4-Hydroxy-3-nitrobenzaldehyde supplier

Name
4-Hydroxy-3-nitrobenzaldehyde
EINECS 221-141-6
CAS No. 3011-34-5
Article Data60
CAS DataBase
Density 1.5 g/cm³
Solubility
Melting Point 139-144 °C
Formula C₇H₅NO₄
Boiling Point 275 °C at 760 mmHg
Molecular Weight 167.121
Flash Point 124.3 °C
Transport Information
Appearance Yellow-brown to brown powder
Safety 26-36-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzaldehyde, 4-hydroxy-3-nitro-;NSC 138267;AC1L2BHN;4-Formyl-2-nitrophenol;4-Formyl-2-nitro-phenolate;
PSA 83.12000
LogP 1.63610

Synthetic route

: 123-08-0
4-hydroxy-benzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With dinitrogen tetraoxide; ferric nitrate In acetone for 2.5h; Ambient temperature;	100%
With magnesium(II) nitrate hexahydrate; AMA at 20℃; for 0.583333h; Neat (no solvent); regioselective reaction;	98%
With tetrachlorosilane; silica gel; sodium nitrite In dichloromethane at 20℃; for 1.5h;	97%

: 41833-13-0
4-hydroxymethyl-2-nitrophenol

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With manganese(II) nitrate hexahydrate; copper(II) nitrate trihydrate; acetic acid In α,α,α-trifluorotoluene at 50℃; for 2h; In air; chemoselective reaction;	91%
With potassium hydroxide; permanganate(VII) ion at 90 - 100℃;

: 119-33-5
4-methyl-2-nitrophenol

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With oxygen; cobalt(II) diacetate tetrahydrate; sodium hydroxide In ethylene glycol at 80℃; under 760.051 Torr; for 8h;	87%
With oxygen; sodium hydroxide In 2-methoxy-ethanol at 80℃; for 7h; chemoselective reaction;

: 123-08-0
4-hydroxy-benzaldehyde

A: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

B: 90151-04-5
4-hydroxy-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With Nitrogen dioxide under 225.02 Torr; for 12h;	A 77% B 17%

: 42564-51-2
4-fluoro-3-nitrobenzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With 4a,9a-dihydro-9,9-dimethyl-4,5-bis(diphenylphosphino)-xanthene; 4-methoxyphenylboronic acid; tetrabutylammomium bromide; palladium diacetate; caesium carbonate In 1,2-dimethoxyethane at 70℃; for 48h; Suzuki-Miyaura Coupling; Inert atmosphere;	75%
With sodium hydroxide; N,N-dimethyl-formamide anschliessendes Behandeln mit Saeure;

: 501-36-0
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

A: (E)-3,4',5-trihydroxy-α-nitrostilbene

: rac-(2RS,3RS)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydrobenzofuran-5-carbaldehyde

C: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

D: 123-08-0
4-hydroxy-benzaldehyde

Conditions

Conditions	Yield
With phosphate buffer; sodium nitrite In methanol at 20℃; for 3h; pH=3.0; Further byproducts given;	A 4% B 2% C 1% D 4%

...Expand

: 163596-75-6
4-bromo-3-nitrobenzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With sodium carbonate

: 51818-98-5
4-acetamido-3-nitrobenzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With sodium hydroxide

: 127-08-2
potassium acetate

: 16588-34-4
4-chloro-3-nitro-benzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
at 150℃;
at 150℃;

: 16588-34-4
4-chloro-3-nitro-benzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With potassium hydroxide
With potassium acetate at 140 - 150℃;
With sodium carbonate at 140 - 150℃;

: 6694-75-3
4-hydroxy-3-nitro-benzyl chloride

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With hexamethylenetetramine; acetic acid anschliessendes Erhitzen mit wss.HCl;

: 699-06-9, 60221-52-5, 60221-53-6
4-hydroxybenzaldehyde oxime

A: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

B: 26879-83-4
4-hydroxy-3-nitro-benzaldehyde-oxime

Conditions

Conditions	Yield
With nitric acid; acetic acid

: 7697-37-2
nitric acid

: 123-08-0
4-hydroxy-benzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 7782-77-6
cis-nitrous acid

: 123-08-0
4-hydroxy-benzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 16588-34-4
4-chloro-3-nitro-benzaldehyde

alkali hydroxide: alkali hydroxide

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 123-08-0
4-hydroxy-benzaldehyde

