Product Name

  • Name

    8-Isoquinolinol

  • EINECS -0
  • CAS No. 3482-14-2
  • Article Data8
  • CAS DataBase
  • Density 1.26 g/cm3
  • Solubility
  • Melting Point 213 °C
  • Formula C9H7NO
  • Boiling Point 332.074 °C at 760 mmHg
  • Molecular Weight 145.161
  • Flash Point 154.633 °C
  • Transport Information
  • Appearance white solid
  • Safety
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 3482-14-2 (8-Isoquinolinol)
  • Hazard Symbols IrritantXi
  • Synonyms 8-Hydroxyisoquinoline;NSC 400234;Isoquinolin-8-ol;
  • PSA 33.12000
  • LogP 1.94040

Synthetic route

8-methoxyisoquinoline
1723-70-2

8-methoxyisoquinoline

isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

Conditions
ConditionsYield
Stage #1: 8-methoxyisoquinoline With boron tribromide In dichloromethane at 0 - 20℃; for 2.5h; Heating / reflux;
Stage #2: With methanol at -78 - 20℃; for 0.5h; Heating / reflux;		98%
With boron tribromide In dichloromethane for 1h; demethylation; Heating;83%
8-chloroisoquinoline
34784-07-1

8-chloroisoquinoline

isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

Conditions
ConditionsYield
With copper acetylacetonate; lithium hydroxide monohydrate; 1,3-bis(4-hydroxy-2,6-dimethylphenyl)urea In water; dimethyl sulfoxide at 130℃; for 24h; Inert atmosphere;72%
isoquinoline
119-65-3

isoquinoline

A

isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

cis-7,8-Dihydroisoquinolin-7,8-diol

cis-7,8-Dihydroisoquinolin-7,8-diol

C

5-hydroxyisoquinoline
2439-04-5

5-hydroxyisoquinoline

Conditions
ConditionsYield
biotransformation by Pseudomonas putida UV4;A 5 mg
B 43 mg
C 41 mg
...Expand
isoquinoline sulfate

isoquinoline sulfate

isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

Conditions
ConditionsYield
With sulfuric acid; sulfur trioxide at 300℃; Erhitzen des Reaktionsprodukts mit Natriumhydroxid unter Zusatz von Wasser auf 210grad;
ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: benzene / 5 h / Heating
1.2: ClCO2Et; (MeO)3P / 13 / 72 h / 20 °C
1.3: TiCl4 / 15 / 1 h / Heating
2.1: boron tribromide / dichloromethane / 1 h / Heating
View Scheme
2C9H6NO(1-)*Cu(2+)*5H2O

2C9H6NO(1-)*Cu(2+)*5H2O

isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

Conditions
ConditionsYield
With sodiumsulfide nonahydrate In ethanol at 40℃; for 20h;
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

C9H5Br2NO

C9H5Br2NO

Conditions
ConditionsYield
With bromine; sodium hydrogencarbonate In methanol at 20℃; for 0.0833333h;96%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

1,2,3,4-tetrahydro-8-hydroxyisoquinoline acetate
827309-88-6

1,2,3,4-tetrahydro-8-hydroxyisoquinoline acetate

Conditions
ConditionsYield
With hydrogen; acetic acid; platinum(IV) oxide In ethanol under 3000.3 Torr; for 18h;92%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

benzyl bromide
100-39-0

benzyl bromide

8-(benzyloxy)isoquinoline

8-(benzyloxy)isoquinoline

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile at 20℃;90%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester
444575-79-5

carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester

C19H17NO

C19H17NO

Conditions
ConditionsYield
With (S)-(+)-N-(3,5-dioxa-4-phosphacyclohepta-[2,1-a;3,4-a′]dinaphthalen-4-yl)dibenz[b,f]azepine; bis(1,5-cyclooctadiene)diiridium(I) dichloride In methanol at 25℃; for 0.1h; Inert atmosphere; enantioselective reaction;87%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside
3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

