-46-9) → 2,2-Dimethyl-1,3-dioxa-4,11-diaza-cyclopenta[l]phenanthrene

Conditions	Yield
With tetramethyl ammoniumhydroxide In acetonitrile for 24h; Heating;	100%

2-nitropropane (79-46-9) + 4-nitrobenzaldehdye (555-16-8) → 2-methyl-2-nitro-1-(4-nitrophenyl)propan-1-ol (39220-93-4)

Conditions	Yield
With polymer supported 4-DMAP at 20℃; for 0.583333h; Henry Nitro Aldol Condensation;	100%
With polystyryl-diphenylphosphine-ethyl acrylate complex In neat (no solvent) at 20℃; for 3h; Henry Nitro Aldol Condensation; Green chemistry;	91%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 4h; Alkylation;	87%
With triethylamine In chloroform at 24.84℃; for 3h; Henry reaction;	85%

2-nitropropane (79-46-9) + ethyl 4,4,4-trifluorobut-2-enoate (25597-16-4, 91600-34-9, 406-10-0) → ethyl 3-(trifluoromethyl)-4-methyl-4-nitropentanoate (638132-91-9)

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 6h;	100%

2-nitropropane (79-46-9) + 5-hydroxyiminomethylbenzofuroxan (241818-88-2) → 5-hydroxyiminomethyl-2,2-dimethyl-2Н-benzimidazole 1,3-dioxide

Conditions	Yield
With piperidine In tetrahydrofuran at 20℃;	100%

tetrakis(triphenylphosphine)nickel(0) (15133-82-1) + 2-nitropropane (79-46-9) → C3H7NONi(P(C6H5)3)2 (71928-74-0)

Conditions	Yield
In benzene Kinetics; byproducts: P(C6H5)3, OP(C6H5)3; the soln. of Ni(PPh3)4/benzene was added to the soln. of i-PrNO2/benzene with stirring at under Ar, stirred for 1 h; evapd. in vac., washed with hot hexane, dried in vac.;	100%

2-nitropropane (79-46-9) + (4-hydroxyphenyl)methanol (623-05-2) → 1-nitro-1,1-dimethyl-2-(4-hydroxyphenyl]ethane (16066-97-0)

Conditions	Yield
With potassium tert-butylate In diethylene glycol dimethyl ether at 20 - 137℃; for 6h;	99.6%
With potassium tert-butylate In diethylene glycol dimethyl ether Cooling with ice; Reflux;	83%
With tetrabutyl ammonium fluoride at 130℃; for 15h;	73%

3-(Dimethylaminomethyl)indole (87-52-5) + 2-nitropropane (79-46-9) → 3-(2,2-dimethyl-2-nitroethyl)-1H-indole (835-40-5)

Conditions	Yield
With tributylphosphine In acetonitrile for 4h; Heating;	99.1%
With sodium hydroxide at 130℃;	93%
With sodium hydroxide for 18h; Heating;	70%
With sodium hydroxide for 18h; Reflux;

4-methyl-pent-3-en-2-one (141-79-7) + 2-nitropropane (79-46-9) → 4,4,5-trimethyl-5-nitro-2-hexanone (4538-83-4)

Conditions	Yield
With 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane In various solvent(s) at 20℃; for 0.33h; Michael addition;	99%
With N,N',N''-tris(p-tolyl)azacalix[3](2,6)(4-pyrrolidinopyridine) for 12h; Inert atmosphere; Reflux;	88%
With sodium In isopropyl alcohol for 336h; Reflux;	13%

heptanal (111-71-7) + 2-nitropropane (79-46-9) → 2-methyl-2-nitro-3-nonanol (80379-17-5)

Conditions	Yield
With P(i-PrNCH2CH2)3N; magnesium sulfate for 1.5h; Ambient temperature;	99%
With tetrabutyl ammonium fluoride; tert-butyldimethylsilyl chloride; triethylamine In tetrahydrofuran for 0.0833333h;	91%
With Amberlyst A-21 for 7h;	80%
With methanol; sodium hydroxide

