ethyl (3-formyl-4-nitrophenyl) carbonate
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In water at 20℃; for 2h; Inert atmosphere; | 95% |
With sodium hydroxide In water at 20℃; for 2h; | 80% |
With sodium hydroxide |
3-formyl-4-nitrophenyl methyl carbonate
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In water | 92% |
With sodium hydroxide In water at 20℃; for 1h; | 70% |
meta-hydroxybenzaldehyde
A
2-nitro-5-hydroxybenzaldehyde
B
3-hydroxy-2-nitrobenzaldehyde
Conditions | Yield |
---|---|
With perchloric acid; montmorillonite K10 supported ammonium nitrate at 60℃; for 1.66667h; | A 69% B 8% |
bis(3-formylphenyl) oxalate
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water | 66.5% |
Stage #1: bis(3-formylphenyl) oxalate With sulfuric acid; nitric acid at -20 - -10℃; for 0.5h; Inert atmosphere; Stage #2: In water at -10 - 5℃; for 0.5h; Inert atmosphere; Stage #3: In methanol; water for 48h; Inert atmosphere; | 63% |
meta-hydroxybenzaldehyde
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With nitric acid | 25% |
With nitric acid In benzene | 25% |
With nitric acid Inert atmosphere; regioselective reaction; | 25% |
carbonic acid bis-(3-formyl-4-nitro-phenyl ester)
2-nitro-5-hydroxybenzaldehyde
meta-hydroxybenzaldehyde
A
2-nitro-5-hydroxybenzaldehyde
B
5-formyl-2-nitrophenol
Conditions | Yield |
---|---|
With nitric acid | |
With nitric acid |
Conditions | Yield |
---|---|
at 35 - 60℃; |
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide |
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide |
meta-hydroxybenzaldehyde
A
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With nitric acid | |
With nitric acid |
ethyl (3-formyl-4-nitrophenyl) carbonate
2-nitro-5-hydroxybenzaldehyde
isopropyl alcohol
A
2-nitro-5-hydroxybenzaldehyde
B
3-(hydroxymethyl)-5-methoxy-1,2-dimethyl-1H-indole-4,7-dione
Conditions | Yield |
---|---|
With dinitrogen monoxide In water Kinetics; γ-Irradiation; |
3-formylphenyl methyl carbonate
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / fuming HNO3; conc. H2SO4 2: 92 percent / NaOH / H2O View Scheme | |
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / 0 °C 2: sodium hydroxide / water / 1 h / 20 °C View Scheme |
ethyl (3-formylphenyl) carbonate
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2SO4, HNO3 2: aq. NaOH View Scheme | |
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 4.5 h / 0 °C / Inert atmosphere 2: sodium hydroxide / water / 2 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / 4 h / 0 °C 2: sodium hydroxide / water / 2 h / 20 °C View Scheme |
2-nitro-5-hydroxybenzaldehyde
benzyl chloride
5-benzyloxy-2-nitrobenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 4h; | 100% |
Stage #1: 2-nitro-5-hydroxybenzaldehyde; benzyl chloride With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; Stage #2: at 60℃; for 20h; | 95% |
Stage #1: 2-nitro-5-hydroxybenzaldehyde; benzyl chloride With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; Stage #2: at 60℃; for 1 - 20h; | 94% |
2-nitro-5-hydroxybenzaldehyde
methyl iodide
5-methoxy-2-nitro-benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 16h; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 23℃; for 10h; Inert atmosphere; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 100% |
3,4-dihydro-2H-pyran
2-nitro-5-hydroxybenzaldehyde
2-nitro-5-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde
Conditions | Yield |
---|---|
With pyridine; toluene-4-sulfonic acid In hexane; dichloromethane for 12h; | 100% |
With pyridine; toluene-4-sulfonic acid In hexane; dichloromethane for 12h; | 100% |