8-isoquinolinyl 2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranoside

8-isoquinolinyl 2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranoside

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In chloroform at 60℃;86%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester
444575-79-5

carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester

C18H15NO

C18H15NO

Conditions
ConditionsYield
With (S)-(+)-N-(3,5-dioxa-4-phosphacyclohepta-[2,1-a;3,4-a′]dinaphthalen-4-yl)dibenz[b,f]azepine; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,5-dichlorobenzoic acid In methanol at 25℃; for 10h; Inert atmosphere; enantioselective reaction;78%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester
444575-79-5

carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester

C18H15NO

C18H15NO

Conditions
ConditionsYield
With (S)-(+)-N-(3,5-dioxa-4-phosphacyclohepta-[2,1-a;3,4-a′]dinaphthalen-4-yl)dibenz[b,f]azepine; bis(1,5-cyclooctadiene)diiridium(I) dichloride In methanol at 25℃; for 0.1h; Inert atmosphere; enantioselective reaction;74%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

acetic acid
64-19-7

acetic acid

1,2,3,4-tetrahydro-8-hydroxyisoquinoline acetate
827309-88-6

1,2,3,4-tetrahydro-8-hydroxyisoquinoline acetate

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen at 65℃; for 48h;72%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

1,2,3,4-tetrahydroisoquinoline-8-ol
32999-37-4

1,2,3,4-tetrahydroisoquinoline-8-ol

Conditions
ConditionsYield
With sodium tetrahydroborate; acetic acid at 20℃; for 1h; Cooling;71%
4-chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine
659729-09-6

4-chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine

isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

8-(6-(4-(trifluoromethyl)phenyl)pyrimidin-4-yloxy)isoquinoline

8-(6-(4-(trifluoromethyl)phenyl)pyrimidin-4-yloxy)isoquinoline

Conditions
ConditionsYield
Stage #1: isoquinolin-8-ol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: 4-chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine In N,N-dimethyl-formamide Further stages.;		63%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

propyl bromide
106-94-5

propyl bromide

8-propoxy-isoquinoline
820238-28-6

8-propoxy-isoquinoline

Conditions
ConditionsYield
Stage #1: isoquinolin-8-ol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: propyl bromide In N,N-dimethyl-formamide at 20℃; for 1h;		63%
Stage #1: isoquinolin-8-ol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: propyl bromide In N,N-dimethyl-formamide at 0 - 20℃; for 1h;		63%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

3-acetamido-2,6-dichlorobenzyl methanesulfonate
206884-18-6

3-acetamido-2,6-dichlorobenzyl methanesulfonate

8-(3-acetamido-2,6-dichlorobenzyloxy)isoquinoline

8-(3-acetamido-2,6-dichlorobenzyloxy)isoquinoline

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide Substitution;25%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

(1R,3s,5S)-tert-butyl 3-((1s,4S)-4-hydroxycyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate
1430746-24-9

(1R,3s,5S)-tert-butyl 3-((1s,4S)-4-hydroxycyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

(1R,3s,5S)-tert-butyl 3-((1r,4R)-4-(isoquinolin-8-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate
1430745-59-7

(1R,3s,5S)-tert-butyl 3-((1r,4R)-4-(isoquinolin-8-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine In tetrahydrofuran at 20℃; for 19h; Inert atmosphere;16.2%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

methyl 2-[3-[4-bromo-2-(trifluoromethyl)phenoxy]phenyl]acetate

methyl 2-[3-[4-bromo-2-(trifluoromethyl)phenoxy]phenyl]acetate

methyl 2-[3-[4-(8-isoquinolyloxy)-2-(trifluoromethyl)phenoxy]phenyl]acetate

methyl 2-[3-[4-(8-isoquinolyloxy)-2-(trifluoromethyl)phenoxy]phenyl]acetate

Conditions
ConditionsYield
With copper(l) iodide; dimethylaminoacetic acid; caesium carbonate In 1,4-dioxane at 120℃; for 24h; Inert atmosphere; Sealed tube;12%
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

diethylaminopropylamine
104-78-9

diethylaminopropylamine

N,N-diethyl-N'-[8]isoquinolyl-propanediyldiamine

N,N-diethyl-N'-[8]isoquinolyl-propanediyldiamine

Conditions
ConditionsYield
With sulfur dioxide; water unter Druck;
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

8-aminoisoquinoline
23687-27-6

8-aminoisoquinoline

Conditions
ConditionsYield
With ammonium hydroxide; sulfur dioxide at 150 - 160℃;
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