2-nitropropane (79-46-9) + methyl vinyl ketone (78-94-4) → 5-methyl-5-nitrohexan-2-one (4604-49-3)

Conditions	Yield
With 2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane 2,8,9-tris(1-methylethyl) In various solvent(s) at 20℃; for 0.25h; Michael addition;	99%
With sodium methylate In methanol	92%
With triethylamine at 20℃; for 5h; Michael reaction;	82%

2-nitropropane (79-46-9) + methacrylic acid methyl ester (80-62-6) → methyl 2,4-dimethyl-4-nitro-pentanoate (5762-40-3)

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 50℃; for 22.66h; Inert atmosphere; Large scale;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 50℃; for 22.66h; Large scale;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 50℃; for 22.66h; Inert atmosphere; Large scale;	99%

2-nitropropane (79-46-9) + acrylic acid n-butyl ester (141-32-2) → 4-Methyl-4-nitro-pentanoic acid butyl ester (91017-54-8)

Conditions	Yield
With aluminum oxide; potassium fluoride In tetrahydrofuran for 2h;	99%

2-nitropropane (79-46-9) + 5-nitro-6-chloromethylimidazo<2,1-b>thiazole (139029-62-2) → 5-nitro-6-isopropylidenemethylimidazo<2,1-b>thiazole (139029-63-3)

Conditions	Yield
With tetra(n-butyl)ammonium hydroxide In dichloromethane; water for 24h;	99%

[Co(cp)(η-4-C5H5)]2(μ-O-exo) (158369-38-1) + 2-nitropropane (79-46-9) → [Co(cp)(η-4-C5H5)](CMe2NO2-exo) (158369-40-5)

Conditions	Yield
In not given absence of oxygen and moisture; dissoln. of Co-complex in i-PrNO2 (stirring); volume reduction, crystn. on cooling to -20°C;	99%

1-(2-furyl)-3-phenylpropen-1-one (3988-74-7, 42811-81-4, 69656-34-4) + 2-nitropropane (79-46-9) → (S)-1-(furan-2-yl)-4-methyl-4-nitro-3-phenylpentan-1-one (403706-60-5)

Conditions	Yield
With 2Br(1-)*C90H68F24N2(2+); potassium carbonate In toluene at -20℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

2-nitropropane (79-46-9) + benzalacetophenone (94-41-7) → 3-(S)-4-methyl-4-nitro-1,3-diphenylpentan-1-one

Conditions	Yield
With 2Br(1-)*C90H68F24N2(2+); potassium carbonate In toluene at -20℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%
With C19H30N2; N-tert-butoxycarbonyl-L-phenylalanine In chloroform at 25℃; for 96h; Michael Addition; enantioselective reaction;	76%
With 4-nitro-phenol; C15H23N3 In dichloromethane at 20℃; for 96h; Michael reaction; optical yield given as %ee; enantioselective reaction;	62%

2-nitropropane (79-46-9) + 4'-chlorochalcone (956-02-5) → (S)-1-(4-chlorophenyl)-4-methyl-4-nitro-3-phenylpentan-1-one

Conditions	Yield
With 2Br(1-)*C90H68F24N2(2+); potassium carbonate In toluene at -20℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

2-nitropropane (79-46-9) + 4'-methoxychalcone (959-23-9) → (S)-1-(4-methoxyphenyl)-4-methyl-4-nitro-3-phenylpentan-1-one

Conditions	Yield
With 2Br(1-)*C90H68F24N2(2+); potassium carbonate In toluene at 0℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

4-(4-chlorophenyl)-3-buten-2-one (3160-40-5) + 2-nitropropane (79-46-9) → (S)-4-(4-chlorophenyl)-5-methyl-5-nitrohexan-2-one

Conditions	Yield
With 4-nitro-phenol; C15H23N3 In dichloromethane at 20℃; for 24h; Michael reaction; optical yield given as %ee; enantioselective reaction;	99%
With C19H30N2; N-tert-butoxycarbonyl-L-phenylalanine In chloroform at 25℃; for 48h; Michael Addition; enantioselective reaction;	96%

