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

| Conditions | Yield |
|---|---|
| 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% |

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

| Conditions | Yield |
|---|---|
| With tribromo-isocyanuric acid In acetonitrile at 20℃; regioselective reaction; | A 72% B 11% |
| With bromine; acetic acid |

| Conditions | Yield |
|---|---|
| With bromine In chloroform at 20℃; for 48h; Darkness; | A 37% B 51% |

8-quinolinol

A

5-bromo-8-hydroxyquinoline

B

broxyquinoline

C

7-bromo-8-hydroxyquinoline

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


5,7-dibromo-8-aminoquinoline


broxyquinoline

| Conditions | Yield |
|---|---|
| Diazotization.durch Kochen der Diazoniumsalz-Loesung mit Wasser; |

hydrogenchloride


8-hydroxy-quinoline-5-carboxylic acid


bromine


broxyquinoline


hydrogenchloride


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


bromine


broxyquinoline

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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-Dibromo-8-quinolinol (521-74-4) can be used as analytical reagent.
| 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. |
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
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