6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9& Chemical Properties

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

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

2933.99.8290

6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9& Usage And Synthesis

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

6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9&(36684-65-8)Related Product Information

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