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97-51-8 Usage

Chemical Properties

yellow to brown crystals or powder

Uses

Different sources of media describe the Uses of 97-51-8 differently. You can refer to the following data:
1. 5-Nitrosalicylaldehyde is used in the synthetic preparation of coumarin (C755380), an pharmaceutic aid that is found in tonka beans, lavender oil, woodruff, sweet clover.
2. 2-Hydroxy-5-nitrobenzaldehyde is used in the synthetic preparation of coumarin (C755380), an pharmaceutic aid that is found in tonka beans, lavender oil, woodruff, sweet clover.

General Description

The interaction of 2-hydroxy-5-nitrobenzaldehyde and chlorogenic acid (CHL) with the components of the rat hepatic glucose 6-phosphatase system was studied.

Check Digit Verification of cas no

The CAS Registry Mumber 97-51-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 7 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 97-51:
(4*9)+(3*7)+(2*5)+(1*1)=68
68 % 10 = 8
So 97-51-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H5NO4/c9-4-5-3-6(8(11)12)1-2-7(5)10/h1-4,10H/p-1

97-51-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A10264)  2-Hydroxy-5-nitrobenzaldehyde, 98%   

  • 97-51-8

  • 5g

  • 179.0CNY

  • Detail
  • Alfa Aesar

  • (A10264)  2-Hydroxy-5-nitrobenzaldehyde, 98%   

  • 97-51-8

  • 25g

  • 558.0CNY

  • Detail
  • Alfa Aesar

  • (A10264)  2-Hydroxy-5-nitrobenzaldehyde, 98%   

  • 97-51-8

  • 100g

  • 1815.0CNY

  • Detail

97-51-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Nitrosalicylaldehyde

1.2 Other means of identification

Product number -
Other names Benzaldehyde, 2-hydroxy-5-nitro-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:97-51-8 SDS

97-51-8Synthetic route

salicylaldehyde
90-02-8

salicylaldehyde

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With nitric acid; acetic acid at 20℃; for 6h;96%
With magnesium(II) nitrate hexahydrate; AMA at 20℃; for 0.666667h; Neat (no solvent); regioselective reaction;90%
With Vilsmeier reagent; potassium nitrate In neat (no solvent) at 100℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Microwave irradiation;89%
1,3',3'-trimethyl-6-nitrospiro(indoline-2,2'-[2H]benzopyran)
1498-88-0

1,3',3'-trimethyl-6-nitrospiro(indoline-2,2'-[2H]benzopyran)

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With ozone In methanol at -78℃; for 0.0833333h; Oxidation;94%
4-nitro-phenol
100-02-7

4-nitro-phenol

hexamethylenetetramine
100-97-0

hexamethylenetetramine

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With phosphorus molybdenum vanadium heteropoly acid based ionic liquid at 85 - 95℃; for 3h;92.6%
With toluene-4-sulfonic acid In ethanol at 78℃; for 2h;89.4%
With trifluoroacetic acid at 70℃; for 6h; Temperature;72.5%
2-hydroxy-5-nitrobenzyl alcohol
39224-61-8

2-hydroxy-5-nitrobenzyl alcohol

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With aluminium trichloride; 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate In acetonitrile for 1.5h; Heating;92%
With 1-decyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate at 20℃; for 0.133333h;92%
With air; (acryl-TEMPO)-co-(allylamine-treated chlorophyll b-Co(III) complex) immobilized on SiO2-covered Fe3O4 magnetic nanoparticles In water at 25℃; for 0.666667h;90%
4-nitro-phenol
100-02-7

4-nitro-phenol

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With hexamethylenetetramine; trifluoroacetic acid at 85℃; for 15h; Duff Aldehyde Synthesis;92%
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With zirconyl nitrate In acetone at 50℃; for 2h;91%
With calcium(II) nitrate In acetic acid for 0.0166667h; microwave irradiation;82%
at 20 - 85℃; for 0.00333333h; microwave irradiation;62%
2-(1-hydroxy-3-phenylprop-2-yn-1-yl)-4-nitrophenol
1008105-70-1