2-nitropropane (79-46-9) + 1-Phenylbut-1-en-3-one (122-57-6) → (S)-5-methyl-5-nitro-4-phenylhexan-2-one

Conditions	Yield
With 9-epi-9-amino-9-deoxyquinine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; benzoic acid at 40℃; for 24h; Michael Addition; enantioselective reaction;	99%
With C19H30N2; N-tert-butoxycarbonyl-L-phenylalanine In chloroform at 25℃; for 48h; Michael Addition; enantioselective reaction;	96%
With C20H25N3O In tetrahydrofuran at 20℃; for 120h; Michael Addition; enantioselective reaction;	49%

2-nitropropane (79-46-9) + d8-methyl methacrylate (35233-69-3) → methyl-d3 4-methyl-2-(methyl-d3)-4-nitropentanoate-3,3-d2

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20 - 40℃; for 16h; Inert atmosphere;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20 - 80℃; for 20h;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20 - 80℃; for 20h;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20 - 80℃; for 20h;	99%

2-nitropropane (79-46-9) + methyl 2-(4-chlorophenyl)acrylate (50415-59-3) → methyl 2-(4-chlorophenyl)-4-methyl-4-nitropentanoate (1001123-94-9)

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃;	98.7%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃;	98.66%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃;	98.66%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃;	98.66%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃; for 12h; Michael condensation;

piperidine (110-89-4) + formaldehyd (50-00-0) + 2-nitropropane (79-46-9) → 1,1-Dimethyl-1-nitro-2-piperidinoethan (17697-46-0)

Conditions	Yield
In water at 50℃; for 1h; Mannich reaction;	98%
With sodium hydroxide at 50℃; for 2h; Cooling with ice;	61%
With 1,4-dioxane; sodium hydroxide Anschliessendes Erwaermen.;

2-nitropropane (79-46-9) + benzalacetophenone (94-41-7) → 4-methyl-4-nitro-1,3-diphenylpentan-1-one (20894-11-5)

Conditions	Yield
With potassium fluoride In ethanol at 20℃; for 4h; Addition;	98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 12h; Ambient temperature;	95%
With methyl-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranosido[2,3-h]-N-((3-(3-phenyl)thiocarbamido))propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane; sodium t-butanolate In toluene at 20℃; Michael Addition; Inert atmosphere;	10%
With methanol; sodium methylate
With sodium ethanolate In ethanol

2-nitropropane (79-46-9) + (E)-benzalacetone (1896-62-4) → (+/-)-5-methyl-5-nitro-4-phenylhexan-2-one (20894-13-7)

Conditions	Yield
With 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3, 2-diazaphosphorine supported on polystyrene at 30℃; for 20h; Michael condensation;	98%
With Rasta resin-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene at 60℃; for 30h; Michael addition reaction;	90%
With potassium carbonate; 1-butyl-3-methylimidazolium Tetrafluoroborate at 30℃; for 10h; Michael reaction; ultrasonic irradiation;	80%

2-nitropropane (79-46-9) + Phenyl vinyl sulfoxide (20451-53-0) → 3-methyl-3-nitro-1-(phenylsulfinyl)-butane (61174-01-4)

Conditions	Yield
With potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride at 20℃; for 1h;	98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 24h; Ambient temperature;	95%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile Ambient temperature;	95%

2-nitropropane (79-46-9) + 3-diazo-5-phenyl-3H-1,2,4-triazole (80670-36-6) → benzonitrile (100-47-0) + acetone oxime (127-06-0)

Conditions	Yield
at 80℃; Yields of byproduct given;	A n/a B 98%

2-nitropropane (79-46-9) + Methyl 2-acetamidoacrylate (35356-70-8) → methyl 2-acetylamino-4-methyl-4-nitropentanoate

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide In methanol for 0.0333333h; microwave irradiation;	98%
With tetrabutyl ammonium fluoride In toluene for 66h; Ambient temperature; 1.) 10 min, 2.) 40-50 deg C, overnight;	76%

