Product Name

  • Name

    5-(CHLOROMETHYL)QUINOLIN-8-OL HYDROCHLORIDE

  • EINECS
  • CAS No. 10136-57-9
  • Article Data27
  • CAS DataBase
  • Density 1.355 g/cm3
  • Solubility
  • 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
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 10136-57-9 (5-(CHLOROMETHYL)QUINOLIN-8-OL HYDROCHLORIDE)
  • Hazard Symbols
  • Synonyms 5-Chloromethyl-8-hydroxyquinoline;5-Chloromethyl-8-quinolinol;5-(chloromethyl)quinolin-8-ol;
  • PSA 33.12000
  • LogP 3.48120

Synthetic route

8-quinolinol
148-24-3

8-quinolinol

formaldehyd
50-00-0

formaldehyd

5-(chloromethyl)quinolin-8-ol
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%
5-(hydroxymethyl)-8-hydroxyquinoline
4053-44-5

5-(hydroxymethyl)-8-hydroxyquinoline

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 6h;
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

debenzyldonepezil
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

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%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

indole-2,3-dione
91-56-5

indole-2,3-dione

C18H12N2O3

C18H12N2O3

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 48h;81%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

(1-1-benzylpiperidin-4-yl)(prop-2-yn-1-yl-amino)acetonitrile
1609078-44-5

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

2-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)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%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5-(aminomethyl)-8-hydroxyquinoline
81748-72-3

5-(aminomethyl)-8-hydroxyquinoline

5,5',5''-nitrilotris(methylene)triquinolin-8-ol
1215290-53-1

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

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 24h;73%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5-(aminomethyl)-8-hydroxyquinoline
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
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

3-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)propanenitrile
1609078-46-7

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

3-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)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%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

4-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)butanenitrile
1609078-49-0

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

4-(1-benzylpiperidin-4-yl)-2-(((8-hydroxyquinolin-5-yl)methyl)(prop-2-ynyl)amino)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%
piperazine
110-85-0

piperazine

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5,5'-(piperazine-1,4-diylbis(methylene))diquinolin-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%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

Trimethylenediamine
109-76-2

Trimethylenediamine

5,5'-(propane-1,3-diylbis(azanediyl))bis(methylene)diquinolin-8-ol

5,5'-(propane-1,3-diylbis(azanediyl))bis(methylene)diquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;55%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

1,8,12-tri-tertbutoxycarbonyl-1,4,8,12-tetraazacyclopentadecane
161693-98-7

1,8,12-tri-tertbutoxycarbonyl-1,4,8,12-tetraazacyclopentadecane

tri(tert-butyl) 12-((8-hydroxyquinolin-5-yl)methyl)-1,4,8,12-tetraazacyclopentadecane-1,4,8-tricarboxylate
918907-55-8

tri(tert-butyl) 12-((8-hydroxyquinolin-5-yl)methyl)-1,4,8,12-tetraazacyclopentadecane-1,4,8-tricarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;55%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

N-[(1-benzylpiperidin-4-yl)methyl]prop-2-yn-1-amine
1609078-43-4

N-[(1-benzylpiperidin-4-yl)methyl]prop-2-yn-1-amine

5-((((1-benzylpiperidin-4-yl)methyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol
1609078-37-6

5-((((1-benzylpiperidin-4-yl)methyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;55%
With triethylamine In dichloromethane at 20℃;55%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

N-[3-(1-benzylpiperidin-4-yl)propyl]prop-2-yn-1-amine
1609078-48-9

N-[3-(1-benzylpiperidin-4-yl)propyl]prop-2-yn-1-amine

5-(((3-(1-benzylpiperidin-4-yl)propyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol
1609078-41-2

5-(((3-(1-benzylpiperidin-4-yl)propyl)(prop-2-ynyl)amino)methyl)quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;54.3%
With triethylamine In dichloromethane at 0 - 20℃;54.3%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

p-xylylidenediamine
539-48-0

p-xylylidenediamine

5,5'-(1,4-phenylenebis(methylene))bis(azanediyl)bis(methylene)diquinolin-8-ol

5,5'-(1,4-phenylenebis(methylene))bis(azanediyl)bis(methylene)diquinolin-8-ol

Conditions
ConditionsYield
In acetonitrile at 20℃; for 72h;50%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

1,4,8-tris(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane
170161-27-0

1,4,8-tris(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

tri-tert-butyl 11-((8-hydroxyquinolin-5-yl)methyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate
918907-54-7

tri-tert-butyl 11-((8-hydroxyquinolin-5-yl)methyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;45%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

diethyl malonate
105-53-3

diethyl malonate

5-[(2,2-bisethoxycarbonyl)ethyl]-8-hydroxyquinoline
33273-96-0

5-[(2,2-bisethoxycarbonyl)ethyl]-8-hydroxyquinoline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;40%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;
1,4,7,10-tetra-azacyclotridecane-11,13-dione
71248-02-7