2-(1-hydroxy-3-phenylprop-2-yn-1-yl)-4-nitrophenol

A

1,4-diphenyl-1,3-butadiyne
886-66-8

1,4-diphenyl-1,3-butadiyne

B

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With copper(II) acetate monohydrate In N,N-dimethyl-formamide at 110℃; for 5h; Solvent; Temperature;A 91%
B n/a
2-hydroxy-5-nitrobenzaldehyde semicarbazone

2-hydroxy-5-nitrobenzaldehyde semicarbazone

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With tetrachlorosilane; silica gel In hexane; water for 0.5h; Heating;90%
acetyloxy(2-acetyloxy-5-nitrophenyl)methyl acetate
24590-01-0

acetyloxy(2-acetyloxy-5-nitrophenyl)methyl acetate

A

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

B

2-acetoxy-5-nitrobenzaldehyde
177496-78-5

2-acetoxy-5-nitrobenzaldehyde

Conditions
ConditionsYield
With bismuth(III) chloride In chloroform for 0.5h; deprotection; Heating;A 5%
B 80%
2-hydroxy-5-nitrobenzaldehydephenylhydrazone
93044-40-7

2-hydroxy-5-nitrobenzaldehydephenylhydrazone

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With 3-carboxypyridinium chlorochromate In acetonitrile for 1.5h; Heating;77%
4-nitro-phenol
100-02-7

4-nitro-phenol

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate In acetonitrile at -5℃; for 1h;
Stage #2: 4-nitro-phenol With copper(II) nitrate In acetonitrile at 20℃; for 16h; Vilsmeier-Haack Formylation;
Stage #3: With water In acetonitrile Kinetics; Mechanism; Catalytic behavior; Reagent/catalyst; Time; Solvent; Temperature; Vilsmeier-Haack Formylation; Heating;
65%
2-(1,4-dioxa-5-cyclopentyl)-4-nitrophenol
22068-55-9

2-(1,4-dioxa-5-cyclopentyl)-4-nitrophenol

triphenylphosphine hydrobromide
6399-81-1

triphenylphosphine hydrobromide

A

2-(hydroxyethyl)triphenylphosphonium bromide
7237-34-5

2-(hydroxyethyl)triphenylphosphonium bromide

B

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
In dichloromethane at 50℃; for 0.0833333h; Microwave irradiation; Sealed tube;A n/a
B 61%
salicylaldehyde
90-02-8

salicylaldehyde

A

3-nitrosalicylic aldehyde
5274-70-4

3-nitrosalicylic aldehyde

B

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With nitric acid; acetic acidA n/a
B 47%
With nitric acid; acetic acid at 15℃; Man laesst dann die Temperatur des Gemisches auf 40-45gradC steigen und giesst schnell in Eiswasser. Man kann beiden Aldehyde in Form der Natriumsalze, Bariumsalze, oder durch NaHSO3 trennen.;
With water; nitric acid
With nitric acid; acetic acid at 15℃; Man laesst dann die Temperatur des Gemisches auf 40-45gradC steigen und giesst schnell in Eiswasser. Man kann die beiden Aldehyde in Form der Natriumsalze, Bariumsalze oder durch NaHSO3 trennen.;
With trifluoromethylsulfonic anhydride; ethylammonium nitrate at 0 - 20℃; for 0.5h; Inert atmosphere;A 42 %Chromat.
B 58 %Chromat.
formaldehyd
50-00-0

formaldehyd

4-nitro-phenol
100-02-7

4-nitro-phenol

A

1-(methoxymethoxy)-4-nitrobenzene
880-03-5

1-(methoxymethoxy)-4-nitrobenzene

B

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In acetonitrile for 41h; Heating;A 11%
B 12%
4-nitro-phenol
100-02-7

4-nitro-phenol

chloroform
67-66-3

chloroform

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With sodium hydroxide; ethanol anschliessendes Erwaermen;
With potassium hydroxide at 25℃; for 15h; Irradiation; or with pyridine;3.00 % Chromat.
With tributyl-amine; sodium hydroxide In ethanol; water at 60℃; for 0.666667h; Reimer-Tiemann Phenol Formylation; Inert atmosphere;
2-hydroxy-5-nitrobenzyl chloride
2973-19-5