Upstream product

• 75-30-9 2-iodo-propane 
• 74-98-6 propane 
• 75-28-5 Isobutane 
• 78-78-4 methylbutane 
• 79-29-8 2,3-dimethylbutane 
• 563-97-3 1-bromo-1-nitroethane 
• 544-97-8 dimethyl zinc(II) 
• 41774-06-5 α-nitroisopropyl phenyl sulfone 
• 21272-86-6 α-nitroisopropyl p-tolyl sulfone 
• 33687-75-1 2-Methyl-2-nitro-1-p-tolyl-propan-1-ol 
• 33682-87-0 4-chloro-α-(1-methyl-1-nitroethyl)benzenemethanol 
• 67-63-0 isopropyl alcohol 
• 7697-37-2 nitric acid 
• 20846-00-8 2-nitro-propan-2-ide 

Downstream Products

• 17697-46-0 1,1-Dimethyl-1-nitro-2-piperidinoethan 
• 6948-97-6 p-nitrobenzeneazo-2-(2-nitro)propane 
• 4604-49-3 5-methyl-5-nitrohexan-2-one 
• 3964-18-9 2,3-dimethyl-2,3-dinitrobutane 
• 502-67-0 Farnesal 
• 799260-84-7 (3-methyl-3-nitro-butyl)-p-tolyl sulfone 
• 16358-84-2 2,4-di-tert-butyl-6-methyl-benzaldehyde 
• 43051-88-3 2,2,6-trimethyl-6-nitro-5-phenylheptan-3-one 
• 100-19-6 (4-nitrophenyl)ethanone 
• 611-74-5 N,N-dimethylbenzamide 
• 127-06-0 acetone oxime 
• 102012-59-9 (+/-)-6-methyl-6-nitro-1t,5-diphenyl-hept-1-en-3-one 
• 595-42-6 2-methyl-2-nitrobutane 
• 147459-57-2 (α-nitro-isopropyl)-(2-nitro-phenyl)-diazene 

Relevant articles and documents

Preparation method of nitro compound

The invention discloses a preparation method of a nitro compound, which comprises: carrying out a reaction on a compound 1A and a compound 1B to obtain a compound 2A; and reacting the compound 2A witha nitration reagent to obtain a nitro compound crude product, and purifying to obtain a nitro compound fine product. According to the method, a reagent with low price is used as an initial raw material to prepare the final product through two-step reaction, wherein the reaction condition of each step is mild, the yield of the obtained nitro compound is high, and the cost can be greatly reduced.

Green synthesis of low-carbon chain nitroalkanes via a novel tandem reaction of ketones catalyzed by TS-1

A green and efficient one-pot method has been developed for the synthesis of low-carbon chain nitroalkanes via a novel TS-1 catalyzed tandem oxidation of ketones with H2O2 and NH3. The tandem reaction including ammoxidation, oximation and oxidation of oximes, afforded up to 88% yield and 98% chemo-selectivity requiring only 90 min, at 70 °C and atmospheric pressure. Moreover, this method was even amenable to 100-fold scale-up without loss of chemical efficiency with 87% yield, represents a significant advance towards industrial production of nitroalkanes. Furthermore, the plausible mechanism of TS-1 catalyzed tandem oxidation of ketones to prepare nitroalkanes was proposed.

Green synthesis method for preparing nitroalkanes by oxime oxidation

The invention belongs to the field of organic chemical industries, and provides a green synthesis method for preparing nitroalkanes by oxime oxidation. At the temperature of 55 to 120 DEG C and under the pressure of 0 to 1.0 MPa, oxime, a solvent and hydrogen peroxide are reacted for 20 to 200min in the presence of certain amounts of nanoporous skeleton metal hybrid catalysts and cocatalysts, a reaction liquid is subjected to membrane separation, the catalysts can be repeatedly used for more than 7 times, and distilled to obtain nitroalkane products, the purity of the products is not less than 99%, and the yield of the products is not less than 95%. Furthermore, the green synthesis method for preparing nitroalkanes by the oxime oxidation disclosed by the invention is a green synthesis method of nitroalkanes, and suitable for large-scale industrialized production.