With toluene-4-sulfonic acid In diethyl ether; dichloromethane at 20℃; for 4h; Etherification; | 90% |
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 12h; | 84% |
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 16h; Etherification; | 60% |
2-nitro-5-hydroxybenzaldehyde
propargyl bromide
2-nitro-5-(prop-2-yn-1-yloxy)benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 100% |
Stage #1: 2-nitro-5-hydroxybenzaldehyde With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; for 12h; | 97% |
Stage #1: 2-nitro-5-hydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide Stage #2: propargyl bromide In N,N-dimethyl-formamide for 16h; | 86% |
2-nitro-5-hydroxybenzaldehyde
allyl bromide
5-(allyloxy)-2-nitrobenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 100% |
With N-ethyl-N,N-diisopropylamine; sodium iodide In acetone at 20℃; for 18h; | |
With N-ethyl-N,N-diisopropylamine at 80℃; |
2-nitro-5-hydroxybenzaldehyde
pivaloyl chloride
2,2-dimethyl-propionic acid 3-formyl-4-nitro-phenyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.5h; | 99.5% |
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20 - 25℃; for 1h; | 75% |
2-nitro-5-hydroxybenzaldehyde
dimethyl sulfate
5-methoxy-2-nitro-benzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In water at 40℃; for 5h; pH=9 - 10; | 99% |
With potassium hydroxide | 98% |
With alkaline solution at 40℃; | |
With alkaline solution at 60℃; |
2-nitro-5-hydroxybenzaldehyde
acetyl chloride
5-acetoxy-2-nitro-benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; | 99% |
With triethylamine In acetonitrile for 1h; Ambient temperature; |
2-nitro-5-hydroxybenzaldehyde
benzyl bromide
5-benzyloxy-2-nitrobenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 2h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 99% |
5-bromovaleric acid methyl ester
2-nitro-5-hydroxybenzaldehyde
5-(3-Formyl-4-nitro-phenoxy)-pentanoic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide | 98% |
2-nitro-5-hydroxybenzaldehyde
chloromethyl methyl ether
2-formyl-4-(methoxymethoxy)-1-nitrobenzene
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; dmap In dichloromethane at 20℃; | 98% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1h; | 93% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere; | 85% |
With triethylamine In dichloromethane; N,N-dimethyl acetamide; toluene at 20℃; | 73% |
With sodium hydride In tetrahydrofuran at 20℃; for 1.33333h; |
2-nitro-5-hydroxybenzaldehyde
2-iodo-1-methoxyethane
5-(2-methoxyethoxy)-2-nitrobenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 12h; | 98% |
2-nitro-5-hydroxybenzaldehyde
1-bromo-2-(2-methoxyethoxy)ethane
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Inert atmosphere; | 98% |
2-nitro-5-hydroxybenzaldehyde
3-hydroxymethyl-4-nitrophenol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 0 - 20℃; | 97% |
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h; | 97% |
With methanol; sodium tetrahydroborate at 0 - 20℃; for 3h; Inert atmosphere; | 94% |
2-Methoxyethoxymethyl chloride
2-nitro-5-hydroxybenzaldehyde
5-((2-methoxy)ethoxymethoxy)-2-nitrobenzaldehyde
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h; | 97% |
2-nitro-5-hydroxybenzaldehyde
diethyl malonate
Conditions | Yield |
---|---|
With iron(III) chloride; N-fluorobis(benzenesulfon)imide In neat (no solvent) at 60℃; for 24h; Knoevenagel Condensation; Inert atmosphere; Green chemistry; | 97% |
4-bromoethylbutanoate
2-nitro-5-hydroxybenzaldehyde
ethyl 4-((3-formyl-4-nitrophenyl)oxy)butyrate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 1h; | 95% |
With potassium carbonate In N,N-dimethyl-formamide at 90 - 105℃; for 1.5h; | 86% |
