Conditions | Yield |
---|---|
With sulfuric acid; sodium nitrite In water for 0.333333h; Heating; | 93% |
With sulfuric acid; sodium nitrite In water Heating; | 87% |
Diazotization.Reaktion ueber mehrere Stufen; |
5-Nitroso-o-kresol
2-methyl-5-nitrophenol
Conditions | Yield |
---|---|
With sodium hydroxide; water; dihydrogen peroxide; sodium tungstate for 3h; | 61% |
Conditions | Yield |
---|---|
With sulfuric acid; water; sodium nitrite Diazotization; |
sulfuric acid
2-methyl-5-nitroaniline
A
2-methyl-5-nitrophenol
B
6-nitroindazole
Conditions | Yield |
---|---|
Diazotization; |
sulfuric acid
di-o-tolyl carbonate
nitric acid
A
2-methyl-4-nitrophenol
B
2-methyl-5-nitrophenol
C
2-methyl-6-nitrophenol
Conditions | Yield |
---|---|
at -15 - 0℃; Kochen des Reaktionsprodukts mit wss. K2CO3-Loesung; |
hydrogenchloride
N-(2-methyl-5-nitro-phenyl)-N'-o-tolyl-triazene
A
2-methyl-5-nitrophenol
B
o-toluidine
sulfuric acid
N-(2-methyl-5-nitro-phenyl)-N'-o-tolyl-triazene
A
2-methyl-5-nitrophenol
B
o-toluidine
N-(2-methyl-5-nitro-phenyl)-N'-o-tolyl-triazene
acetic acid
A
2-methyl-5-nitrophenol
B
o-toluidine
hydrogenchloride
N-(2-methyl-5-nitro-phenyl)-N'-o-tolyl-triazene
β-naphthol
A
2-methyl-5-nitrophenol
B
o-toluidine
C
pigment orange 3
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 36 percent / conc. HNO3, conc. H2SO4 / 2 - 5 °C 2: 1.) H2SO4, NaNO2 / 1.) 2-5 deg C, 2.) heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; HNO3+H2SO4 / Verseifung der Acetylverbindung 2: concentrated sulfuric acid; water; NaNO2 / Diazotization View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid 2: concentrated sulfuric acid; water; NaNO2 / Diazotization View Scheme |
2,4-dinitrotoluene
A
2-methyl-5-nitrophenol
B
4-Methyl-3-nitroanilin
C
2-methyl-5-nitroaniline
Conditions | Yield |
---|---|
With hydrogen In methanol at 36℃; under 760.051 Torr; for 0.25h; |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 20℃; for 0.666667h; | 100% |
With dmap; triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere; | 99% |
With pyridine at 20℃; for 6h; | 91% |
With pyridine at 0 - 20℃; for 6h; | 91% |
With pyridine at 20℃; for 24h; | 86% |
1-iodohexadecane
2-methyl-5-nitrophenol
2-hexadecyloxy-4-nitrotoluene
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In tetrahydrofuran Reflux; | 100% |
With 18-crown-6 ether; potassium carbonate In tetrahydrofuran at 80℃; | 95% |
2-methyl-5-nitrophenol
2-acetoxy-4-nitrotoluene
Conditions | Yield |
---|---|
With acetic anhydride; sodium hydroxide In water at 20℃; for 0.666667h; | 100% |
2-methyl-5-nitrophenol
A
3-acetoxy-4-methylaniline
B
2-acetoxy-4-nitrotoluene
Conditions | Yield |
---|---|
With sodium hydroxide; acetic anhydride; palladium In ethyl acetate | A 94% B 100% |
With sodium hydroxide; acetic anhydride | A 94% B 100% |
2-methyl-5-nitrophenol
tert-butylchlorodiphenylsilane
Conditions | Yield |
---|---|
Stage #1: 2-methyl-5-nitrophenol With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: tert-butylchlorodiphenylsilane In N,N-dimethyl-formamide at 20℃; for 4h; | 100% |
With 1H-imidazole In dichloromethane at 20℃; for 5h; | 88% |
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; under 3750.38 Torr; for 4h; | |
With 1H-imidazole In dichloromethane |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; | 100% |
With potassium carbonate In acetone for 48h; Reflux; |
2-methyl-5-nitrophenol
benzyl bromide
2-(benzyloxy)-1-methyl-4-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 2h; Inert atmosphere; Reflux; | 99% |
With potassium carbonate In acetonitrile at 80℃; for 2h; | 97% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Inert atmosphere; | 90% |
With sodium carbonate In acetone | 1.06 g (33%) |
2-methyl-5-nitrophenol
5-fluoro-2-nitrobenzoic acid
5-(2-methyl-5-nitrophenoxy)-2-nitrobenzoic acid
Conditions | Yield |
---|---|
Stage #1: 2-methyl-5-nitrophenol; 5-fluoro-2-nitrobenzoic acid With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 48h; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide | 99% |
2-methyl-5-nitrophenol
chloroacetone
4-Methyl-1-nitro-3-(2'-oxopropyloxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 98% |
2-methyl-5-nitrophenol
3-chloro-2-butanone
1-methyl-2-(1-methyl-2-oxoprop-1-yloxy)-4-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 10h; Heating; | 98% |
2-methyl-5-nitrophenol
2-chloro-6-methyl-3-nitro-phenol
Conditions | Yield |
---|---|
With chlorine In chloroform for 0.5h; Heating; | 96% |
With chloroform; chlorine |
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In water; toluene at 20℃; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 9h; | 74% |
With potassium carbonate In acetone for 5h; Heating / reflux; | 72% |
2-methyl-5-nitrophenol
1-iodo-propane
1-methyl-4-nitro-2-n-propoxybenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 40℃; | 96% |