HNO3+H2SO4: HNO3+H2SO4

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 16588-34-4
4-chloro-3-nitro-benzaldehyde

natrium carbonate: natrium carbonate

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
at 140 - 150℃;
at 140 - 150℃;

: 7697-37-2
nitric acid

: 64-19-7
acetic acid

: 699-06-9, 60221-52-5, 60221-53-6
4-hydroxybenzaldehyde oxime

A: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

B 3-nitro-4-hydroxy-benzaldehyde-oxime: 3-nitro-4-hydroxy-benzaldehyde-oxime

...Expand

: 556-18-3
4-aminobenzaldehyde

: 7697-37-2
nitric acid

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
man verduennt mit Wasser.Diazotization;

hydrochloride of p-amino-benzaldehyde: hydrochloride of p-amino-benzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With water; nitric acid Diazotization;

: 41833-13-0
4-hydroxymethyl-2-nitrophenol

permanganate: permanganate

aqueous KOH-solution: aqueous KOH-solution

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
at 90 - 100℃;

...Expand

: 699-06-9, 60221-52-5, 60221-53-6
4-hydroxybenzaldehyde oxime

A: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

B 3-nitro-4-hydroxy-benzaldehyde-oxime: 3-nitro-4-hydroxy-benzaldehyde-oxime

Conditions

Conditions	Yield
With nitric acid; acetic acid

: 51818-98-5
4-acetamido-3-nitrobenzaldehyde

diluted NaOH-solution: diluted NaOH-solution

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 22068-49-1
4-(1,3-dithiolan-2-yl)phenol

A: 100-02-7
4-nitro-phenol

B: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

C: 123-08-0
4-hydroxy-benzaldehyde

D: 4-[1,3]dithiolan-2-yl-2-nitro-phenol

Conditions

Conditions	Yield
With bismuth(III) nitrate; water In benzene at 20℃; for 8h; Product distribution;

...Expand

: 459-57-4
4-fluorobenzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HNO3; water; H2SO4 2: DMF; aq. NaOH solution / anschliessendes Behandeln mit Saeure View Scheme

: 1122-91-4
4-bromo-benzaldehyde

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; nitric 2: natrium carbonate View Scheme

: 88-75-5
2-hydroxynitrobenzene

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated hydrochloric acid 2: permanganate; diluted KOH-solution / 90 - 100 °C View Scheme
Multi-step reaction with 2 steps 1: formaldehyde; concentrated hydrochloric acid / Erhitzen des Reaktionsprodukts mit Wasser 2: permanganate; diluted KOH-solution / 90 - 100 °C View Scheme

: 1375797-26-4
C38H42N6O10

A: 288-13-1
NH-pyrazole

B: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

C: 1375797-17-3
N,N-bis(2-hydroxyphenylmethyl)-N-(2-pyridylmethyl)ethane-1,2-diamine

Conditions

Conditions	Yield
With water; 2-hydroxyethanethiol; magnesium chloride; β-galactosidase at 37℃; for 3h; pH=7.2; Kinetics; aq. phosphate buffer; Enzymatic reaction;

...Expand

: 1375797-28-6
C41H43N7O10

A: 95-14-7
1,2,3-Benzotriazole

B: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

C: 1375797-17-3
N,N-bis(2-hydroxyphenylmethyl)-N-(2-pyridylmethyl)ethane-1,2-diamine

Conditions

Conditions	Yield
With water; 2-hydroxyethanethiol; magnesium chloride; β-galactosidase at 37℃; for 3h; pH=7.2; Kinetics; aq. phosphate buffer; Enzymatic reaction;

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 106-95-6
allyl bromide

: 125872-98-2
3-nitro-4-(2-propenyloxy)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 60℃;	100%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 1h;	99%
With potassium carbonate; potassium iodide In acetonitrile for 20h; Inert atmosphere; Reflux;	97%
With potassium carbonate In acetonitrile at 60℃; for 72h; Inert atmosphere;	92%

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 75-03-6
ethyl iodide

: 132390-61-5
4-ethoxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20 - 70℃;	99%
With potassium carbonate In acetonitrile for 15h; Heating;	82%
With potassium carbonate In N,N-dimethyl-formamide