With potassium carbonate In N,N-dimethyl-formamide for 12h; Inert atmosphere; | 83% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 8h; Etherification; Heating; | 95% |
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 12h; Inert atmosphere; |
2-nitro-5-hydroxybenzaldehyde
N-chloroethylpiperidine hydrochloride
2-nitro-5-(2-piperidin-1-ylethoxy)benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h; | 95% |
With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 16h; | 85% |
2-nitro-5-hydroxybenzaldehyde
4-(2-chloroethyl)morpholine hydrochride
5-(2-morpholinoethoxy)-2-nitrobenzaldehyde hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-nitro-5-hydroxybenzaldehyde; 4-(2-chloroethyl)morpholine hydrochride With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.666667h; Stage #2: With hydrogenchloride In methanol; ethyl acetate at 0℃; | 95% |
2-nitro-5-hydroxybenzaldehyde
p-toluic hydrazide
Conditions | Yield |
---|---|
In methanol at 20℃; for 1h; | 95% |
6-bromo-hexanoic acid ethyl ester
2-nitro-5-hydroxybenzaldehyde
6-(3-Formyl-4-nitro-phenoxy)-hexanoic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide | 94% |
ethyl 7-bromoheptanoate
2-nitro-5-hydroxybenzaldehyde
7-(3-Formyl-4-nitro-phenoxy)-heptanoic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide | 94% |
allyl iodid
2-nitro-5-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With stannous fluoride In N,N-dimethyl-formamide | 94% |
{2-[(pyridin-2-ylmethyl)amino]ethyl}carbamic acid tert-butyl ester
2-nitro-5-hydroxybenzaldehyde
(2-[(5-hydroxy-2-nitro-benzyl)-pyridin-2-ylmethyl-amino]-ethyl)-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 40℃; Inert atmosphere; Molecular sieve; | 94% |
2-nitro-5-hydroxybenzaldehyde
formamide
N-[formamido-(5-hydroxy-2-nitrophenyl)methyl]formamide
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 25℃; for 16h; | 93.4% |
With hydrogenchloride for 12h; Ambient temperature; | 84% |
With hydrogenchloride at 20 - 90℃; Inert atmosphere; | 73% |
With hydrogenchloride |
2-nitro-5-hydroxybenzaldehyde
2-chloroethyl tosylate
5-(2-chloroethoxy)-2-nitrobenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 93% |
2-nitro-5-hydroxybenzaldehyde
4-<(3-chloropropyl)sulfonyl>piperazine-1-carboxaldehyde
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 105℃; for 1.25h; | 93% |
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20℃; | 93% |
Product Name: 5-Hydroxy-2-nitrobenzaldehyde (CAS NO.42454-06-8)
Molecular Formula: C7H5NO4
Molecular Weight: 167.12g/mol
Mol File: 42454-06-8.mol
EINECS: 255-832-9
Melting Point: 165-169 °C(lit.)
Boiling point: 373 °C at 760 mmHg
Flash Point: 173.2 °C
Density: 1.5 g/cm3
Sensitive: Air Sensitive
Index of Refraction: 1.666
Molar Refractivity: 41.43 cm3
Molar Volume: 111.3 cm3
Surface Tension: 70.5 dyne/cm
Enthalpy of Vaporization: 64.46 kJ/mol
Vapour Pressure: 4.3E-06 mmHg at 25°C
XLogP3-AA: 0.9
H-Bond Donor: 1
H-Bond Acceptor: 4
Structure Descriptors of 5-Hydroxy-2-nitrobenzaldehyde (CAS NO.42454-06-8):
IUPAC Name: 5-hydroxy-2-nitrobenzaldehyde
Canonical SMILES: C1=CC(=C(C=C1O)C=O)[N+](=O)[O-]
InChI: InChI=1S/C7H5NO4/c9-4-5-3-6(10)1-2-7(5)8(11)12/h1-4,10H
InChIKey: XLYPHUGUKGMURE-UHFFFAOYSA-N
Product Categories: Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; Aldehydes; C7; Carbonyl Compounds
Safety Information of 5-Hydroxy-2-nitrobenzaldehyde (CAS NO.42454-06-8):
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: CU6700000
5-Hydroxy-2-nitrobenzaldehyde , its CAS NO. is 42454-06-8, the synonyms are Benzaldehyde, 5-hydroxy-2-nitro- ; 3-Formyl-4-nitrophenol .
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