Product Name

  • Name

    5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE

  • EINECS
  • CAS No. 4053-45-6
  • Article Data42
  • CAS DataBase
  • Density 1.355g/cm3
  • Solubility
  • Melting Point 280 °C (decomp)
  • Formula C10H8ClNO
  • Boiling Point 388.1 °C at 760 mmHg
  • Molecular Weight 230.094
  • Flash Point 188.5 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 4053-45-6 (5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE)
  • Hazard Symbols
  • Synonyms 5-(CHLOROMETHYL)QUINOLIN-8-OL HYDROCHLORIDE;5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE;IFLAB-BB F2124-0006;TIMTEC-BB SBB000700;5-(Chloromethyl)-8-hydroxyquinoline hydrochloride;8-quinolinol, 5-(chloromethyl)-;5-(Chloromethyl)-8-quinolinol;8-Quinolinol, 5-(chloromethyl)-, hydrochloride
  • PSA 33.12000
  • LogP 3.48120

Synthetic route

8-quinolinol
148-24-3

8-quinolinol

formaldehyd
50-00-0

formaldehyd

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 0 - 20℃; for 4h;99%
With hydrogenchloride In water at 0 - 20℃; for 8h;98%
With hydrogenchloride In water at 0 - 20℃; for 8h; Product distribution / selectivity;98%
hydrogenchloride
7647-01-0

hydrogenchloride

8-quinolinol
148-24-3

8-quinolinol

formaldehyd
50-00-0

formaldehyd

water
7732-18-5

water

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

...Expand
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

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

5-(hydroxymethyl)-8-hydroxyquinoline

Conditions
ConditionsYield
With ammonium hydroxide In diethyl ether99.99%
With ammonium hydroxide In water at 20℃; for 0.25h; pH=9 - 10;99%
With ammonia In water86%
With ammonium hydroxide Substitution;
methanol
67-56-1

methanol

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-methoxymethyl-8-hydroxy-7-quinoline
7545-59-7

5-methoxymethyl-8-hydroxy-7-quinoline

Conditions
ConditionsYield
With sodium hydrogencarbonate Heating;99%
Stage #1: methanol; 5-chloromethyl-8-hydroxyquinoline hydrochloride for 2h; Inert atmosphere; Reflux;
Stage #2: With ammonium hydroxide In diethyl ether; water pH=8 - 10;		88%
Stage #1: methanol; 5-chloromethyl-8-hydroxyquinoline hydrochloride Reflux;
Stage #2: With ammonium hydroxide In diethyl ether		42%
With sodium hydrogencarbonate for 2h; Reflux;
piperazine-1-carbaldehyde
7755-92-2

piperazine-1-carbaldehyde

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-(4-formylpiperazinomethyl)-8-hydroxyquinoline

5-(4-formylpiperazinomethyl)-8-hydroxyquinoline

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chloroform for 48h;95%
2-Aminomethylthiophene
27757-85-3

2-Aminomethylthiophene

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

JLK 1535
1215290-42-8

JLK 1535

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 24h;95%
4-aminomethyl-cyclohexanecarboxylic acid
1197-17-7, 1197-18-8, 701-54-2

4-aminomethyl-cyclohexanecarboxylic acid

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

4-((bis((8-hydroxyquinolin-5-yl)methyl)amino)methyl)-cyclohexanecarboxylic acid
1215290-47-3

4-((bis((8-hydroxyquinolin-5-yl)methyl)amino)methyl)-cyclohexanecarboxylic acid

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 24h;95%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-((aminooxy)methyl)quinolin-8-ol

5-((aminooxy)methyl)quinolin-8-ol

Conditions
ConditionsYield
With hydroxylamine; sodium hydrogencarbonate In tetrahydrofuran Reflux;94%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

di-n-propylamine
142-84-7

di-n-propylamine

5-dipropylaminomethyl-quinolin-8-ol
7545-63-3

5-dipropylaminomethyl-quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.416667h;93%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

diphenylamine
122-39-4

diphenylamine

5-((diphenylamino)methyl)-quinolin-8-ol
1065474-08-9

5-((diphenylamino)methyl)-quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.416667h;91%
With triethylamine In dichloromethane at 20℃;
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