: 358-23-6
trifluoromethylsulfonic anhydride

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 107-21-1
ethylene glycol

: 697306-05-1
4-(1,3-dioxolan-2-yl)-2-nitrophenyl trifluoromethanesulfonate

Conditions

Conditions	Yield
Stage #1: trifluoromethylsulfonic anhydride; 4-hydroxy-3-nitrobenzaldehyde With triethylamine In dichloromethane at 0℃; for 0.666667h; Stage #2: ethylene glycol With methanesulfonic acid In toluene for 14h; Heating / reflux;	99%

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 41833-13-0
4-hydroxymethyl-2-nitrophenol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0℃; for 0.5h;	98%
With sodium tetrahydroborate In ethanol at 0 - 20℃; for 3h;	97%
With sodium tetrahydroborate In methanol at 0℃; for 1h; Inert atmosphere;	80%

: 13057-17-5
bromethyl methyl ether

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 105183-11-7
3-nitro-(4-methoxymethoxy)benzaldehyde

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;	98%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 1169932-83-5
2-(4-hydroxy-3-nitrophenyl)-4,4,5,5-tetramethylimidazolidine-1,3-diol

Conditions

Conditions	Yield
In methanol at 20℃; for 3h;	98%

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 3082-95-9, 72692-06-9, 73464-50-3
2,3,4-Tri-O-acetyl-β-D-glucopyranuronic acid methylester

: 148579-93-5
(2S,3R,4S,5S,6S)-2-(4-formyl-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions

Conditions	Yield
Stage #1: 2,3,4-Tri-O-acetyl-β-D-glucopyranuronic acid methylester With hydrogen bromide; acetic acid In dichloromethane at 0 - 20℃; Stage #2: 4-hydroxy-3-nitrobenzaldehyde With silver(l) oxide In acetonitrile at 20℃; Darkness;	98%

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 95-54-5
1,2-diamino-benzene

: 111664-46-1
4-(1-(4-hydroxy-3-nitrobenzyl)-1H-benzo[d]imidazol-2-yl)-2-nitrophenol

Conditions

Conditions	Yield
at 30℃; for 0.366667h; Catalytic behavior; Mechanism; Reagent/catalyst; Temperature; Time; Inert atmosphere; Green chemistry; chemoselective reaction;	97%

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 148579-93-5
(2S,3R,4S,5S,6S)-2-(4-formyl-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions

Conditions	Yield
With silver(l) oxide In acetonitrile for 4h; Koenigs-Knorr reaction;	96%
With silver(l) oxide In acetonitrile for 4h; Koenigs-Knorr reaction;	96%
With silver(l) oxide In acetonitrile at 20℃; for 12h; Koenigs-Knorr Glycosidation; Schlenk technique; Inert atmosphere; Molecular sieve; Darkness;	96%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: tert-butyl 2-(4-formyl-2-nitrophenoxy)acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 30h; Inert atmosphere;	96%
With potassium carbonate In acetonitrile Alkylation;

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 134-32-7
1-amino-naphthalene

: 109-77-3
malononitrile

: 2-amino-4-(4-hydroxy-3-nitrophenyl)benzo[h]quinoline-3-carbonitrile

Conditions

Conditions	Yield
In ethanol for 5h; Heating;	96%

...Expand

: 4971-56-6
tetrahydrofuran-2,4-dione

: 580-15-4
6-aminoquinoline

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 1049682-10-1
11-(4-hydroxy-3-nitrophenyl)-8,11-dihydrofuro[3,4-b][4,7]phenanthrolin-10(7H)-one

Conditions

Conditions	Yield
In water at 120℃; for 0.116667h; microwave irradiation;	96%

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 67-64-1
acetone

: 57-13-6
urea

: C19H18N6O8

Conditions

Conditions	Yield
potassium hydrogensulfate In acetic acid at 80℃; for 1.5h;	95%

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 100-39-0
benzyl bromide

: 22955-07-3
4-phenylmethoxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	95%
With potassium carbonate In N,N-dimethyl-formamide	95%
With potassium carbonate In N,N-dimethyl-formamide	95%

: 580-15-4
6-aminoquinoline

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 1038883-16-7
14-(4-hydroxy-3-nitrophenyl)-7H-chromeno[3,4-b][4,7]phenanthrolin-13(14H)-one

