Product Name

  • Name

    5,7-Dichloro-8-hydroxyquinaldine

  • EINECS 200-789-3
  • CAS No. 72-80-0
  • Article Data17
  • CAS DataBase
  • Density 1.467 g/cm3
  • Solubility insoluble in water
  • Melting Point 108-112 °C (dec.)(lit.)
  • Formula C10H7Cl2NO
  • Boiling Point 350.7 °C at 760 mmHg
  • Molecular Weight 228.078
  • Flash Point 165.9 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance yellowish to beige-brown powder
  • Safety 26-36-36/37/39-45
  • Risk Codes 22-36/37/38-23/24/25
  • Molecular Structure Molecular Structure of 72-80-0 (5,7-Dichloro-8-hydroxyquinaldine)
  • Hazard Symbols HarmfulXn,ToxicT
  • Synonyms 5,7-Dichloro-2-methyl-8-hydroxyquinoline;5,7-Dichloro-2-methyl-8-quinolinol;5,7-Dichloro-2-styrylquinoline;5,7-Dichloro-8-hydroxy-2-methylquinoline;5,7-Dichloro-8-hydroxyquinaldine;5,7-Dichloro-8-quinaldinol;Chloquinan;Chlorchinaldin;Chlorguinaldon;Florabina;Gyno-Sterosan;Gynotherax;Hydroxydichloroquinaldinol;Intensol;Quesil;Saprosan;Siogen;Siogenal;Siogene;Siogeno;Siogenon;Siosept;Siosteran;Sterosan;Steroxin;Sterozan;Vagisteran;
  • PSA 33.12000
  • LogP 3.55560

Synthetic route

2-methyl-8-quinolinol
826-81-3

2-methyl-8-quinolinol

chloroquinaldol
72-80-0

chloroquinaldol

Conditions
ConditionsYield
With aluminum (III) chloride; N-chloro-succinimide In dichloromethane at 35℃; for 8h; Temperature; Solvent; Darkness; Green chemistry;98.8%
With hydrogenchloride; chlorine In water Reagent/catalyst; Inert atmosphere; Darkness;98.9%
With hydrogenchloride; sodium hypochlorite In water at 20 - 30℃; for 4.5h; Temperature;97.7%
5,7-dichloro-8-hydroxyquinoline 1-oxide
21168-33-2

5,7-dichloro-8-hydroxyquinoline 1-oxide

methylmagnesium chloride
676-58-4

methylmagnesium chloride

chloroquinaldol
72-80-0

chloroquinaldol

Conditions
ConditionsYield
With copper(l) chloride; magnesium chloride In diethyl ether at 23℃; for 12h; Grignard Reaction; Inert atmosphere;63%
2-methyl-8-quinolinol
826-81-3

2-methyl-8-quinolinol

dichlorohydantoin
4369-36-2

dichlorohydantoin

chloroquinaldol
72-80-0

chloroquinaldol

Conditions
ConditionsYield
With acetic acid for 3h; Cooling with ice;
chloroquinaldol
72-80-0

chloroquinaldol

5,7-dichloro-8-hydroxy-2-quinolinecarboxaldehyde
24010-07-9

5,7-dichloro-8-hydroxy-2-quinolinecarboxaldehyde

Conditions
ConditionsYield
With selenium(IV) oxide In 1,4-dioxane at 50 - 80℃; for 3h;100%
With selenium(IV) oxide In 1,4-dioxane at 80℃; for 12h;80%
With selenium(IV) oxide In 1,4-dioxane at 55 - 80℃;2.1 g
With selenium(IV) oxide In 1,4-dioxane at 80℃; for 12h;
chloroquinaldol
72-80-0

chloroquinaldol

5,7-dichloro-2-methyl-quinoline-8-oxysulfonyl fluoride

5,7-dichloro-2-methyl-quinoline-8-oxysulfonyl fluoride

Conditions
ConditionsYield
Stage #1: chloroquinaldol With triethylamine In acetonitrile at 20℃; for 0.166667h;
Stage #2: With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile for 1h;
97%
Stage #1: chloroquinaldol With triethylamine In acetonitrile at 20℃; for 0.166667h;
Stage #2: With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile for 1h; Inert atmosphere;
97%
chloroquinaldol
72-80-0

chloroquinaldol

tert-butylphenylphosphinic acid chloride
4923-85-7

tert-butylphenylphosphinic acid chloride

5,7-dichloro-2-methylquinolin-8-yl tert-butyl(phenyl)posphinate
1227180-25-7

5,7-dichloro-2-methylquinolin-8-yl tert-butyl(phenyl)posphinate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 24h; Reflux; Inert atmosphere;96%
{Ir(mppy)2Cl}2