1,4,7,10-tetra-azacyclotridecane-11,13-dione

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

4-[5'-(8'-hydroxyquinoline)]methylene-1,4,7,10-tetraaza-cyclotridecane

4-[5'-(8'-hydroxyquinoline)]methylene-1,4,7,10-tetraaza-cyclotridecane

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80 - 90℃; for 72h;34%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

1-benzyl-N-(prop-2-ynyl)aminopiperidine
1019508-30-5

1-benzyl-N-(prop-2-ynyl)aminopiperidine

5-(((1-benzylpiperidin-4-yl)(prop-2-ynyl)amino)methyl)quinolin-8-ol
1612831-79-4

5-(((1-benzylpiperidin-4-yl)(prop-2-ynyl)amino)methyl)quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;33.8%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

allyl alcohol
107-18-6

allyl alcohol

5-(allyloxy)methyl-8-hydroxyquinoline
2787-54-4

5-(allyloxy)methyl-8-hydroxyquinoline

Conditions
ConditionsYield
for 12h; Reflux;32.1%
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

triethyl phosphite
122-52-1

triethyl phosphite

8-hydroxy-5-quinolylmethylphosphonic acid diethyl ester
1452589-33-1

8-hydroxy-5-quinolylmethylphosphonic acid diethyl ester

Conditions
ConditionsYield
at 160℃; for 32h;24%
for 5h; Reflux;
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

sodium cyanide
143-33-9

sodium cyanide

2-(8-hydroxyquinolin-5-yl)acetonitrile
57434-83-0

2-(8-hydroxyquinolin-5-yl)acetonitrile

Conditions
ConditionsYield
In dimethyl sulfoxide at 90℃;
11-[3-(4,8-bis-tert-butoxycarbonyl-1,4,8,11tetraaza-cyclotetradec-1-ylmethyl)-benzyl]-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester
918907-56-9

11-[3-(4,8-bis-tert-butoxycarbonyl-1,4,8,11tetraaza-cyclotetradec-1-ylmethyl)-benzyl]-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester

5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

11-{3-[4,8-bis-tert-butoxycarbonyl-11-(8-hydroxy-quinolin-5-ylmethyl)-1,4,8,11tetraaza-cyclotetradec-1-ylmethyl]-benzyl}-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester
1062278-88-9

11-{3-[4,8-bis-tert-butoxycarbonyl-11-(8-hydroxy-quinolin-5-ylmethyl)-1,4,8,11tetraaza-cyclotetradec-1-ylmethyl]-benzyl}-1,4,8,11tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

4,8-bis-(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane
170161-28-1

4,8-bis-(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

di(tert-butyl) 4,8-bis((8-hydroxyquinolin-5-yl)methyl)-1,4,8,11-tetraazacyclotetradecane-1,11-dicarboxylate
1062278-95-8

di(tert-butyl) 4,8-bis((8-hydroxyquinolin-5-yl)methyl)-1,4,8,11-tetraazacyclotetradecane-1,11-dicarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

N,N'-bis(2-aminoethyl)-2-(5-methyl-8-hydroxyquinoline) malondiamide
352306-22-0

N,N'-bis(2-aminoethyl)-2-(5-methyl-8-hydroxyquinoline) malondiamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 40 percent / K2CO3 / dimethylformamide / 72 h / 20 °C
2: 38 percent / 120 h / 20 °C
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

12-(5'-8'-hydroxyquinolinic)methylene-1,4,7,10-tetraazacyclotridecane-11,13-dione

12-(5'-8'-hydroxyquinolinic)methylene-1,4,7,10-tetraazacyclotridecane-11,13-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / dimethylformamide / 72 h / 20 °C
2: 22.1 percent / ethanol / 240 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 40 percent / K2CO3 / dimethylformamide / 72 h / 20 °C
2: 14 percent / ethanol / 336000 h / Heating
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5-((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)quinolin-8-ol

5-((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)quinolin-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45 percent / DIEA / CH2Cl2 / 20 °C
2: 100 percent / HCl / diethyl ether / 20 °C
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5-((1,4,8,12-tetraazacyclopentadecan-8-yl)methyl)quinolin-8-ol

5-((1,4,8,12-tetraazacyclopentadecan-8-yl)methyl)quinolin-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / DIEA / CH2Cl2 / 20 °C
2: 100 percent / HCl / diethyl ether / 20 °C
View Scheme
5-(chloromethyl)quinolin-8-ol
10136-57-9

5-(chloromethyl)quinolin-8-ol

5,5'-(1,4,8,11-tetraazacyclotetradecane-1,11-diyl)bis(methylene)diquinolin-8-ol

5,5'-(1,4,8,11-tetraazacyclotetradecane-1,11-diyl)bis(methylene)diquinolin-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DIEA / CH2Cl2 / 20 °C
2: HCl / diethyl ether / 20 °C
View Scheme

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 .

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View