Conditions

Conditions	Yield
In water at 140℃; for 0.0833333h; microwave irradiation;	95%

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 126-81-8
dimedone

: 100-19-6
(4-nitrophenyl)ethanone

: 1107620-89-2
7,8-dihydro-4-(4-hydroxy-3-nitrophenyl)-7,7-dimethyl-2-(4-nitrophenyl)quinolin-5(1H,4H,6H)-one

Conditions

Conditions	Yield
With ammonium acetate at 100℃; for 0.15h; Microwave irradiation;	95%

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 126-81-8
dimedone

: 135-19-3
β-naphthol

: 1254077-26-3
12-(4-hydroxy-3-nitrophenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one

Conditions

Conditions	Yield
With silica supported perchloric acid at 80℃; for 1h; neat (no solvent);	95%

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 543-24-8
N-acetylglycine

: 346633-49-6
4-(4-Hydroxy-3-nitrobenzylidene)-2-methyloxazol-5(4H)-one

Conditions

Conditions	Yield
With sodium acetate In acetic anhydride for 4h; Inert atmosphere; Reflux;	95%

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 3619-22-5
p-toluic hydrazide

: N'-(4-hydroxy-3-nitrobenzylidene)-4-methylbenzohydrazide

Conditions

Conditions	Yield
In methanol for 2h; Reflux;	95%

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 141-97-9
ethyl acetoacetate

: 109-77-3
malononitrile

: C14H11N5O4

Conditions

Conditions	Yield
With hydrazine hydrate In water at 20℃; for 0.583333h;	95%

...Expand

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: C25H15NO9

Conditions

Conditions	Yield
With ethanolpyridole based semi-dendrimer supported on silica-coated magnetic Fe3O4 nanoparticles In neat (no solvent) for 0.25h;	95%

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 121358-46-1, 77667-26-6
(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-formyl-2-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions

Conditions	Yield
With silver(l) oxide In acetonitrile	94%
With silver(l) oxide In acetonitrile for 4h; Inert atmosphere;	83%
With silver(l) oxide In acetonitrile at 20℃; for 4h; Inert atmosphere;	83%

: 6919-98-8
2,3,4-tri-O-acetyl-1-bromo-1-deoxy-β-D-glucopyranuronic acid methy ester

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-formyl-2-nitro-phenoxy)tetrahydro-pyran-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
silver(l) oxide In acetonitrile at 23℃; for 16h;	94%

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 3272-08-0
4-hydroxy-3-nitrobenzonitrile

Conditions

Conditions	Yield
With sodium azide; trifluorormethanesulfonic acid In acetonitrile at 20℃; for 0.0333333h; Schmidt reaction;	94%
With trifluorormethanesulfonic acid; trimethylsilylazide In acetonitrile at 20℃; for 0.75h; Schmidt Reaction; Sealed tube; Inert atmosphere;	82%
With hydroxylamine hydrochloride; sodium formate In formic acid; water

: 4341-24-6
5-methylcyclohexan-1,3-dione

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 18940-21-1
5,5-dimethyl-3-(phenylamino)cyclohex-2-en-1-one

: 1026246-66-1
C28H28N2O5

Conditions

Conditions	Yield
With acetic acid at 120℃; for 0.0333333h; microwave irradiation;	94%

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 106-96-7
propargyl bromide

: 1313026-26-4
rac-4-(1-hydroxybut-3-yn-1-yl)-2-nitrophenol

Conditions

Conditions	Yield
Stage #1: propargyl bromide With aluminium; mercury dichloride In tetrahydrofuran; toluene at 65℃; for 0.5h; Inert atmosphere; Stage #2: 4-hydroxy-3-nitrobenzaldehyde In tetrahydrofuran; toluene Inert atmosphere;	94%
Stage #1: propargyl bromide With aluminium; mercury dichloride In tetrahydrofuran; toluene for 6h; Reflux; Stage #2: 4-hydroxy-3-nitrobenzaldehyde In tetrahydrofuran; toluene at 0℃; for 0.5h;	94%
Stage #1: propargyl bromide With aluminium; mercury dichloride In tetrahydrofuran; toluene for 6h; Reflux; Stage #2: 4-hydroxy-3-nitrobenzaldehyde In tetrahydrofuran; toluene at 0℃; for 0.5h;	45%
Stage #1: propargyl bromide With aluminium; mercury dichloride In tetrahydrofuran for 6h; Reflux; Stage #2: 4-hydroxy-3-nitrobenzaldehyde In tetrahydrofuran at 0℃; for 30h; Inert atmosphere;

