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5,7-Dibromoquinolin-8-ol

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Name

5,7-Dibromoquinolin-8-ol

EINECS 208-317-8
CAS No. 521-74-4 Density 2.052 g/cm3
PSA 33.12000 LogP 3.46540
Solubility N/A Melting Point 198-200 °C(lit.)
Formula C9H5Br2NO Boiling Point 370.5 °C at 760 mmHg
Molecular Weight 302.953 Flash Point 177.9 °C
Transport Information N/A Appearance almost white powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 521-74-4 (5,7-DIBROMO-8-HYDROXYQUINOLINE) Hazard Symbols IrritantXi
Synonyms

5,7-Dibromo-8-hydroxyquinoline;5,7-Dibromo-8-quinolinol;Brodiar;Broxyquinolin;Colepur;Colipar;Dibromoksin;Dibromoxine;Dibromoxyquinoline;Fenilor;Intensopan;NSC 1810;NSC 74937;Paramiba;

Article Data 45

5,7-Dibromoquinolin-8-ol Synthetic route

148-24-3

8-quinolinol

521-74-4

broxyquinoline

Conditions
ConditionsYield
With bromine; sodium hydrogencarbonate In methanol at 20℃; for 0.0833333h;99%
With bromine In methanol at 20℃; for 0.0833333h;97%
Stage #1: 8-quinolinol With bromine; sodium hydrogencarbonate In methanol at 20℃; for 0.0833333h;
Stage #2: With sodium sulfite In methanol; water at 20℃;
97%
504-29-0

2-aminopyridine

521-74-4

broxyquinoline

Conditions
ConditionsYield
With dihydrogen peroxide; potassium bromide at 25℃; bromination by the enzyme chloroperoxidase from Caldariomyces fumago in buffered solution of pH 2.7;79%
148-24-3

8-quinolinol

A

1198-14-7

5-bromo-8-hydroxyquinoline

B

521-74-4

broxyquinoline

Conditions
ConditionsYield
With tribromo-isocyanuric acid In acetonitrile at 20℃; regioselective reaction;A 72%
B 11%
With bromine; acetic acid
148-24-3

8-quinolinol

A

521-74-4

broxyquinoline

B

13019-32-4

7-bromo-8-hydroxyquinoline

Conditions
ConditionsYield
With bromine In chloroform at 20℃; for 48h; Darkness;A 37%
B 51%
148-24-3

8-quinolinol

A

1198-14-7

5-bromo-8-hydroxyquinoline

B

521-74-4

broxyquinoline

C

13019-32-4

7-bromo-8-hydroxyquinoline

Conditions
ConditionsYield
With hydrogen bromide; isopentyl nitrite In dichloromethane at 20℃; for 16h;A 15%
B 70 % Spectr.
C 15%
36107-02-5

5,7-dibromo-8-aminoquinoline

521-74-4

broxyquinoline

Conditions
ConditionsYield
Diazotization.durch Kochen der Diazoniumsalz-Loesung mit Wasser;
7647-01-0

hydrogenchloride

5852-78-8

8-hydroxy-quinoline-5-carboxylic acid

7726-95-6

bromine

521-74-4

broxyquinoline

7647-01-0

hydrogenchloride

101439-77-4

2-(8-hydroxy-quinoline-7-carbonyl)-benzoic acid

7726-95-6

bromine

521-74-4

broxyquinoline

7726-95-6

bromine

13019-32-4

7-bromo-8-hydroxyquinoline

521-74-4

broxyquinoline

2598-30-3

8-hydroxyquinoline-5-carbaldehyde

7726-95-6

bromine

64-19-7

acetic acid

521-74-4

broxyquinoline

5,7-Dibromoquinolin-8-ol Chemical Properties

IUPAC Name:   5,7-Dibromoquinolin-8-ol
Synonyms:  5, 7-Dibromo-8-quinolinol ; 5, 7-Dibromoquinolin-8-ol ; 5,7-Dibromo-8-Hydroxyquinoline ; 5,7-dibromo-8-quinolinol ; 5,7-Dibromooxine ; 5,7-Dibromo-oxine 
The Molecular Formula of  5, 7-Dibromo-8-quinolinol (521-74-4) :C9H5Br2NO
The Molecular Weight of   5, 7-Dibromo-8-quinolinol (521-74-4):302.9501 g/mol
The Molecular Structure of  5, 7-Dibromo-8-quinolinol (521-74-4):
Index of Refraction: 1.738
Molar Refractivity: 59.44 cm3
Molar Volume: 147.5  cm3
Polarizability: 10-24 cm3
Surface Tension: 66.4 dyne/cm
Density: 2.052 g/ cm3
Flash Point: 177.9 °C
Enthalpy of Vaporization: 64.17 kJ/mol
Boiling Point: 370.5 °C at 760 mmHg
Vapour Pressure: 5.15E-06 mmHg at 25°C

5,7-Dibromoquinolin-8-ol Uses

  5, 7-Dibromo-8-quinolinol (521-74-4) can be used as analytical reagent.

5,7-Dibromoquinolin-8-ol Toxicity Data With Reference

1.    

orl-chd TDLo:1000 mg/kg/27D:CNS,PUL

    LANCAO    Lancet. 1 (1968),922.
2.    

orl-rat LDLo:10 g/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 4 (1970),27.
3.    

ipr-rat LD50:1140 mg/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 4 (1970),27.
4.    

orl-mus LD50:7420 mg/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 4 (1970),27.
5.    

ipr-mus LD50:325 mg/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 4 (1970),27.

5,7-Dibromoquinolin-8-ol Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

5,7-Dibromoquinolin-8-ol Safety Profile

Poison by intraperitoneal route. Mildly toxic by ingestion. Human systemic effects by ingestion: muscle weakness, ataxia (loss of muscle coordination), and gastritis. When heated to decomposition it emits very toxic fumes of Br and NOx.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements: 26-36
S26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:  Wear suitable protective clothing 
WGK Germany: 2

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