2-hydroxy-5-nitrobenzyl chloride

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With chloroform; hexamethylenetetramine Beim Erhitzen des Reaktionsprodukts mit Essigsaeure;
3,6-dinitro-coumarin
37630-80-1

3,6-dinitro-coumarin

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

3,6-dinitro-coumarin
37630-80-1

3,6-dinitro-coumarin

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With ammonia
With sodium hydroxide
With sodium sulfite
2-acetoxy-1-diacetoxymethyl-4-nitro-benzene
54362-25-3

2-acetoxy-1-diacetoxymethyl-4-nitro-benzene

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With sulfuric acid
3,6-dinitro-coumarin
37630-80-1

3,6-dinitro-coumarin

ammonium hydroxide

ammonium hydroxide

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

3,6-dinitro-coumarin
37630-80-1

3,6-dinitro-coumarin

Na2SO3-solution

Na2SO3-solution

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

water
7732-18-5

water

nitric acid
7697-37-2

nitric acid

salicylaldehyde
90-02-8

salicylaldehyde

A

3-nitrosalicylic aldehyde
5274-70-4

3-nitrosalicylic aldehyde

B

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

nitric acid
7697-37-2

nitric acid

salicylaldehyde
90-02-8

salicylaldehyde

acetic acid
64-19-7

acetic acid

A

3-nitrosalicylic aldehyde
5274-70-4

3-nitrosalicylic aldehyde

B

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
unter guter Kuehlung;
salicylaldehyde
90-02-8

salicylaldehyde

A

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

B

3-nitro-2-oxy-benzaldehyde

3-nitro-2-oxy-benzaldehyde

Conditions
ConditionsYield
With water; nitric acid
acetyloxy(2-acetyloxy-5-nitrophenyl)methyl acetate
24590-01-0

acetyloxy(2-acetyloxy-5-nitrophenyl)methyl acetate

water
7732-18-5

water

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

isopropyl alcohol
67-63-0

isopropyl alcohol

3-(2-formyl-4-nitrophenoxymethyl)-5-methoxy-1,2-dimethylindole-4,7-dione

3-(2-formyl-4-nitrophenoxymethyl)-5-methoxy-1,2-dimethylindole-4,7-dione

A

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

B

3-(hydroxymethyl)-5-methoxy-1,2-dimethyl-1H-indole-4,7-dione
161518-24-7

3-(hydroxymethyl)-5-methoxy-1,2-dimethyl-1H-indole-4,7-dione

C

3-(isopropoxy)methyl-5-methoxy-1,2-dimethylindole-4,7-dione

3-(isopropoxy)methyl-5-methoxy-1,2-dimethylindole-4,7-dione

Conditions
ConditionsYield
With dinitrogen monoxide In water Kinetics; γ-Irradiation;
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

A

3-nitrosalicylic aldehyde
5274-70-4

3-nitrosalicylic aldehyde

B

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Conditions
ConditionsYield
With perchloric acid; montmorillonite K10 supported ammonium nitrate at 35℃; for 2h; Title compound not separated from byproducts;
methyl 2-(2-formyl-4-nitrophenoxy)butanoate
847869-79-8

methyl 2-(2-formyl-4-nitrophenoxy)butanoate

A

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

B

2-(2-formyl-4-nitrophenoxy)butanoic acid
847869-81-2

2-(2-formyl-4-nitrophenoxy)butanoic acid

Conditions
ConditionsYield
With sodium hydroxide at 90℃; for 0.5h;
methyl 2-(2-formyl-4-nitrophenoxy)pentanoate
847869-80-1

methyl 2-(2-formyl-4-nitrophenoxy)pentanoate

A

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

B

2-(2-formyl-4-nitrophenoxy)pentanoic acid
847869-82-3

2-(2-formyl-4-nitrophenoxy)pentanoic acid

Conditions
ConditionsYield
With sodium hydroxide at 50℃; for 2h;
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-hydroxy-5-nitrobenzyl alcohol
39224-61-8

