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Merck

120812

Sigma-Aldrich

2,3-Dimethylindol

≥97%

Synonym(e):

NSC 24936

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About This Item

Empirische Formel (Hill-System):
C10H11N
CAS-Nummer:
Molekulargewicht:
145.20
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Assay

≥97%

Form

solid

bp

285 °C (lit.)

mp (Schmelzpunkt)

105-107 °C (lit.)

SMILES String

Cc1[nH]c2ccccc2c1C

InChI

1S/C10H11N/c1-7-8(2)11-10-6-4-3-5-9(7)10/h3-6,11H,1-2H3

InChIKey

PYFVEIDRTLBMHG-UHFFFAOYSA-N

Anwendung

2,3-Dimethylindole has been used to study the mechanism of oxidation of 2,3-dimethylindole by peroxodisulphate and peroxomonosulphate anions to 2-methylindole-2-carbaldehyde. It has been used to study the behaviour of methylindoles in the agilent multimode ion source by atmospheric pressure chemical ionization mass spectrometry.
Reactant for preparation of:
  • Bis(indolyl)methane derivatives
  • Potent opioid receptor agonists
  • Photorefractive materials
  • Prodrugs of the cyclin-dependent kinase (CDK) inhibitor Alsterpaullone
  • Dopamine receptors 2/4 (D2/D4) antagonists
  • Useful azaspirocyclic building blocks

Reactant for:
  • Baylis-Hillman reactions
  • Photosensitized Diels-Alder reactions
  • Photoinduced electron transfer reactions

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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A I Novaira et al.
Journal of photochemistry and photobiology. B, Biology, 60(1), 25-31 (2001-06-02)
The quenching of anthracene fluorescence by indole, 1,2-dimethylindole (DMI), tryptophan (Trp) and indole 3-acetic acid (IAA) in palmitoyloleoylphosphatidylcholine (POPC) lipid bilayers was investigated. A very efficient quenching of the anthracene fluorescence in the lipid membrane is observed. Stern-Volmer plots are
Formation of the Ions of Methylindoles in APCI Mass Spectrometry.
Liu DQ and Sun M.
ISRN Spectroscopy, 2012 (2012)
Direct evidence on the mechanism of the oxidation of 2, 3-dimethylindole by inorganic peroxo anions.
Balon M, et al.
The Journal of Organic Chemistry, 58(26), 7469-7473 (1993)
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J R Lakowicz et al.
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Analytical chemistry, 80(16), 6410-6422 (2008-07-23)
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