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8-Hydroxyquinoline-5-carbaldehyde

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Name

8-Hydroxyquinoline-5-carbaldehyde

EINECS N/A
CAS No. 2598-30-3 Density 1.364 g/cm3
PSA 50.19000 LogP 1.75290
Solubility N/A 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 N/A Appearance N/A
Safety 26 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 2598-30-3 (8-HYDROXY-QUINOLINE-5-CARBALDEHYDE) Hazard Symbols Xn
Synonyms

5-Formyl-8-hydroxyquinoline;5-Formyl-8-quinolinol;8-Hydroxyquinoline-5-carbaldehyde;8-Hydroxyquinoline-5-carboxaldehyde;NSC 122131;

Article Data 33

8-Hydroxyquinoline-5-carbaldehyde Synthetic route

148-24-3

8-quinolinol

67-66-3

chloroform

2598-30-3

8-hydroxyquinoline-5-carbaldehyde

Conditions
ConditionsYield
With tetrabutylammomium bromide In ethanol24%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
4053-44-5

5-(hydroxymethyl)-8-hydroxyquinoline

127-68-4

sodium 3-nitrobenzenesulfonate

2598-30-3

8-hydroxyquinoline-5-carbaldehyde

Conditions
ConditionsYield
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
ConditionsYield
With methanol; sodium methylate
56-23-5

tetrachloromethane

148-24-3

8-quinolinol

64-17-5

ethanol

67-66-3

chloroform

2598-30-3

8-hydroxyquinoline-5-carbaldehyde

148-24-3

8-quinolinol

2598-30-3

8-hydroxyquinoline-5-carbaldehyde

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

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

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