9-ACETYLCARBAZOLE 97 Chemical Properties

Melting point:

77-79 °C (lit.)

Boiling point:

348.61°C (rough estimate)

Density 

1.1580

refractive index 

1.6400 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

powder to crystal

color 

White to Almost white

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

2933.99.8290

9-ACETYLCARBAZOLE 97 Usage And Synthesis

Synthesis

Vinyl acetate (1a, 167 mg, 1 mmol) and carbazole (2, 430 mg, 5 mmol) were mixed with [Ir(Cl)(cod)]2 (6.7 mg, 0.01 mmol), Na2CO3 (127 mg, 1.2 mmol) and toluene (1 mL) under argon protection and the reaction was stirred for 15 h at 100 °C. The reaction was carried out by GC analysis. The conversion and yield of the product were calculated by gas chromatography (GC) analysis with internal standard method, and the yield of 1-(9H-carbazol-9-yl)ethanone (3a) was obtained as 96%. Product 3a was purified by column chromatography (using 230-400 mesh silica gel with hexane containing 5% Et3N as eluent) in a final yield of 94% (181 mg). For product 3e, the separation was carried out by column chromatography only (using 70-230 mesh alumina and hexane as eluent).

References

[1] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1983, vol. 19, # 11, p. 1192 - 1197
[2] Khimiya Geterotsiklicheskikh Soedinenii, 1983, # 11, p. 1504 - 1509
[3] Synlett, 2017, vol. 28, # 6, p. 719 - 723

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