2-hydroxy-5-nitrobenzyl alcohol

Conditions
ConditionsYield
With hydrogenchloride; sodium tetrahydroborate In methanol; sodium hydroxide100%
Stage #1: 5-Nitrosalicylaldehyde With sodium hydroxide; sodium tetrahydroborate In methanol; water at 0 - 20℃; for 24h;
Stage #2: With hydrogenchloride; water In methanol at 0℃;
100%
With sodium tetrahydroborate In ethanol for 24h; Reduction;99%
N-(fluoren-9-ylmethoxycarbonyl)glycine
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Val-Ala-Gly-Phe-Wang resin

Val-Ala-Gly-Phe-Wang resin

A

(S)-2-(2-{(S)-2-[(S)-2-(2-Hydroxy-5-nitro-benzylamino)-3-methyl-butyrylamino]-propionylamino}-acetylamino)-3-phenyl-propionic acid

(S)-2-(2-{(S)-2-[(S)-2-(2-Hydroxy-5-nitro-benzylamino)-3-methyl-butyrylamino]-propionylamino}-acetylamino)-3-phenyl-propionic acid

B

(S)-2-[2-((S)-2-{(S)-2-[(2-Amino-acetyl)-(2-hydroxy-5-nitro-benzyl)-amino]-3-methyl-butyrylamino}-propionylamino)-acetylamino]-3-phenyl-propionic acid

(S)-2-[2-((S)-2-{(S)-2-[(2-Amino-acetyl)-(2-hydroxy-5-nitro-benzyl)-amino]-3-methyl-butyrylamino}-propionylamino)-acetylamino]-3-phenyl-propionic acid

Conditions
ConditionsYield
Multistep reaction;A n/a
B 100%
diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

phosphoric acid diethyl ester 2-formyl-4-nitro-phenyl ester
150196-45-5

phosphoric acid diethyl ester 2-formyl-4-nitro-phenyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
In dichloromethane at 20℃; for 24h;95%
With triethylamine In dichloromethane at 20℃; for 1h;85%
4-bromo-2,6-dimethylphenylamine
24596-19-8

4-bromo-2,6-dimethylphenylamine

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-[(4-bromo-2,6-dimethylphenylimino)methyl]-4-nitrophenol

2-[(4-bromo-2,6-dimethylphenylimino)methyl]-4-nitrophenol

Conditions
ConditionsYield
In ethanol at 80℃; for 2h;100%
In ethanol at 80℃; for 2h;87%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

1,2-diaminopropan
78-90-0, 10424-38-1

1,2-diaminopropan

C17H16N4O6

C17H16N4O6

Conditions
ConditionsYield
In ethanol for 3h; Heating;100%
N-isopropylethane-1,2-diamine
19522-67-9

N-isopropylethane-1,2-diamine

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-[(2-isopropylaminoethylimino)methyl]-4-nitrophenol
1009629-45-1

2-[(2-isopropylaminoethylimino)methyl]-4-nitrophenol

Conditions
ConditionsYield
In methanol100%
In methanol at 20℃; for 0.166667h;93%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2-[(2,6-dimethylphenylimino)methyl]-4-nitrophenol
339991-46-7

2-[(2,6-dimethylphenylimino)methyl]-4-nitrophenol

Conditions
ConditionsYield
In ethanol at 80℃; for 2h; Inert atmosphere;100%
In isopropyl alcohol at 80℃; for 24h; Inert atmosphere;
4-bromo-2,6-dimethylphenylamine
24596-19-8

4-bromo-2,6-dimethylphenylamine

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-[(4-bromo-2,6-dimethylphenylimino)methyl]-4-nitrophenol

2-[(4-bromo-2,6-dimethylphenylimino)methyl]-4-nitrophenol

Conditions
ConditionsYield
In ethanol at 80℃; for 2h; Inert atmosphere;100%
4-tert-Butylaniline
769-92-6

4-tert-Butylaniline

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-[(4-tert-butylphenylimino)methyl]-4-nitrophenol
1207179-97-2

