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8-Quinolinol,5-(chloromethyl)-

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Name

8-Quinolinol,5-(chloromethyl)-

EINECS N/A
CAS No. 10136-57-9 Density 1.355 g/cm3
PSA 33.12000 LogP 3.48120
Solubility N/A Melting Point 180 °C
Formula C10H8ClNO Boiling Point 388.1 ºC at 760 mmHg
Molecular Weight 193.633 Flash Point 188.5 ºC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 10136-57-9 (5-(CHLOROMETHYL)QUINOLIN-8-OL HYDROCHLORIDE) Hazard Symbols N/A
Synonyms

5-Chloromethyl-8-hydroxyquinoline;5-Chloromethyl-8-quinolinol;5-(chloromethyl)quinolin-8-ol;

Article Data 27

8-Quinolinol,5-(chloromethyl)- Synthetic route

148-24-3

8-quinolinol

50-00-0

formaldehyd

10136-57-9

5-(chloromethyl)quinolin-8-ol

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 12h;91.4%
With hydrogenchloride In water at 0 - 60℃; for 10h;90%
With hydrogenchloride In water at 80℃; for 6h;87%
4053-44-5

5-(hydroxymethyl)-8-hydroxyquinoline

10136-57-9

5-(chloromethyl)quinolin-8-ol

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 6h;
10136-57-9

5-(chloromethyl)quinolin-8-ol

120014-30-4

debenzyldonepezil

2-((1-((8-hydroxyquinolin-5-yl)methyl)piperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 8h; Reflux;88%
10136-57-9

5-(chloromethyl)quinolin-8-ol

91-56-5

indole-2,3-dione

C18H12N2O3

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 48h;81%
10136-57-9

5-(chloromethyl)quinolin-8-ol

1609078-44-5

(1-1-benzylpiperidin-4-yl)(prop-2-yn-1-yl-amino)acetonitrile

1609078-38-7

2-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)acetonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h;80.6%
With triethylamine In dichloromethane at 20℃; for 0.5h;80.6%
10136-57-9

5-(chloromethyl)quinolin-8-ol

81748-72-3

5-(aminomethyl)-8-hydroxyquinoline

1215290-53-1

5,5',5''-nitrilotris(methylene)triquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 24h;73%
10136-57-9

5-(chloromethyl)quinolin-8-ol

81748-72-3

5-(aminomethyl)-8-hydroxyquinoline

Conditions
ConditionsYield
Stage #1: 5-(chloromethyl)quinolin-8-ol With hexamethylenetetramine In dimethyl sulfoxide at 20℃;
Stage #2: With hydrogenchloride In water at 20℃; for 48h;
70%
Stage #1: 5-(chloromethyl)quinolin-8-ol With potassium phtalimide In N,N-dimethyl-formamide at 150℃; for 5h;
Stage #2: With hydrogenchloride In water at 150℃; for 9h;
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 5 h / 150 °C
2: hydrogenchloride / water / 20 °C / Reflux
View Scheme
10136-57-9

5-(chloromethyl)quinolin-8-ol

1609078-46-7

3-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)propanenitrile

1609078-40-1

3-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)propanenitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;69.5%
10136-57-9

5-(chloromethyl)quinolin-8-ol

1609078-49-0

4-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)butanenitrile

1609078-42-3

4-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)butanenitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;65.4%
With triethylamine In dichloromethane at 0 - 20℃;65.4%
110-85-0

piperazine

10136-57-9

5-(chloromethyl)quinolin-8-ol

22505-80-2

5,5'-(piperazine-1,4-diylbis(methylene))diquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 72h;60%

8-Quinolinol,5-(chloromethyl)- Chemical Properties


Systematic Name: 5-(Chloromethyl)quinolin-8-ol
SMILES: ClCc1ccc(O)c2ncccc12
InChI: InChI=1/C10H8ClNO/c11-6-7-3-4-9(13)10-8(7)2-1-5-12-10/h1-5,13H,6H2
InChIKey: JGOBHUWKRDXZEY-UHFFFAOYAW 
Empirical Formula: C10H8ClNO
Molecular Weight: 193.6296 
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 2 
Index of Refraction: 1.677
Molar Refractivity: 53.83 cm3
Molar Volume: 142.8 cm3
Surface Tension: 58.6 dyne/cm
Density: 1.355 g/cm3
Flash Point: 188.5 °C
Enthalpy of Vaporization: 66.22 kJ/mol
Boiling Point: 388.1 °C at 760 mmHg
Vapour Pressure: 1.41E-06 mmHg at 25 °C

8-Quinolinol,5-(chloromethyl)- Specification

   8-Quinolinol,5-(chloromethyl)- (CAS NO.10136-57-9), its Synonyms are 5-(chloromethyl)quinolin-8-ol ; 5-Chloromethyl-8-quinolinol ; 5-Chloromethyl-8-hydroxyquinoline .

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