Skip to Content
Merck
All Photos(1)

Key Documents

120812

Sigma-Aldrich

2,3-Dimethylindole

≥97%

Synonym(s):

NSC 24936

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H11N
CAS Number:
Molecular Weight:
145.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

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)
Resolution of heterogeneous fluorescence from proteins and aromatic amino acids by phase-sensitive detection of fluorescence.
J R Lakowicz et al.
The Journal of biological chemistry, 256(12), 6348-6353 (1981-06-25)
Zhengyin Yan et al.
Analytical chemistry, 80(16), 6410-6422 (2008-07-23)
Constant neutral loss (CNL) and precursor ion (PI) scan have been widely used for the in vitro screening of glutathione conjugates derived from reactive metabolites, but these two methods are only applicable to triple quadrupole or hybrid triple quadrupole mass

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service