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574-39-0

574-39-0 Structure

574-39-0 Structure
IdentificationBack Directory
[Name]

9-ACETYLCARBAZOLE 97
[CAS]

574-39-0
[Synonyms]

NSC 39028
JACS-574-39-0
9-ACETYLCARBAZOLE 97
1-(9H-Carbazol-9-yl)ethanone
Ethanone, 1-(9H-carbazol-9-yl)-
[Molecular Formula]

C14H11NO
[MDL Number]

MFCD00087027
[MOL File]

574-39-0.mol
[Molecular Weight]

209.247
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HS Code ]

2933.99.8290
Hazard InformationBack Directory
[Synthesis]

Vinyl acetate

108-05-4

Carbazole

86-74-8

9-ACETYLCARBAZOLE  97

574-39-0

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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