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Key Documents

A88204

Sigma-Aldrich

m-Anisidine

97%

Synonym(s):

3-Aminoanisole, 3-Methoxyaniline

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About This Item

Linear Formula:
CH3OC6H4NH2
CAS Number:
Molecular Weight:
123.15
Beilstein/REAXYS Number:
386119
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

liquid

refractive index

n20/D 1.581 (lit.)

bp

251 °C (lit.)

mp

−1-1 °C (lit.)

density

1.096 g/mL at 25 °C (lit.)

SMILES string

COc1cccc(N)c1

InChI

1S/C7H9NO/c1-9-7-4-2-3-6(8)5-7/h2-5H,8H2,1H3

InChI key

NCBZRJODKRCREW-UHFFFAOYSA-N

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Application

m-Anisidine is used in:
  • The synthesis of N-substituted-3-chloro-2-azetidinones, which are potential anthelmintic agents.
  • Rhodium-catalyzed synthesis of indoles and copper-catalyzed synthesis of benzimidazoles.
  • In the preparation of azocalix[4]arene dyes.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

258.8 °F - closed cup

flash_point_c

126 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Indole synthesis via rhodium catalyzed oxidative coupling of acetanilides and internal alkynes.
Stuart D R, et al.
Journal of the American Chemical Society, 130(49), 16474-16475 (2008)
C? H Functionalization/C? N Bond Formation: Copper?Catalyzed Synthesis of Benzimidazoles from Amidines.
Brasche G and Buchwald S L
Angewandte Chemie (International Edition in English), 47(10), 1932-1934 (2008)
Yasemin Bektas et al.
Scientific reports, 6, 29554-29554 (2016-07-15)
Synthetic elicitors are drug-like compounds that are structurally distinct from natural defense elicitors. They can protect plants from diseases by activating host immune responses and can serve as tools for the dissection of the plant immune system as well as
Azocalixarenes. 1: synthesis, characterization and investigation of the absorption spectra of substituted azocalix [4] arenes.
Karc? F, et al.
Dyes and Pigments, 59(1), 53-61 (2003)
N-Substituted-3-chloro-2-azetidinones: synthesis and characterization of novel anthelmintic agents.
Kumar M V, et al.
Research Journal of Pharmaceutical, Biological and Chemical Sciences, 1(2), 52-58 (2010)

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