2-[(4-tert-butylphenylimino)methyl]-4-nitrophenol

Conditions
ConditionsYield
In ethanol at 80℃; for 2h; Inert atmosphere;100%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

o-toluidine
95-53-4

o-toluidine

2-[(2-methylphenylimino)methyl]-4-nitrophenol
119740-58-8

2-[(2-methylphenylimino)methyl]-4-nitrophenol

Conditions
ConditionsYield
In ethanol at 80℃; for 2h; Inert atmosphere;100%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

N-methyl-ethane-1,2-diamine
109-81-9

N-methyl-ethane-1,2-diamine

2-[(2-(methylamino)ethylimino)methyl]-4-nitrophenol
1093074-50-0

2-[(2-(methylamino)ethylimino)methyl]-4-nitrophenol

Conditions
ConditionsYield
In methanol Reflux;100%
In methanol82%
In methanol for 1h; Reflux;
In methanol for 1h; Reflux;
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

N,N-dimethylethylenediamine
108-00-9

N,N-dimethylethylenediamine

2-[(2-dimethylamino-ethylamino)-methyl]-4-nitro-phenol
1388789-71-6

2-[(2-dimethylamino-ethylamino)-methyl]-4-nitro-phenol

Conditions
ConditionsYield
In methanol Reflux;100%
In methanol for 1h; Reflux;
In methanol for 1h; Reflux;
In methanol for 1h; Reflux;
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-formyl-4-nitrophenyl methanesulfonate
67326-25-4

2-formyl-4-nitrophenyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 22.1667h;99%
With triethylamine In dichloromethane at 20℃; for 18h;90%
With triethylamine In dichloromethane at 20℃; for 22h;
N-ethylethane-1,2-diamine
110-72-5

N-ethylethane-1,2-diamine

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-[(2-ethylamino-ethylimino)-methyl]-4-nitro-phenol

2-[(2-ethylamino-ethylimino)-methyl]-4-nitro-phenol

Conditions
ConditionsYield
In methanol Reflux;100%
In methanol for 1h; Reflux;
3-acetylcoumarin
3949-36-8

3-acetylcoumarin

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

C18H11NO6

C18H11NO6

Conditions
ConditionsYield
With potassium hydroxide In ethanol Reflux;100%
9-Methylene-9H-thioxanthene
84714-76-1

9-Methylene-9H-thioxanthene

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

4-methoxy-6-nitrospiro[chromane-2,9-thioxanthene]

4-methoxy-6-nitrospiro[chromane-2,9-thioxanthene]

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 20℃; for 1h; Inert atmosphere; regioselective reaction;100%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

isobutyraldehyde
78-84-2

isobutyraldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2,4-dimethoxy-3,3-dimethyl-6-nitrochromane

2,4-dimethoxy-3,3-dimethyl-6-nitrochromane

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 60℃; for 24h; Inert atmosphere; stereoselective reaction;100%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2,4-dimethoxy-6-nitrospiro[chromane-3,1'-cyclohexane]

2,4-dimethoxy-6-nitrospiro[chromane-3,1'-cyclohexane]

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 60℃; for 24h; Inert atmosphere; stereoselective reaction;100%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

3-bromo-5-nitrosalicylaldehyde
16789-84-7

3-bromo-5-nitrosalicylaldehyde

Conditions
ConditionsYield
With HMTAB In dichloromethane at 20℃; for 1h;99%
With HMTAB In dichloromethane at 20℃; for 1.5h;98%
With bromine In dichloromethane at 20℃; for 1h;98%
di-(p-methoxyphenyl)tellurium oxide
57857-70-2

di-(p-methoxyphenyl)tellurium oxide

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

bis oxide

bis oxide

Conditions
ConditionsYield
In benzene Heating; azeotropic removal of water;99%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

allyl bromide
106-95-6

allyl bromide

5-nitro-2-(prop-2-en-1-yloxy)benzaldehyde
96601-09-1

5-nitro-2-(prop-2-en-1-yloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 2h;99%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 2h;98%
With potassium carbonate In N,N-dimethyl-formamide98%
dimedone
126-81-8

dimedone

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-(2,3,4,9-tetrahydro-3,3-dimethyl-7-nitro-1-oxo-1H-xanthen-9-yl)-3-hydroxy-5,5-dimethyl-2-cyclohexen-1-one