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 126-81-8
dimedone

: 9-(4-hydroxy-3-nitrophenyl)-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione

Conditions

Conditions	Yield
With ammonium acetate Hantzsch Dihydropyridine Synthesis; Reflux;	94%

: 1445-69-8
2,3-dihydrophthalazine-1,4-dione

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 109-77-3
malononitrile

: 3‐amino‐1‐(4‐hydroxy‐3‐nitrophenyl)‐5,10‐dioxo‐5,10‐dihydro‐1H‐pyrazolo[1,2‐b]phthalazine‐2‐carbonitrile

Conditions

Conditions	Yield
With piperazine immobilized on shell of NiFe2O4-TiO2 core-shell nanoparticles via propylsilyl linkage at 80℃; for 1h;	94%
With N,N,2,2,6,6-hexamethyl-N-(3-(trimethoxysilyl)propyl)piperidin-4-ammonium iodide grafted onto TiO2-coated NiFe2O4 nanocatalyst at 80℃; for 0.583333h; Green chemistry;	93%

...Expand

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 74-88-4
methyl iodide

: 31680-08-7
4-methoxy-3-nitrobenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	93.7%
With potassium carbonate
With sodium carbonate In N-methyl-acetamide

4-Hydroxy-3-nitrobenzaldehyde Specification

The 4-Hydroxy-3-nitrobenzaldehyde with CAS registry number of 3011-34-5 is also known as 4-Formyl-2-nitro-phenolate. The IUPAC name and product name are the same. It belongs to product categories of Alcohols and Derivatives; Carbonyl Compounds; Aromatic Aldehydes & Derivatives (substituted); Aldehydes; C7; Carbonyl Compounds. Its EINECS registry number is 221-141-6. In addition, the formula is C₇H₅NO₄ and the molecular weight is 167.12. This chemical is a yellow-brown to brown powder and should be stored in sealed containers in cool and dry place.

Physical properties about 4-Hydroxy-3-nitrobenzaldehyde are: (1)ACD/LogP: 2.00; (2)ACD/LogD (pH 5.5): 1.38; (3)ACD/LogD (pH 7.4): -0.34; (4)ACD/BCF (pH 5.5): 4.63; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 69.27; (7)ACD/KOC (pH 7.4): 1.34; (8)#H bond acceptors: 5; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.666; (12)Molar Refractivity: 41.43 cm³; (13)Molar Volume: 111.3 cm³; (14)Surface Tension: 70.5 dyne/cm; (15)Density: 1.5 g/cm³; (16)Flash Point: 124.3 °C; (17)Enthalpy of Vaporization: 53.4 kJ/mol; (18)Boiling Point: 275 °C at 760 mmHg; (19)Vapour Pressure: 0.00312 mmHg at 25 °C.

Preparation of 4-Hydroxy-3-nitrobenzaldehyde. Dropping 24 g p-hydroxybenzaldehyde into acetic acid under stirring for 1 hour. Then the reaction mixture is cooled, filtrated and the filter cake is washed by ice water. At last, product is obtained by recrystallization of ethanol and the yield is about 61%.

Uses of 4-Hydroxy-3-nitrobenzaldehyde: it is used as intermediate of medicine, pesticide and dye. It is also used to produce 2,6-di-(2'-nitro-4'-formylphenoxymethyl)pyridine by reaction with 2,6-bis-chloromethyl-pyridine. The reaction occurs with reagent K₂CO₃ and solvent dimethylformamide at 90-95 °C. The yield is about 70.5%.

4-Hydroxy-3-nitrobenzaldehyde is used to produce 2,6-di-(2'-nitro-4'-formylphenoxymethyl)pyridine by reaction with 2,6-bis-chloromethyl-pyridine.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing. Avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC(=C(C=C1C=O)[N+](=O)[O-])O
2. InChI: InChI=1S/C7H5NO4/c9-4-5-1-2-7(10)6(3-5)8(11)12/h1-4,10H
3. InChIKey: YTHJCZRFJGXPTL-UHFFFAOYSA-N

Product Name

4-Hydroxy-3-nitrobenzaldehyde

Synthetic route

4-Hydroxy-3-nitrobenzaldehyde Specification

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