4-fluoro-6-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)pyrimidine
862270-56-2

4-fluoro-6-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)pyrimidine

8-(6-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)pyrimidin-4-yloxy)isoquinoline

8-(6-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)pyrimidin-4-yloxy)isoquinoline

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 115℃; for 0.5h;
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

cefotaxime

cefotaxime

trimethylsilyl iodide
16029-98-4

trimethylsilyl iodide

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide
24589-78-4

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide

N-(trimethylsilyl)trifluoroacetamide
55982-15-5

N-(trimethylsilyl)trifluoroacetamide

syn-7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(8-hydroxyisoquinolinium-2-ylmethyl)-3-cephem-4-carboxylate

syn-7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(8-hydroxyisoquinolinium-2-ylmethyl)-3-cephem-4-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane; acetonitrile
...Expand
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

1-[(2R)-4-benzoyl-2-methyl-piperazin-1-yl]-2-bromo-propan-1-one
845654-95-7

1-[(2R)-4-benzoyl-2-methyl-piperazin-1-yl]-2-bromo-propan-1-one

C24H25N3O3
1190841-31-6

C24H25N3O3

Conditions
ConditionsYield
With caesium carbonate In acetone at 20℃; for 24h;
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

8-propoxy-isoquinoline 2-oxide hydrochloride

8-propoxy-isoquinoline 2-oxide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 1 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C
2.2: 0.08 h / 20 °C
View Scheme
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

1-chloro-8-propoxy-isoquinoline
1231948-58-5

1-chloro-8-propoxy-isoquinoline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 1 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C
2.2: 0.08 h / 20 °C
3.1: trichlorophosphate / 5 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C
2.2: 0.08 h / 20 °C
3.1: trichlorophosphate / 5 h / 90 °C
View Scheme
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

A

1-chloro-8-propoxy-isoquinoline-5-sulfonic acid
1231948-59-6

1-chloro-8-propoxy-isoquinoline-5-sulfonic acid

B

1-chloro-8-propoxy-isoquinoline-7-sulfonic acid
1231948-60-9

1-chloro-8-propoxy-isoquinoline-7-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 1 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C
2.2: 0.08 h / 20 °C
3.1: trichlorophosphate / 5 h / 90 °C
4.1: fuming sulphuric acid / water / 0.5 h / 0 °C
View Scheme
isoquinolin-8-ol
3482-14-2

isoquinolin-8-ol

1-chloro-8-propoxy-isoquinoline-5-sulfonic acid
1231948-59-6

1-chloro-8-propoxy-isoquinoline-5-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C
2.2: 0.08 h / 20 °C
3.1: trichlorophosphate / 5 h / 90 °C
4.1: sulfur trioxide; sulfuric acid / 0.5 h / 0 °C
View Scheme

8-Isoquinolinol Chemical Properties

Molecular structure of 8-Isoquinolinol (CAS NO.3482-14-2) is:

Product Name: 8-Isoquinolinol
CAS Registry Number: 3482-14-2
IUPAC Name: 2H-isoquinolin-8-one
Molecular Weight: 145.15798 [g/mol]
Molecular Formula: C9H7NO
XLogP3-AA: 1
H-Bond Donor: 1
H-Bond Acceptor: 2
Index of Refraction: 1.691
Molar Refractivity: 44.068 cm3
Molar Volume: 115.203 cm3
Surface Tension: 59.731 dyne/cm
Density: 1.26 g/cm3
Flash Point: 154.633 °C
Enthalpy of Vaporization: 59.761 kJ/mol
Boiling Point: 332.074 °C at 760 mmHg
Product Categories: Isoquinoline;blocks;Heterocycles;Quinolines;Heterocyclic Series;Quinoline&Isoquinoline;Building Blocks

8-Isoquinolinol Safety Profile

Hazard Codes: IrritantXi
Hazard Note: Irritant

8-Isoquinolinol Specification

 8-Isoquinolinol , its cas register number is 3482-14-2. It also can be called 8-Hydroxyisoquinoline ; Isoquinolin-8-ol ; 8-Isoquinolinol(6CI,7CI,8CI,9CI) ; 2H-isoquinolin-8-one .

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