16567-18-3
8-bromoquinoline
CAS: 16567-18-3
Molecular Formula: C9H6BrN
16567-18-3 - Names and Identifiers
| Name | 8-bromoquinoline |
| Synonyms | 8-BROMOQUIOLINE 8-Bromoquinoline 8-BROMOQUINOLINE 8-bromoquinoline 8-bromooquinoline Quinoline, 8-bromo- RARECHEM AK ML 0146 Quinoline, 8-Bromo- |
| CAS | 16567-18-3 |
| EINECS | 630-629-1 |
| InChI | InChI=1/C9H6BrN/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H |
| InChIKey | PIWNKSHCLTZKSZ-UHFFFAOYSA-N |
16567-18-3 - Physico-chemical Properties
| Molecular Formula | C9H6BrN |
| Molar Mass | 208.05 |
| Density | 1.594 g/mL at 25 °C (lit.) |
| Melting Point | 58-59 °C |
| Boling Point | 112-113 °C/0.5 mmHg (lit.) |
| Flash Point | >230°F |
| Vapor Presure | 0.002mmHg at 25°C |
| Appearance | White to bright yellow crystals |
| Specific Gravity | 1.594 |
| Color | Clear yellow to yellow-brown |
| pKa | 2.33±0.17(Predicted) |
| Storage Condition | Inert atmosphere,2-8°C |
| Sensitive | Light Sensitive |
| Refractive Index | n20/D 1.672(lit.) |
| MDL | MFCD00191859 |
| Physical and Chemical Properties | Pale yellow liquid |
16567-18-3 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| HS Code | 29334900 |
| Hazard Note | Irritant |
16567-18-3 - Reference Information
| Bromoquinoline | There are seven positional isomers, and the list of their main physical properties is as follows: ▼ ▲ Name Melting Point (℃) Boiling Point (℃) Soluble 2-bromoquinoline 48~49 Soluble in diethyl ether, chloroform, benzene 3-bromoquinoline 12~15274~276, 95(66.66Pa)4-bromoquinoline 29~30270 (Decomposition) Soluble in dilute acid 5-bromoquinoline 52 (needle crystal) 280 6-bromoquinoline 242787-bromoquinoline 52 (needle crystal) 2908-bromoquinoline 80165~166(2399.79Pa) |
| Preparation | The solution of quinoline (25 mmol) in dichloromethane (30 mL) was cooled to 0°C. N-bromosuccinimide (2.045g,11.5mmol) and trifluoroacetic acid (1.86mL,25mmol) were added to the reaction mixture in batches within 30 minutes while maintaining 0°C. The obtained/resultant brown slurry was heated to ambient temperature. When TLC indicates that the reaction is complete, the resulting/resulting brown slurry is stirred overnight. Quenching the reaction mixture. Adjust the pH of the reaction mixture to 10 with sodium hydroxide solution. The reaction mixture was extracted with dichloromethane. Wash the reaction mixture twice with water. The combined organic layer was dried with anhydrous sodium sulfate. Vacuum concentration of the combined organic layer. |
| Use and preparation method | 3-bromoquinoline reacts with mixed acid to generate 3-bromo-5-nitroquinoline, which is oxidized to 5-bromo-2, 3-pyridinedicarboxylic acid when heated with potassium permanganate. 6-bromoquinoline and nitric acid are heated to form 6-bromo-8-nitroquinoline, which is oxidized to 2, 3-pyridinedicarboxylic acid when interacting with potassium permanganate. 2-bromoquinoline is prepared by the reaction of 2-hydroxyquinoline and phosphorus pentabromide. 3-bromoquinoline was prepared by heating quinoline perbromide at 180 ℃. 4-bromoquinoline is prepared by heating 4-hydroxyquinoline with phosphorus pentabromide, or by diazotization reaction of 4-aminoquinoline. 5-bromoquinoline is prepared by heating m-bromoaniline, glycerol, m-bromonitrobenzene and concentrated sulfuric acid, or by diazotization reaction of 5-aminoquinoline. 6-bromoquinoline is prepared by heating p-bromoaniline with glycerol, concentrated sulfuric acid, and p-bromonitrobenzene. 7-bromoquinoline was prepared by diazotization of 7-aminoquinoline. 8-Bromoquinoline is prepared by heating o-bromoaniline, glycerol, concentrated sulfuric acid and o-bromonitrobenzene. Purpose: As an organic synthesis reagent. |
| chemical properties | light yellow liquid |
| use | pharmaceutical and pesticide intermediates |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
Last Update：2024-04-09 19:05:05
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View History
16567-18-3
1,3,6-Pyrenetrisulfonic acid, 8-isothiocyanato-
1-CYCLOPROPYLPIPERAZINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER
3-氟-6-碘-2-甲基苯甲酸甲酯
地美罗酸镁盐
1,3,6-Pyrenetrisulfonic acid, 8-isothiocyanato-
1-CYCLOPROPYLPIPERAZINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER
3-氟-6-碘-2-甲基苯甲酸甲酯
地美罗酸镁盐