2-(2,3,4,9-tetrahydro-3,3-dimethyl-7-nitro-1-oxo-1H-xanthen-9-yl)-3-hydroxy-5,5-dimethyl-2-cyclohexen-1-one

Conditions
ConditionsYield
With L-proline In ethanol at 60℃; for 0.5h; Green chemistry;99%
With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate In water at 85℃; for 2h;98%
With ZnAl2O4 In ethanol at 80℃; for 0.166667h;98%
4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

7-(4-hydroxy-2-oxo-2H-1-benzopyran-3-yl)-9-nitro-6H,7H-[1]benzopyrano[4,3-b][1]benzopyran-6-one

7-(4-hydroxy-2-oxo-2H-1-benzopyran-3-yl)-9-nitro-6H,7H-[1]benzopyrano[4,3-b][1]benzopyran-6-one

Conditions
ConditionsYield
at 80℃; for 2h;99%
With silica supported zirconium hydrogen sulfate In neat (no solvent) at 60℃; for 0.75h;99%
With TiO2-carbon nanotubes nanocomposite In water at 20℃; for 2h; Green chemistry;98%
Iododecane
2050-77-3

Iododecane

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-decyloxy-5-nitrobenzaldehyde
1073341-47-5

2-decyloxy-5-nitrobenzaldehyde

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 70 - 80℃; for 3h;99%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

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

1,2-diamino-benzene

2-(1H-benzimidazol-2-yl)–4-nitrophenol
88016-66-4

2-(1H-benzimidazol-2-yl)–4-nitrophenol

Conditions
ConditionsYield
With sodium metabisulfite In N,N-dimethyl-formamide at 80℃; for 0.2h; Microwave irradiation;99%
With triethylamine at 120℃; for 12h;60.69%
5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

N-phenyl-1,2-benzenediamine
534-85-0

N-phenyl-1,2-benzenediamine

4-nitro-2-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenol
1412893-67-4

4-nitro-2-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenol

Conditions
ConditionsYield
With sodium metabisulfite In N,N-dimethyl-formamide at 100℃; for 0.3h; Microwave irradiation;99%
N-(7-chloroquinolin-4-yl)ethylenediamine
5407-57-8

N-(7-chloroquinolin-4-yl)ethylenediamine

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

N-(2-((2-hydroxy-5-nitro-phenyl)methylimino)ethyl)-7-chloroquinolin-4-amine

N-(2-((2-hydroxy-5-nitro-phenyl)methylimino)ethyl)-7-chloroquinolin-4-amine

Conditions
ConditionsYield
In ethanol Reflux;99%
In ethanol Heating;
4-(2-AMINOETHYL)MORPHOLINE
2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

Dimethyl phosphite
868-85-9

Dimethyl phosphite

dimethyl ((2-hydroxy-5-nitrophenyl)((2-morpholinoethyl)amino)methyl)phosphonate

dimethyl ((2-hydroxy-5-nitrophenyl)((2-morpholinoethyl)amino)methyl)phosphonate

Conditions
ConditionsYield
With gadolinium (III) oxide In neat (no solvent) for 0.0333333h; Microwave irradiation; Green chemistry;99%
1,2,3,3-tetramethyl-3H-indolium iodide
5418-63-3

1,2,3,3-tetramethyl-3H-indolium iodide

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

2-(2-hydroxy-5-nitro-styryl)-1,3,3-trimethyl-3H-indolium betaine
16650-15-0

2-(2-hydroxy-5-nitro-styryl)-1,3,3-trimethyl-3H-indolium betaine

Conditions
ConditionsYield
In ethanol for 18h; Reflux;99%
1-phenyl-1-butyne
622-76-4