5-(N'-boc-piperazinomethyl)-8-hydroxyquinoline

5-(N'-boc-piperazinomethyl)-8-hydroxyquinoline

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃;91%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

N-Benzoylpiperazine
13754-38-6

N-Benzoylpiperazine

5-(4-benzoylpiperazin-1-ylmethyl)-quinolin-8-ol
1103590-34-6

5-(4-benzoylpiperazin-1-ylmethyl)-quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.416667h;90%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-azidomethyl-8-hydroxyquinoline
1005143-73-6

5-azidomethyl-8-hydroxyquinoline

Conditions
ConditionsYield
With sodium azide In acetone for 20h; Heating;90%
With sodium azide In acetone for 24h; Reflux;85%
With sodium azide In acetone for 20h; Reflux; Inert atmosphere;77%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5,5'-((tetrahydrofuran-2-yl)methylazanediyl)bis(methylene)-diquinolin-8-ol
1215290-43-9

5,5'-((tetrahydrofuran-2-yl)methylazanediyl)bis(methylene)-diquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 24h;90%
p-Trifluoromethylbenzylamine
3300-51-4

p-Trifluoromethylbenzylamine

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5,5'-(4-(trifluoromethoxy)benzylazanediyl)bis(methylene)diquinolin-8-ol
1215290-40-6

5,5'-(4-(trifluoromethoxy)benzylazanediyl)bis(methylene)diquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 24h;90%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

benzyl alcohol
100-51-6

benzyl alcohol

5-benzyloxymethyl-8-hydroxy-quinoline hydrochloride
1052523-62-2

5-benzyloxymethyl-8-hydroxy-quinoline hydrochloride

Conditions
ConditionsYield
at 90℃; for 2h; Inert atmosphere;90%
at 110℃;
2-[(2,2-dichloroethyl)(4-(4-nitrophenoxy)benzyl)amino]ethanol
1327167-54-3

2-[(2,2-dichloroethyl)(4-(4-nitrophenoxy)benzyl)amino]ethanol

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-((2-((2,2-dichloroethyl)(4-(4-nitrophenoxy)benzyl)amino)ethoxy)methyl)quinolin-8-ol
1327167-53-2

5-((2-((2,2-dichloroethyl)(4-(4-nitrophenoxy)benzyl)amino)ethoxy)methyl)quinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetone for 8h; Reflux;90%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-(hydrazinylmethyl)quinolin-8-ol

5-(hydrazinylmethyl)quinolin-8-ol

Conditions
ConditionsYield
With sodium hydrogencarbonate; hydrazine In tetrahydrofuran Reflux;90%
morpholine
110-91-8

morpholine

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-(morpholin-4-ylmethyl)-quinolin-8-ol

5-(morpholin-4-ylmethyl)-quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.416667h;88%
In chloroform at 5 - 20℃;59%
potassium cyanide

potassium cyanide

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

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

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

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 19h; Inert atmosphere; Molecular sieve;88%
With molecular sieve 4Å In N,N-dimethyl-formamide at 20℃; for 19h; Inert atmosphere;88%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

sulfanilamide
63-74-1

sulfanilamide

4-{[(8-hydroxyquinolin-5-yl)methyl]amino}benzenesulfonamide
1259419-39-0

4-{[(8-hydroxyquinolin-5-yl)methyl]amino}benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; Reflux;87.8%
With triethylamine In acetonitrile Activation energy; Heating;
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

1-prop-2-ynylpiperazine
52070-67-4

1-prop-2-ynylpiperazine

5-((4-propargylpiperazin-1-yl)methyl)-8-hydroxyquinol

5-((4-propargylpiperazin-1-yl)methyl)-8-hydroxyquinol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chloroform at 0 - 20℃; for 24h;86%
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

