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Merck
CN

120812

2,3-Dimethylindole

≥97%

Synonym(s):

NSC 24936

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About This Item

Empirical Formula (Hill Notation):
C10H11N
CAS Number:
Molecular Weight:
145.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
202-076-2
MDL number:
Assay:
≥97%
Form:
solid
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Quality Level

assay

≥97%

form

solid

bp

285 °C (lit.)

mp

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

InChI key

PYFVEIDRTLBMHG-UHFFFAOYSA-N

Application

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


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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)
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



Global Trade Item Number

SKUGTIN
120812-5G04061832841489