| Identification | Back Directory | [Name]
6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9& | [CAS]
36684-65-8 | [Synonyms]
NSC 298291
1,2,3,4-Tetrahydro-6-chlorocarbazole
6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9&
6-Chloro-1,2,3,4-tetrahydrocarbazole >
1H-Carbazole, 6-chloro-2,3,4,9-tetrahydro-
6-CHLORO-1,2,3,4-TETRAHYDROCARBAZOLE, 98 % | [Molecular Formula]
C12H12ClN | [MDL Number]
MFCD00541331 | [MOL File]
36684-65-8.mol | [Molecular Weight]
205.683 |
| Chemical Properties | Back Directory | [Melting point ]
145-148 °C(lit.)
| [Boiling point ]
358.8±37.0 °C(Predicted) | [density ]
1.280 | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
slightly sol. in Methanol | [form ]
powder to crystal | [pka]
16.93±0.20(Predicted) | [color ]
White to Light yellow | [λmax]
292nm(ethylene glycol)(lit.) | [InChI]
InChI=1S/C12H12ClN/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h5-7,14H,1-4H2 | [InChIKey]
CNQQPGJXOHSTQR-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C(Cl)C=C2)C2=C1CCCC2 |
| Hazard Information | Back Directory | [Synthesis]
GENERAL METHODS: Cyclohexanone (0.91 g, 10.0 mmol) was mixed with bis(trifluoromethanesulfonyl)imide salt ([(HSO3-p)2im][CF3SO3]) (0.5 mmol) in deionized water (15 mL), followed by the addition of p-chlorophenylhydrazine hydrochloride (1.44 g, 10.0 mmol). The reaction mixture was placed in a microwave reactor and stirred at 100 °C for about 15 min, and the reaction process was monitored by gas chromatography-mass spectrometry (GC-MS). After completion of the reaction, the mixture was cooled to room temperature and the precipitate was collected by filtration to afford 6-chloro-1,2,3,4-tetrahydrocarbazole. The mixed system of [(HSO3-p)2im][CF3SO3]/H2O used in the reaction can be directly recycled for subsequent reactions. | [References]
[1] Journal of Fluorine Chemistry, 2012, vol. 144, p. 45 - 50,6
[2] Tetrahedron Letters, 2018, vol. 59, # 22, p. 2145 - 2149
[3] Heterocyclic Communications, 2003, vol. 9, # 1, p. 9 - 12
[4] Organic and Biomolecular Chemistry, 2016, vol. 14, # 41, p. 9868 - 9873
[5] Patent: CN105968039, 2016, A. Location in patent: Paragraph 0049-0051 |
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