8-Hydroxyquinoline-5-carbaldehyde supplier

Name
8-HYDROXY-QUINOLINE-5-CARBALDEHYDE
EINECS
CAS No. 2598-30-3
Article Data33
CAS DataBase
Density 1.364 g/cm³
Solubility
Melting Point 178 °C
Formula C₁₀H₇NO₂
Boiling Point 383.1 °C at 760 mmHg
Molecular Weight 173.171
Flash Point 185.5 °C
Transport Information
Appearance
Safety 26
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 5-Formyl-8-hydroxyquinoline;5-Formyl-8-quinolinol;8-Hydroxyquinoline-5-carbaldehyde;8-Hydroxyquinoline-5-carboxaldehyde;NSC 122131;
PSA 50.19000
LogP 1.75290

Synthetic route

: 148-24-3
8-quinolinol

: 67-66-3
chloroform

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

Conditions

Conditions	Yield
With tetrabutylammomium bromide In ethanol	24%
Stage #1: 8-quinolinol With sodium hydroxide In ethanol; water at 110℃; Stage #2: chloroform In ethanol; water at 70 - 110℃;	20%
Stage #1: 8-quinolinol With sodium hydroxide In ethanol; water at 40 - 65℃; Stage #2: chloroform With cetyltrimethylammonim bromide In ethanol; water at 65℃; for 8h; Stage #3: With water; acetic acid pH=5;	19.3%

: 148-24-3
8-quinolinol

: 74-87-3
methylene chloride

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 8-quinolinol; methylene chloride With cetyltrimethylammonim bromide In ethanol for 0.5h; Stage #2: With water; sodium hydroxide In ethanol at 78℃; for 12h;	17%

: 148-24-3
8-quinolinol

: 64-17-5
ethanol

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

Conditions

Conditions	Yield
With cetyltrimethylammonim bromide; sodium hydroxide In chloroform; water for 20h; Reflux;	14.4%

: 148-24-3
8-quinolinol

: 67-66-3
chloroform

A: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

B: 5683-78-3
8-hydroxy-7-quinolinecarboxaldehyde

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 4h; Reimer-Tiemann Phenol Formylation; Reflux; Inert atmosphere;	A 10.1% B n/a
With sodium hydroxide In ethanol; water at 100℃; for 12h;	A n/a B 3.0 g

...Expand

: 4053-44-5
5-(hydroxymethyl)-8-hydroxyquinoline

: 127-68-4
sodium 3-nitrobenzenesulfonate

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

Conditions

Conditions	Yield
With sodium hydroxide; water at 120℃;

: 23218-68-0
5-(2,2,2-trichloro-1-hydroxy-ethyl)-quinolin-8-ol

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

Conditions

Conditions	Yield
With methanol; sodium methylate

: 56-23-5
tetrachloromethane

: 148-24-3
8-quinolinol

: 64-17-5
ethanol

: 67-66-3
chloroform

: 7732-18-5
water

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

...Expand

: 148-24-3
8-quinolinol

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water; hydrochloric acid; hydrogen chloride / und Behandeln des Reaktionsprodukts mit wss.Ammoniak oder wss.Natriumhydrogencarbonat-Loesung 2: water; NaOH-solution / 120 °C View Scheme
Multi-step reaction with 2 steps 1: concentrated sulfuric acid 2: methanol; sodium methylate View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid / 70 °C / weitere Nebenprod. Verbindung C11H8Cl3NO2+ 0.5H2O 2: methanol; sodium methylate View Scheme

: C13H15NO3

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

Conditions

Conditions	Yield
Stage #1: C13H15NO3 With water; acetic acid at 60℃; Stage #2: With sodium hydrogensulfite In water at 60℃; Stage #3: With hydrogenchloride; sodium acetate more than 3 stages;

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: (1R,2R,4R)-6-Bicyclo[2.2.1]hept-5-en-2-yl-hexylamine

: 5-{[(E)-(1R,2R,4R)-6-Bicyclo[2.2.1]hept-5-en-2-yl-hexylimino]-methyl}-quinolin-8-ol

Conditions

Conditions	Yield
In benzene for 18h; Heating;	100%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 511243-84-8
6-Bicyclo[2.2.1]hept-5-en-2-yl-hexylamine

: 5-[(6-Bicyclo[2.2.1]hept-5-en-2-yl-hexylimino)-methyl]-quinolin-8-ol

Conditions

Conditions	Yield
In benzene	100%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 919-30-2
3-aminopropyltriethoxysilane

: 5-(CHN(CH2)3Si(OC2H5)3)-8-hydroxyquinoline

Conditions

Conditions	Yield
In ethanol for 12h; Heating;	100%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 3290-99-1
4-methoxybenzoic acid hydrazide

: 700354-89-8
N'-((8-hydroxyquinolin-5-yl)methylene)-4-methoxybenzohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	99%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 98-59-9
p-toluenesulfonyl chloride