{Ir(mppy)2Cl}2

chloroquinaldol
72-80-0

chloroquinaldol

C34H26Cl2IrN3O

C34H26Cl2IrN3O

Conditions
ConditionsYield
In ethanol; acetone at 85℃; for 5h; Solvent; Temperature;95.3%
diiodo(p-cymene)ruthenium(II) dimer

diiodo(p-cymene)ruthenium(II) dimer

chloroquinaldol
72-80-0

chloroquinaldol

[(η6-p-cymene)Ru(2-methyl-5,7-dichloro-8-hydroxyquinolinato)I]

[(η6-p-cymene)Ru(2-methyl-5,7-dichloro-8-hydroxyquinolinato)I]

Conditions
ConditionsYield
In methanol; dichloromethane at 65℃; for 6h; Reflux;95.2%
chloroquinaldol
72-80-0

chloroquinaldol

cis-dichlorobis(dimethylsulfoxide)platinum(II)
75992-73-3, 25794-47-2, 30729-25-0, 15274-33-6, 22840-91-1, 14568-13-9

cis-dichlorobis(dimethylsulfoxide)platinum(II)

C12H12Cl3NO2PtS

C12H12Cl3NO2PtS

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 80℃; for 12h; Solvent; Temperature;95%
chloroquinaldol
72-80-0

chloroquinaldol

methyl iodide
74-88-4

methyl iodide

5,7-dichloro-8-methoxy-2-methylquinoline
1053246-24-4

5,7-dichloro-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
Stage #1: chloroquinaldol With potassium tert-butylate In tetrahydrofuran for 3h; Reflux; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 6h; Inert atmosphere;
94%
With sodium hydroxide; tetrabutylammomium bromide In tetrahydrofuran at 40℃; for 30h;83%
chloroquinaldol
72-80-0

chloroquinaldol

3,5-dihydroxybenzaldehyde
26153-38-8

3,5-dihydroxybenzaldehyde

5,7-dichloro-2-[2-(3,5-dihydroxyphenyl)vinyl]quinolin-8-ol
1251918-08-7

5,7-dichloro-2-[2-(3,5-dihydroxyphenyl)vinyl]quinolin-8-ol

Conditions
ConditionsYield
Stage #1: chloroquinaldol; 3,5-dihydroxybenzaldehyde With acetic anhydride for 24h; Reflux;
Stage #2: With pyridine In water for 3h; Reflux;
93%
chloroquinaldol
72-80-0

chloroquinaldol

2-hydroxy-5-acetyloxybenzaldehyde
64418-88-8

2-hydroxy-5-acetyloxybenzaldehyde

5,7-dichloro-2-[2-(2-hydroxy-5-acetoxyphenyl)vinyl]quinolin-8-ol

5,7-dichloro-2-[2-(2-hydroxy-5-acetoxyphenyl)vinyl]quinolin-8-ol

Conditions
ConditionsYield
Stage #1: chloroquinaldol; 2-hydroxy-5-acetyloxybenzaldehyde With acetic anhydride for 24h; Reflux;
Stage #2: With pyridine In water for 3h; Reflux;
93%
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

chloroquinaldol
72-80-0

chloroquinaldol

C20H21Cl3IrNO

C20H21Cl3IrNO

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 20℃; under 760.051 Torr; for 12h;93%
chloroquinaldol
72-80-0

chloroquinaldol

5-acetoxy-2-nitro-benzaldehyde
76143-12-9

5-acetoxy-2-nitro-benzaldehyde

(E)-2-(5-acetoxy-2-nitrostyryl)-5,7-dichloroquinolin-8-yl acetate

(E)-2-(5-acetoxy-2-nitrostyryl)-5,7-dichloroquinolin-8-yl acetate

Conditions
ConditionsYield
at 150℃;92%
chloroquinaldol
72-80-0

chloroquinaldol

acetic anhydride
108-24-7

acetic anhydride

8-acetoxy-5,7-dichloro-2-methylquinoline
27039-48-1

8-acetoxy-5,7-dichloro-2-methylquinoline

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 6h;91%
chloroquinaldol
72-80-0

chloroquinaldol

8-hydroxy-5,7-dichloro-2-(d3)methylquinoline

8-hydroxy-5,7-dichloro-2-(d3)methylquinoline

Conditions
ConditionsYield
With water-d2; benzoic acid at 120℃; for 4h;91%
With water-d2; benzoic acid at 120℃; for 16h; Inert atmosphere; Schlenk technique;
chloroquinaldol
72-80-0

