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A88204

Sigma-Aldrich

m-Anisidine

97%

Synonym(s):

3-Aminoanisole, 3-Methoxyaniline

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About This Item

Linear Formula:
CH3OC6H4NH2
CAS Number:
536-90-3
Molecular Weight:
123.15
Beilstein:
386119
EC Number:
208-651-4
MDL number:
MFCD00007783
UNSPSC Code:
12352100
PubChem Substance ID:
24891371
NACRES:
NA.22
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Quality Level

200

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.[1]
  • Rhodium-catalyzed synthesis of indoles[2] and copper-catalyzed synthesis of benzimidazoles.[3]
  • In the preparation of azocalix[4]arene dyes.[4]

Signal Word

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 Code

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

WGK

WGK 1

Flash Point(F)

258.8 °F - closed cup

Flash Point(C)

126 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000196694
0000196694
0000237735
0000234764
0000156547

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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
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)
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)
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)
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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