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333301

Sigma-Aldrich

2-Methyl-3-indoleacetic acid

98%

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About This Item

Empirical Formula (Hill Notation):
C11H11NO2
CAS Number:
Molecular Weight:
189.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

powder

mp

205 °C (dec.) (lit.)

functional group

carboxylic acid

SMILES string

Cc1[nH]c2ccccc2c1CC(O)=O

InChI

1S/C11H11NO2/c1-7-9(6-11(13)14)8-4-2-3-5-10(8)12-7/h2-5,12H,6H2,1H3,(H,13,14)

InChI key

QJNNHJVSQUUHHE-UHFFFAOYSA-N

General description

2-Methyl-3-indoleacetic acid is a common plant growth hormone. Relative activity of 2-methyl-3-indoleacetic acid in promoting growth (elongation) in plant cells was evaluated.

Application

  • Reactant for preparation of N-methyl-N-[[(nitrophenyl)sulfonyl]oxy]indoleacetamide derivatives
  • Reactant for preparation of indomethacin analogs and derivatives
  • Reactant for coupling reaction with diazomethane
  • Reactant for prepnaration of (methylindolyl)methyltriazolethiones and (methylindolyl)methylthiadiazolylamines as antidepressant/anticonvulsant agents

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

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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On the Mechanism of Action of Growth Regulators.
R M Muir et al.
Plant physiology, 28(2), 218-232 (1953-04-01)
Advances in the catalytic production of valuable levulinic acid derivatives.
Zhang J, et al.
ChemCatChem, 4(9), 1230-1237 (2012)
Zi-Ao Huang et al.
Electrophoresis, 41(3-4), 183-193 (2019-12-19)
In this paper, the development of a simple dilute-and-shoot method for quantifying urinary creatinine by CE-ESI-MS was described. The creatinine analysis time was about 7 min/sample by conventional single injection (SI) method and can be significantly reduced to less than 2 min/sample

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