chloroquinaldol

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

(E)-5,7-dichloro-2-(2-nitrostyryl)quinolin-8-yl acetate

(E)-5,7-dichloro-2-(2-nitrostyryl)quinolin-8-yl acetate

Conditions
ConditionsYield
at 150℃;91%
chloroquinaldol
72-80-0

chloroquinaldol

benzyl bromide
100-39-0

benzyl bromide

8-(benzyloxy)-5,7-dichloro-2-methylquinoline
24010-00-2

8-(benzyloxy)-5,7-dichloro-2-methylquinoline

Conditions
ConditionsYield
With potassium carbonate In acetone for 5h; Reflux;91%
chloroquinaldol
72-80-0

chloroquinaldol

2,4-dinitrobenzaldehyde
528-75-6

2,4-dinitrobenzaldehyde

acetic anhydride
108-24-7

acetic anhydride

5,7-dichloro-2-[2-(2,4-dinitrophenyl)vinyl]quinolin-8-yl acetate

5,7-dichloro-2-[2-(2,4-dinitrophenyl)vinyl]quinolin-8-yl acetate

Conditions
ConditionsYield
With acetic acid at 130℃; Inert atmosphere;91%
4,7-dichloro-1,10-phenanthroline
5394-23-0

4,7-dichloro-1,10-phenanthroline

chloroquinaldol
72-80-0

chloroquinaldol

cobalt(II) salt

cobalt(II) salt

C32H18Cl6CoN4O2

C32H18Cl6CoN4O2

Conditions
ConditionsYield
In methanol; acetonitrile at 80℃; for 24h;90.8%
chloroquinaldol
72-80-0

chloroquinaldol

dipyrazine[2,3-f:2’,3’-h]quinoxaline
217-90-3

dipyrazine[2,3-f:2’,3’-h]quinoxaline

cobalt(II) salt

cobalt(II) salt

C34H20Cl4CoN6O2

C34H20Cl4CoN6O2

Conditions
ConditionsYield
In methanol; acetonitrile at 80℃; for 24h;90.5%
[iridium(III)(μ-chloro)(2-phenylpyridine)2]2

[iridium(III)(μ-chloro)(2-phenylpyridine)2]2

chloroquinaldol
72-80-0

chloroquinaldol

C32H22Cl2IrN3O

C32H22Cl2IrN3O

Conditions
ConditionsYield
In ethanol; water at 70℃; for 12h; Solvent; Temperature;90.21%
sodium tetrafluoroborate
13755-29-8

sodium tetrafluoroborate

[RuCl2(hexamethylbenzene)]2

[RuCl2(hexamethylbenzene)]2

chloroquinaldol
72-80-0

chloroquinaldol

[(η6-hexamethylbenzene)Ru(η2-N,O-5,7-dichloro-2-methyl-8-hydroxyquinolate)(H2O)]BF4
1202404-57-6

[(η6-hexamethylbenzene)Ru(η2-N,O-5,7-dichloro-2-methyl-8-hydroxyquinolate)(H2O)]BF4

Conditions
ConditionsYield
With Ag2SO4 In water under inert atm.; mixt. of ((C6(CH3)6)RuCl2)2 (0.082 mmol) and Ag2SO4 (0.163 mmol) in H2O stirred for 2 h in dark at room temp., soln. filtered,NC9H3Cl2MeOH (0.163 mmol) added, stirred for 2 h in dark at room temp., pptd. by satd. aq. soln. of NaBF4; crystd. from H2O; elem. anal.;90%
chloroquinaldol
72-80-0

chloroquinaldol

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl (5,7-dichloro-2-methylquinolin-8-yl)carbonate

tert-butyl (5,7-dichloro-2-methylquinolin-8-yl)carbonate

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran at 80℃; for 12h; Inert atmosphere;90%
With dmap; triethylamine In tetrahydrofuran at 80℃; for 12h; Inert atmosphere;90%
dipyridil[3,2-a:2',3'-c]phenazine
19535-47-8

dipyridil[3,2-a:2',3'-c]phenazine

chloroquinaldol
72-80-0

chloroquinaldol

cobalt(II) salt

cobalt(II) salt

C38H22Cl4CoN6O2

C38H22Cl4CoN6O2

Conditions
ConditionsYield
In methanol; acetonitrile at 80℃; for 24h;89.2%
4,4'-dimethyl-2,2'-bipyridines
1134-35-6

4,4'-dimethyl-2,2'-bipyridines

chloroquinaldol
72-80-0

chloroquinaldol

ytterbium(III) nitrate hexahydrate

ytterbium(III) nitrate hexahydrate

[Yb(4,4'-dimethyl-2,2'-bipyridyl)(ClQ)2NO3]

[Yb(4,4'-dimethyl-2,2'-bipyridyl)(ClQ)2NO3]