: 10522-61-9
5-formyl-8-p-toluenesulfonyloxyquinoline

Conditions

Conditions	Yield
In dichloromethane at 20℃; Cooling with ice;	98%
In dichloromethane at 20℃; for 12h;	98%
Stage #1: 8-hydroxyquinoline-5-carbaldehyde With triethylamine In chloroform for 1h; Stage #2: p-toluenesulfonyl chloride In dichloromethane; chloroform at 20℃; for 13h; Cooling with ice;	84%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 98-59-9
p-toluenesulfonyl chloride

: 5-formyl-8-tosyloxyquinoline

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h; Cooling with ice;	98%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 2,3,3-trimethyl-1-phenyl-3H-indol-1-ium perchlorate

: 1579297-59-8
1-phenyl-2-[2-(8-hydroxyquinolin-5-yl)ethenyl]-3,3-dimethyl-3H-indolium perchlorate

Conditions

Conditions	Yield
In butan-1-ol for 0.5h; Reflux;	97%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: C15H17N3O4S

: 4-ethoxy-N-(4-(2-((8-hydroxyquinolin-5-yl)methylene)hydrazine-1-carbonyl)phenyl)benzenesulfonamide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	93%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 380427-32-7
C11H11N3O3S2

: N-(4-(2-((8-hydroxyquinolin-5-yl)methylene)hydrazine-1-carbonyl)phenyl)thiophene-2-sulfonamide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	90%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 59256-25-6
4-Bromo-N-(4-hydrazinocarbonyl-phenyl)-benzenesulfonamide

: 4-bromo-N-(4-(2-((8-hydroxyquinolin-5-yl)methylene)hydrazine-1-carbonyl)phenyl)benzenesulfonamide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	88%

: 553-53-7
Nicotinic acid hydrazide

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 8-hydroxy-quinoline-5-carbaldehyde nicotinoylhydrazone

Conditions

Conditions	Yield
With formic acid In ethanol for 8h; Reflux;	86%

poly(styrene-p-aminomethylstyrene), styrene:p-aminomethylstyrene ratio 2:1; monomer(s): styrene; 4-vinylbenzyl chloride: poly(styrene-p-aminomethylstyrene), styrene:p-aminomethylstyrene ratio 2:1; monomer(s): styrene; 4-vinylbenzyl chloride

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

polymer, styrene:5-((4-vinyl-benzylimino)methyl)quinolin-8-ol fragments ratio = 2:1; monomer(s): styrene; 4-vinylbenzyl chloride; 5-formyl-8-hydroxyquinoline: polymer, styrene:5-((4-vinyl-benzylimino)methyl)quinolin-8-ol fragments ratio = 2:1; monomer(s): styrene; 4-vinylbenzyl chloride; 5-formyl-8-hydroxyquinoline

Conditions

Conditions	Yield
In tetrahydrofuran for 24h; Heating;	85%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: C20H14N4O2

Conditions

Conditions	Yield
With hydrazine In ethanol for 0.333333h;	84%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 4,4-difluoro-8-(4-aminophenyl)-3,5-dimethyl-4-bora-3a,4a-diaza-s-indacene

: 1296130-60-3
C29H25BF2N4O

Conditions

Conditions	Yield
With acetic acid In ethanol; dichloromethane for 5h; Reflux;	84%

: 351983-31-8
5-chloro-2-thiophenecarboxylic acid hydraizde

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 5-chloro-N'-((8-hydroxyquinolin-5-yl)methylene)thiophene-2-carbohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	83%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 1220715-67-2
N-propylheptakis(isobutyl)POSS-3,5-diaminobenzamide

: 1322137-90-5
C58H87N5O15Si8

Conditions

Conditions	Yield
In ethanol for 30h; Inert atmosphere; Reflux;	82%

: 2361-27-5
2-thienylhydrazide

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: N'-((8-hydroxyquinolin-5-yl)methylene)thiophene-2-carbohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	82%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 19353-92-5
4-(dimethylamino)benzohydrazide

: 4-(dimethylamino)-N'-((8-hydroxyquinolin-5-yl)methylene)benzohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	82%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 43038-37-5
2-phenoxybenzoic acid hydrazide

: N'-((8-hydroxyquinolin-5-yl)methylene)-2-phenoxybenzohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	82%

poly(styrene-p-aminomethylstyrene), styrene:p-aminomethylstyrene ratio 9:1; monomer(s): styrene; 4-vinylbenzyl chloride: poly(styrene-p-aminomethylstyrene), styrene:p-aminomethylstyrene ratio 9:1; monomer(s): styrene; 4-vinylbenzyl chloride

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

polymer, styrene:5-((4-vinyl-benzylimino)methyl)quinolin-8-ol fragments ratio = 9:1; monomer(s): styrene; 4-vinylbenzyl chloride; 5-formyl-8-hydroxyquinoline: polymer, styrene:5-((4-vinyl-benzylimino)methyl)quinolin-8-ol fragments ratio = 9:1; monomer(s): styrene; 4-vinylbenzyl chloride; 5-formyl-8-hydroxyquinoline