2-methyl-5-nitrophenol
2-propynyl chloride
4-methyl-1-nitro-3-propargyloxybenzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 95% |
2-methyl-5-nitrophenol
1,1-dimethyl-2-propynyl trifluoroacetate
1-methyl-2-[(2-methylbut-3-yn-2-yl)oxy]-4-nitrobenzene
Conditions | Yield |
---|---|
With copper(II) choride dihydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at -10 - 20℃; Inert atmosphere; | 95% |
With copper(II) chloride dihydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0℃; for 7h; |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; | 93% |
2-methyl-5-nitrophenol
isopropyl bromide
2-isopropyloxy-1-methyl-4-nitrobenzene
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide at 90℃; for 2.5h; | 92% |
2-methyl-5-nitrophenol
2-methyl-but-3-yn-2-ol
1-methyl-2-[(2-methylbut-3-yn-2-yl)oxy]-4-nitrobenzene
Conditions | Yield |
---|---|
Stage #1: 2-methyl-but-3-yn-2-ol With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride In acetonitrile at -10℃; Inert atmosphere; Stage #2: 2-methyl-5-nitrophenol With copper(II) choride dihydrate at -10 - 20℃; Inert atmosphere; | 92% |
2-methyl-5-nitrophenol
tert-butyldimethylsilyl chloride
tert-butyldimethyl(2-methyl-5-nitrophenoxy)silane
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; | 91% |
triisopropylsilyl chloride
2-methyl-5-nitrophenol
4-methyl-3-(triisopropylsilyloxy)aniline
Conditions | Yield |
---|---|
Stage #1: triisopropylsilyl chloride; 2-methyl-5-nitrophenol With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 21h; Inert atmosphere; Stage #2: With iron; acetic acid at 40℃; for 4h; | 90% |
2-methyl-5-nitrophenol
1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80 - 85℃; | 89% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 89% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 89% |
With potassium carbonate In N,N-dimethyl-formamide at 90℃; |
2-methyl-5-nitrophenol
benzyl 4-(2-hydroxyethyl)-1-piperazinecarboxylate
benzyl 4-[2-(2-methyl-5-nitrophenoxy)ethyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: 2-methyl-5-nitrophenol; benzyl 4-(2-hydroxyethyl)-1-piperazinecarboxylate With triphenylphosphine In tetrahydrofuran at 0℃; for 0.166667h; Mitsunobu reaction; Inert atmosphere; Stage #2: With diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; for 2h; Mitsunobu reaction; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 70 - 75℃; for 2h; | 86% |
1-bromo-butane
2-methyl-5-nitrophenol
2-butoxy-1-methyl-4-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 4h; Heating; | 81% |
With sodium ethanolate |
3-chloro-3-methylbut-1-yne
2-methyl-5-nitrophenol
1-methyl-2-[(2-methylbut-3-yn-2-yl)oxy]-4-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetonitrile at 82℃; for 48h; | 81% |
With tetrabutylammomium bromide; potassium carbonate In acetonitrile at 70℃; | 80% |
2-methyl-5-nitrophenol
Bromoacetaldehyde diethyl acetal
3-(2,2-Diethoxyethoxy)-4-methylnitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 153℃; for 3.5h; | 81% |
With potassium carbonate In N,N-dimethyl-formamide at 153℃; | 81% |
With potassium carbonate In N,N-dimethyl-formamide for 3.5h; Reflux; | 81% |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h; | 81% |
1-bromo-2,2-dimethoxyethane
2-methyl-5-nitrophenol
2-(2,2-dimethoxyethoxy)-1-methyl-4-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate In DMF (N,N-dimethyl-formamide) for 2.5h; Heating / reflux; | 77% |
With potassium carbonate In DMF (N,N-dimethyl-formamide) for 2.5h; Heating / reflux; | 77% |
Molecular Structure:
Molecular Formula: C7H7NO3
Molecular Weight: 153.1354
IUPAC Name: 2-Methyl-5-nitrophenol
Synonyms of 2-Methyl-5-Nitrophenol (CAS NO.5428-54-6): 2-Hydroxy-4-nitrotoluene ; 5-Nitro-2-cresol ; EINECS 226-580-7 ; NSC 12987 ; NSC 41203 ; NSC 50664 ; Phenol, 2-methyl-5-nitro- ; o-Cresol, 5-nitro-
CAS NO: 5428-54-6
Product Categories: Intermediates of Dyes and Pigments ; Aromatic Phenols ; Phenol&Thiophenol&Mercaptan ; Phenoles and thiophenoles
Melting point: 111-115 °C
Index of Refraction: 1.596
Molar Refractivity: 39.5 cm3
Molar Volume: 115.9 cm3
Surface Tension: 54.7 dyne/cm
Density: 1.32 g/cm3
Flash Point: 134.2 °C
Enthalpy of Vaporization: 55.42 kJ/mol
Boiling Point: 293.3 °C at 760 mmHg
Vapour Pressure: 0.00099 mmHg at 25°C
2-Methyl-5-Nitrophenol (CAS NO.5428-54-6) is used as an intermediate for organic synthesis and dyestuff.
Hazard Codes of 2-Methyl-5-Nitrophenol (CAS NO.5428-54-6): Xi,Xn
Risk Statements: 36/37/38-20/21/22
R36/37/38: Irritating to eyes, respiratory system and skin.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S37/39: Wear suitable gloves and eye/face protection.
RIDADR: UN 2446 6.1/PG 3
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III
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