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333301

Sigma-Aldrich

2-Methyl-3-indoleacetic acid

98%

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

assay

98%

form

powder

mp

205 °C (dec.) (lit.)

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

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This Item
D7299N3019I3750
vibrant-m

333301

2-Methyl-3-indoleacetic acid

vibrant-m

D7299

2,4-Dichlorophenoxyacetic acid

vibrant-m

N3019

2-Naphthoxyacetic acid

vibrant-m

I3750

3-Indoleacetic acid

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

mp

205 °C (dec.) (lit.)

mp

136-140 °C (lit.)

mp

151-154 °C (lit.)

mp

165-169 °C (lit.)

form

powder

form

crystalline

form

crystalline

form

-

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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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