Conditions

Conditions	Yield
In tetrahydrofuran for 24h; Heating;	80%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 4,4-difluoro-8-(4-aminophenyl)-3,5-dimethyl-4-bora-3a,4a-diaza-s-indacene

: 1296130-59-0
C27H21BF2N4O

Conditions

Conditions	Yield
With acetic acid In ethanol; dichloromethane for 5h; Reflux;	80%

: 6301-02-6
1-aminohydantoin

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 1-(((8-hydroxyquinolin-5-yl)methylene)amino)imidazolidine-2,4-dione

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	78%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 141505-16-0
N-dodecyl-3,5-diaminobenzamide

: 1322137-91-6
C39H43N5O3

Conditions

Conditions	Yield
In ethanol for 30h; Inert atmosphere; Reflux;	77%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 96134-80-4
3-<(Diethylamino)sulfonyl>benzoic Acid Hydrazide

: N,N-diethyl-3-(2-((8-hydroxyquinolin-5-yl)methylene)hydrazine-1-carbonyl)benzenesulfonamide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	76%

: [iridium(III)(μ-chloro)(2-phenylpyridine)2]2

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: [κ2(N,O)-5-formyl-8-quinolinato]bis[κ2(C2,N)-2-phenylpyridine]ridium(III)

Conditions

Conditions	Yield
With triethylamine In ethanol; dichloromethane Ar, an excess of quinoline deriv., refluxed for 20 h; solvent removed (vac.), residue washed (hot methanol), ppt filtered; TGA, MAS, NMR;	75.5%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 99-98-9
4-amino-N,N-dimethylaniline

: 5-[(4'-N,N-dimethyl)phenyliminomethyl]-8-hydroxyquinoline

Conditions

Conditions	Yield
In ethanol for 4h; Heating;	74%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 5351-23-5
4-hydroxybenzoic acid hydrazide

: 17076-04-9
4-hydroxy-N'-((8-hydroxyquinolin-5-yl)methylene)benzohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	73%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 122502-94-7
2-(1H-benzo[d][1,2,3]triazol-1-yl)acetohydrazide

: 1425802-82-9
8-hydroxyquinoline-5-carbaldehyde-(benzotriazol-1′-acetyl)hydrazone

Conditions

Conditions	Yield
In ethanol for 10h; Reflux;	72%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 613-94-5
benzoic acid hydrazide

: 17076-07-2
N'-((8-hydroxyquinolin-5-yl)methylene)benzohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 18h;	72%

: 2598-30-3
8-hydroxyquinoline-5-carbaldehyde

: 24544-04-5
2,6-diisopropylbenzenamine

: 5-[(E)-{[2,6-di(propan-2-yl)phenyl]imino}methyl]quinolin-8-ol

Conditions

Conditions	Yield
In chloroform for 40h; Reflux; Inert atmosphere;	71.1%

8-Hydroxyquinoline-5-carbaldehyde Specification

The IUPAC name of 8-Hydroxyquinoline-5-carbaldehyde is 8-hydroxyquinoline-5-carbaldehyde. With the CAS registry number 2598-30-3, it is also named as 5-Formyl-8-hydroxyquinoline. In addition, its molecular formula is C₁₀H₇NO₂ and molecular weight is 173.17.

The other characteristics of 8-Hydroxyquinoline-5-carbaldehyde can be summarized as: (1)ACD/LogP: 1.63; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 2; (6)XLogP3: 1.7; (7)Rotatable Bond Count: 1; (8)Tautomer Count: 4; (9)Exact Mass: 173.047678; (10)MonoIsotopic Mass: 173.047678; (11)Topological Polar Surface Area: 50.2; (12)Heavy Atom Count: 13; (13)Complexity: 195; (14)Polar Surface Area: 39.19 Å²; (15)Index of Refraction: 1.733; (16)Molar Refractivity: 50.82 cm³; (17)Molar Volume: 126.8 cm³; (18)Polarizability: 20.14×10^-24cm³; (19)Surface Tension: 68.7 dyne/cm; (20)Density: 1.364 g/cm³; (21)Flash Point: 185.5 °C; (22)Enthalpy of Vaporization: 65.63 kJ/mol; (23)Boiling Point: 383.1 °C at 760 mmHg; (24)Vapour Pressure: 2.05E-06 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=Cc1ccc(O)c2ncccc12
(2)InChI: InChI=1/C10H7NO2/c12-6-7-3-4-9(13)10-8(7)2-1-5-11-10/h1-6,13H
(3)InChIKey: LIADJWREMDHKHQ-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C10H7NO2/c12-6-7-3-4-9(13)10-8(7)2-1-5-11-10/h1-6,13H
(5)Std. InChIKey: LIADJWREMDHKHQ-UHFFFAOYSA-N

Product Name

8-HYDROXY-QUINOLINE-5-CARBALDEHYDE

Synthetic route

8-Hydroxyquinoline-5-carbaldehyde Specification

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