2-aminomethyl-1-methyl-1H-pyrrole
69807-81-4

2-aminomethyl-1-methyl-1H-pyrrole

5,5'-((1-methyl-1H-pyrrol-2-yl)methylazanediyl)bis-(methylene)diquinolin-8-ol
1215290-44-0

5,5'-((1-methyl-1H-pyrrol-2-yl)methylazanediyl)bis-(methylene)diquinolin-8-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 24h;86%
ethanol
64-17-5

ethanol

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-Ethoxymethyl-8-hydroxyquinolin-1-ium chloride

5-Ethoxymethyl-8-hydroxyquinolin-1-ium chloride

Conditions
ConditionsYield
for 3h; Reflux;86%
at 90℃; for 2h;
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

4-(4-chloranylphenyl)-2,6-dimethyl-3,5-bis-(1-oxidanylideneethyl)-1,4-dihydropyridine
173171-93-2

4-(4-chloranylphenyl)-2,6-dimethyl-3,5-bis-(1-oxidanylideneethyl)-1,4-dihydropyridine

1,1'-(4-(4-chlorophenyl)-1-((8-hydroxyquinolin-5-yl)methyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-diyl)diethanone

1,1'-(4-(4-chlorophenyl)-1-((8-hydroxyquinolin-5-yl)methyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-diyl)diethanone

Conditions
ConditionsYield
With potassium carbonate; triethylamine In N,N-dimethyl-formamide at 80℃; for 12h;86%
diaminodecane
646-25-3

diaminodecane

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

C50H52N6O4
81409-97-4

C50H52N6O4

Conditions
ConditionsYield
With triethylamine In toluene for 2.5h; Heating;85%
Methyl 2,2-dimethyl-3-hydroxypropionate
14002-80-3

Methyl 2,2-dimethyl-3-hydroxypropionate

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-(2-carbomethoxy-2-methyl)propyloxymethyl-8-hydroxy-7-quinoline
1245934-94-4

5-(2-carbomethoxy-2-methyl)propyloxymethyl-8-hydroxy-7-quinoline

Conditions
ConditionsYield
Stage #1: Methyl 2,2-dimethyl-3-hydroxypropionate; 5-chloromethyl-8-hydroxyquinoline hydrochloride for 2h; Inert atmosphere; Reflux;
Stage #2: With ammonium hydroxide In diethyl ether; water pH=8 - 10;		85%
propan-1-ol
71-23-8

propan-1-ol

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-n-Propoxymethyl-8-hydroxyquinolin-1-ium chloride

5-n-Propoxymethyl-8-hydroxyquinolin-1-ium chloride

Conditions
ConditionsYield
for 3h; Reflux;85%
at 90℃; for 2h;
5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

5-{[(2-hydroxyethyl)sulflanyl]methyl}quinolin-8-ol

5-{[(2-hydroxyethyl)sulflanyl]methyl}quinolin-8-ol

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran for 8h; Reflux;85%
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

5-dimethylaminomethyl-quinolin-8-ol
7545-62-2

5-dimethylaminomethyl-quinolin-8-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.416667h;84%
potassium cyanide
151-50-8

potassium cyanide

5-chloromethyl-8-hydroxyquinoline hydrochloride
4053-45-6

5-chloromethyl-8-hydroxyquinoline hydrochloride

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

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

Conditions
ConditionsYield
In dimethyl sulfoxide at 95℃; for 1h;84%

5-(Chloromethyl)-8-quinolinol Chemical Properties

IUPAC Name: 5-(Chloromethyl)quinolin-8-ol
CAS NO: 4053-45-6
Molecular Formula: C10H8ClNO
Molecular Weight: 193.6296
Molecular Structure: 
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 22.12 Å2
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 
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
Std. InChI: InChI=1S/C10H8ClNO/c11-6-7-3-4-9(13)10-8(7)2-1-5-12-10/h1-5,13H,6H2
Std. InChIKey: JGOBHUWKRDXZEY-UHFFFAOYSA-N

5-(Chloromethyl)-8-quinolinol Safety Profile

Safety Information about 5-(Chloromethyl)-8-quinolinol (CAS NO.4053-45-6):
Hazard Codes: IrritantXi

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