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M51407

Sigma-Aldrich

2-Methylindole

98%

Synonym(s):

NSC 7514

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About This Item

Empirical Formula (Hill Notation):
C9H9N
CAS Number:
95-20-5
Molecular Weight:
131.17
Beilstein:
109781
EC Number:
202-398-3
MDL number:
MFCD00005616
UNSPSC Code:
12352100
PubChem Substance ID:
24896980
NACRES:
NA.22

Assay

98%

bp

273 °C (lit.)

mp

57-59 °C (lit.)

SMILES string

Cc1cc2ccccc2[nH]1

InChI

1S/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3

InChI key

BHNHHSOHWZKFOX-UHFFFAOYSA-N

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Application

Reactant for:
  • Regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition reaction
  • Friedel-Crafts alkylation reactions
  • Preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Preparation of plant-growth inhibitors
  • Michael addition reactions
  • Synthesis of cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

285.8 °F

Flash Point(C)

141 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

M51407-VAR:
M51407-500G:
M51407-BULK:
M51407-25G:
M51407-100G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T Misra et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(8), 1631-1641 (2002-08-09)
By using steady state and time-resolved (laser flash photolysis and single photon counting) spectroscopic techniques the quenching of the lowest excited singlet (S1) state of 9-cyanoanthracene (9CNA) by the donors (quenchers) 2-methylindole (2MI) and 2-methylindoline (2MIN) in solvents of different
Emma L Harry et al.
The Analyst, 136(8), 1728-1732 (2011-02-26)
The potential of ion mobility (IM) spectrometry in combination with mass spectrometry (MS) for real-time reaction monitoring is reported. The combined IM-MS approach using electrospray ionization affords gas-phase analyte characterization based on both mass-to-charge (m/z) ratio and gas-phase ion mobility
T Bhattacharya et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 60(8-9), 1957-1966 (2004-07-14)
Electrochemical measurements by cyclic voltammetry predict the possibility of occurrence of photoinduced electron-transfer (PET) reactions between the ground state of 2-phenylindole (2PI) (electron donor) and the excited singlet of 9-cyanoanthracene (9CNA) molecule acting as an electron acceptor. However, 2PI should
J M Gutteridge
The International journal of biochemistry, 14(7), 649-653 (1982-01-01)
1. The thiobarbituric acid (TBA) reaction, widely applied to the detection of autoxidation in polyunsaturated fatty acids, can be used to measure free-radical damage to amino acids, carbohydrates and nucleic acids. 2. In all of these systems malondialdehyde (MDA) is
V F Ximenes et al.
Archives of biochemistry and biophysics, 387(2), 173-179 (2001-05-24)
The indole moeity is present in many substances of biological occurrence. Its metabolism, in most cases, involves an oxidative pathway. This study reports the oxidation of a series of indole derivatives, including several of biological origin, catalyzed by horseradish peroxidase
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