1-phenyl-1-butyne

5-Nitrosalicylaldehyde
97-51-8

5-Nitrosalicylaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

3-ethyl-2-methoxy-6-nitro-2-phenyl-2H-1-benzopyran

3-ethyl-2-methoxy-6-nitro-2-phenyl-2H-1-benzopyran

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 60℃; for 15h; Inert atmosphere; regioselective reaction;99%

97-51-8Relevant articles and documents

Synthesis, characterization, and photochromism study of two spiropyran molecules with a terminal alkynyl functional group and their new 1,2,3-triazoline-containing derivatives

Mahdavian, Ali Reza,Nasr-Isfahani, Hossein,Notash, Behrouz,Sepehr, Zeinalabedin

, (2021/10/19)

The spiropyran derivatives are known for their good photochromic properties. These photochromic compounds are isomerized between two forms; merocyanine is the open-ring form and spiropyran is the closed-ring form. In this work, two spiropyran derivatives (compounds 1 and 2) with the N-alkynyl functional group are prepared. The click reactions of these spiropyran derivatives with 1-azido-4-nitrobenzene and (azidomethyl)benzene are studied. For this purpose, 3,3-dimethyl-2-methylene-1-prop-2-ynyl-2,3-dihydro-1H-indole is synthesized, which is then reacted with 3- and 5-nitrosalicylaldehyde. The FT-IR, 1H-NMR, and 13C-NMR spectra of the reaction products are used for their characterization. The solutions of the products in methanol are prepared, and their UV–visible spectra are investigated. The darkening of the crystals of compound 1 upon exposure to the UV irradiation indicates that the spiro C–O bond in this compound is weaker than that in compound 2, which is due to the presence of the nitro group in the para position relative to this bond, and consequently, the stabilization of the open-ring form.

Catalytic oxidation of alcohols and alkyl benzenes to carbonyls using Fe3O4?SiO2?(TEMPO)-: Co -(Chlorophyll-CoIII) as a bi-functional, self-co-oxidant nanocatalyst

Hamah-Ameen, Baram Ahmed,Kazemnejadi, Milad,Mahmoudi, Boshra,Rostami, Amin

, p. 6600 - 6613 (2020/11/16)

Chlorophyll b was extracted from heliotropium europaeum plant, demetalated, allylated and grafted to acrylated TEMPO through a copolymerization protocol. Then, the chlorophyll monomers were coordinated to Co ions, immobilized on magnetic nanoparticles and the resulting hybrid was used as a powerful catalyst for a variety of oxidation reactions. By using the present method, oxidation of benzylic alcohols and alkyl benzenes to carbonyls was accomplished in water under aerobic conditions. Moreover, direct oxidation of alcohols to carboxylic acids was performed by adding NaOCl to the mixture. All entries were oxidized to the corresponding desired product with high to excellent yields and up to 97% selectivity. The catalyst was thoroughly characterized by CV, TGA, VSM, XRD, XPS, DLS, FE-SEM, TEM, UV-Vis, EDX, and BET analyses. The activity of the catalyst was investigated by applying various components of the catalyst to the oxidation model separately. The reasonable mechanisms are suggested based on the cooperation between the TEMPO groups and cobalt(iii) (or Co(iv)) sites on the catalyst. The catalyst could be recovered and reused for at least 7 consecutive recycles without any considerable reactivity loss. This journal is

Method for synthesizing 5-nitrosalicylaldehyde

-

Paragraph 0020; 0023-0039, (2020/10/04)

The invention discloses a method for synthesizing 5-nitrosalicylaldehyde. 5-nitrosalicylaldehyde is prepared by taking p-nitrophenol as a raw material and trifluoroacetic acid as a catalyst through animproved Duff reaction and hexamethylenetetramine reaction. Compared with a salicylaldehyde nitration method, the synthesis method provided by the invention effectively inhibits the generation of isomers in the synthesis process of 5-nitrosalicylaldehyde, and is convenient for separation and purification of a target product; the use of reaction raw materials with high toxicity and serious environmental pollution and high-temperature and high-pressure reaction conditions are avoided, the reaction conditions are mild, the post-treatment process is simple, the synthesis reaction efficiency is improved, and the yield of the 5-nitrosalicylaldehyde reaches 63% or above.

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