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Merck
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文件

377104

Sigma-Aldrich

1-乙酰吲哚

98%

别名:

NSC 521758

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About This Item

经验公式（希尔记法）:
C10H9NO
CAS号:
576-15-8
分子量:
159.18
EC號碼:
209-396-1
MDL號碼:
MFCD00038005
分類程式碼代碼:
12352100
PubChem物質ID:
24863492
NACRES:
NA.22

化驗

98%

形狀

liquid

折射率

n20/D 1.607 (lit.)

bp

123-125 °C/8 mmHg (lit.)

密度

1.387 g/mL at 25 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

CC(=O)n1ccc2ccccc12

InChI

1S/C10H9NO/c1-8(12)11-7-6-9-4-2-3-5-10(9)11/h2-7H,1H3

InChI 密鑰

UUCUQJHYUPXDHN-UHFFFAOYSA-N

相关类别

一般說明

Quantum chemical calculations of ground state energy, geometrical structure and vibrational wavenumbers of 1-acetylindole has been carried out using density functional (DFT/B3LYP) method. Regioselective acylations of 1-acetylindole (N-acetylindole) under Friedel-Crafts reaction has been reported. Reaction of 1-acetylindole with manganese(III) acetate in the presence of malonic acid, is reported to afford 4-acetyl-3,3a,4,8b-tetrahydro-2H-furo[3,2-b]indol-2-one.

應用

1-Acetylindole may be used in the stereocontrolled synthesis of (±)-geissoschizine. It may be used in the preparation of (1-acetyl-κO-indolyl-κC2)tetracarbonylmanganese, via a standard cyclomanganation procedure.
Reactant for preparation of:
  • Antimycobacterial agents
  • Cyclin-dependent kinase (CDK2) inhibitors

Reactant for:
  • C3-C3 oxidative cross-coupling reactions

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves

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Regioselective acylations at the 2 and 6 position of N-acetylindole.
Cruz R, et al.
Tetrahedron Letters, 42(8), 1467-1469 (2001)
Mangenese (III) acetate oxidation of 1-acetylindole derivatives.
Izumi T, et al.
Journal of Heterocyclic Chemistry, 30(4), 1133-1136 (1993)
Vikas K Shukla et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 133, 626-638 (2014-07-06)
Quantum chemical calculations of ground state energy, geometrical structure and vibrational wavenumbers of 1-acetylindole were carried out using density functional (DFT/B3LYP) method with 6-311++G(d,p) basis set. The FT-IR and FT-Raman spectra were recorded in the condensed state. The fundamental vibrational
Synthesis and alkyne-coupling chemistry of cyclomanganated 1-and 3-acetylindoles, 3-formylindole and analogues.
Depree GJ, et al.
Journal of Organometallic Chemistry, 691(4), 667-679 (2006)
A concise, stereoselective synthesis of (?)-geissoschizine.
Bennasar M, et al.
Tetrahedron Letters, 37(50), 9105-9106 (1996)

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