Conditions
ConditionsYield
at 80℃; for 72h;89.11%
chloroquinaldol
72-80-0

chloroquinaldol

2,4-dichloro-6-formylphenyl acetate
1309272-63-6

2,4-dichloro-6-formylphenyl acetate

acetic anhydride
108-24-7

acetic anhydride

5,7-dichloro-2-[2-(2-acetoxy-3,5-dichlorophenyl)vinyl]quinolin-8-yl acetate

5,7-dichloro-2-[2-(2-acetoxy-3,5-dichlorophenyl)vinyl]quinolin-8-yl acetate

Conditions
ConditionsYield
With acetic acid at 130℃; Inert atmosphere;88%
chloroquinaldol
72-80-0

chloroquinaldol

salicylaldehyde
90-02-8

salicylaldehyde

5,7-dichloro-2-[2-(2-hydroxyphenyl)vinyl]quinolin-8-ol
1415220-29-9

5,7-dichloro-2-[2-(2-hydroxyphenyl)vinyl]quinolin-8-ol

Conditions
ConditionsYield
Stage #1: chloroquinaldol; salicylaldehyde With acetic anhydride for 24h; Reflux;
Stage #2: With pyridine In water for 3h; Reflux;
87%
chloroquinaldol
72-80-0

chloroquinaldol

trimethyl gallium
1445-79-0

trimethyl gallium

(5,7-dichloro-2-methyl-8-quinolinolato)dimethyl gallium

(5,7-dichloro-2-methyl-8-quinolinolato)dimethyl gallium

Conditions
ConditionsYield
In toluene at 24.84℃; for 16h; Inert atmosphere;87%
chloroquinaldol
72-80-0

chloroquinaldol

5,7-dichloro-8-hydroxy-2-methylquinoline 1-oxide
63504-03-0

5,7-dichloro-8-hydroxy-2-methylquinoline 1-oxide

Conditions
ConditionsYield
With phosphoric acid; dihydrogen peroxide; molybdenum(VI) oxide In water; acetonitrile at 50℃;87%
chloroquinaldol
72-80-0

chloroquinaldol

5-fluoro-2-nitrobenzaldehyde
395-81-3

5-fluoro-2-nitrobenzaldehyde

(E)-5,7-dichloro-2-(5-fluoro-2-nitrostyryl)quinolin-8-yl acetate

(E)-5,7-dichloro-2-(5-fluoro-2-nitrostyryl)quinolin-8-yl acetate

Conditions
ConditionsYield
at 150℃;87%
chloroquinaldol
72-80-0

chloroquinaldol

2-nitroveratraldehyde
20357-25-9

2-nitroveratraldehyde

(E)-5,7-dichloro-2-(4,5-dimethoxy-2-nitrostyryl)quinolin-8-yl acetate

(E)-5,7-dichloro-2-(4,5-dimethoxy-2-nitrostyryl)quinolin-8-yl acetate

Conditions
ConditionsYield
at 150℃;87%

Chlorquinaldol Chemical Properties

The molecular formula of CHLOROQUINALDOL(72-80-0)  is C10H7Cl2NO and its formula weight is 228.07.
The density of CHLOROQUINALDOL(72-80-0)  is  and it has a melting point of  108-112 °C (dec.)(lit.).
The chemical synonyms of  CHLOROQUINALDOL(72-80-0) are 5,7-Dichloro-2-methyl-8-hydroxyquinoline;5,7-dichloro-2-methyl-8-quinolino;8-Quinolinol, 5,7-dichloro-2-methyl-;Afungil;Chloquinan;Chlorchinaldin;Chlorchinaldol;Chlorguinaldon
The molecular structure of CHLOROQUINALDOL(72-80-0) :

Chlorquinaldol Toxicity Data With Reference

1.   

orl-rat LD50:660 mg/kg

   29ZVAB    Handbook of Analytical Toxicology ,Sunshine, I., ed.,Cleveland, OH.: Chemical Rubber Co.,1969,33.
2.   

orl-dog LD50:2250 mg/kg

   29ZVAB    Handbook of Analytical Toxicology ,Sunshine, I., ed.,Cleveland, OH.: Chemical Rubber Co.,1969,33.
3.   

orl-rbt LD50:160 mg/kg

   29ZVAB    Handbook of Analytical Toxicology ,Sunshine, I., ed.,Cleveland, OH.: Chemical Rubber Co.,1969,33.

Chlorquinaldol Safety Profile

Poison by ingestion. When heated to decomposition it emits very toxic fumes of Cl and NOx.
Hazard Codes  Xn,T
Risk Statements  22-36/37/38-23/24/25
Safety Statements  26-36-36/37/39-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  VC5600000
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