| Identification | More | [Name]
8-Chloroquinoline | [CAS]
611-33-6 | [Synonyms]
8-CHLOROQUINOLINE
8-chloro-quinolin
Quinoline, 8-chloro-
8-Chloroquinoline ,99% | [EINECS(EC#)]
210-265-6 | [Molecular Formula]
C9H6ClN | [MDL Number]
MFCD00047618 | [Molecular Weight]
163.6 | [MOL File]
611-33-6.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1 / PGIII | [HazardClass ]
IRRITANT | [HS Code ]
29334900 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR YELLOW TO BROWN LIQUID | [Definition]
ChEBI: 8-chloroquinoline is a member of quinolines and an organochlorine compound. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 52, p. 1673, 1987 DOI: 10.1021/jo00385a006 | [Synthesis]
General procedure for the synthesis of 8-chloroquinoline from 2,8-dichloroquinoline: PdCl2 (dppf), PdCl2 (tbpf), or (A.caPhos) PdCl2 was used as catalyst. First, the halogenated heterocyclic compound (0.66 mmol) was dissolved in anhydrous THF (13.2 mL) and degassed by drumming argon for several minutes. Subsequently, PdCl2 (dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were added sequentially. The reaction mixture was stirred under argon protection at room temperature for an appropriate time and then post-treated in the usual way. | [Purification Methods]
Purify it by crystallisation of its ZnCl2 complex (m 228o) from aqueous EtOH. [Beilstein 20 III/IV 3381, 20/7 V 315.] | [References]
[1] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p. 191 - 209 |
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