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A88255

Sigma-Aldrich

p-Anisidine

99%

Synonym(s):

4-Aminoanisole, 4-Methoxyaniline

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About This Item

Linear Formula:
CH3OC6H4NH2
CAS Number:
104-94-9
Molecular Weight:
123.15
Beilstein/REAXYS Number:
471556
MDL number:
MFCD00007864
UNSPSC Code:
12352100
PubChem Substance ID:
24891372
NACRES:
NA.22

Quality Level

200

assay

99%

form

solid

autoignition temp.

959 °F

bp

240-243 °C (lit.)

mp

56-59 °C (lit.)

SMILES string

COc1ccc(N)cc1

InChI

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

InChI key

BHAAPTBBJKJZER-UHFFFAOYSA-N

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Application

p-Anisidine can undergo aerobic oxidation in the presence of gold catalysts to form aromatic azo compounds.
p-Anisidine can be used:
  • In the diastereoselective and enantioselective synthesis of CF3-substituted azoridines catalyzed by a chiral Bronsted acid.
  • To prepare 4-organoselenium-quinolines through multi-component Povarov reaction with ethyl glyoxylate and ethynyl(phenyl)selane, catalyzed by Yb(OTf)3.
  • As a starting material to synthesize 3-fluoro-6-methoxyquinoline in two steps.,
  • To prepare N-PMP protected α-aminopropargylphosphonates by reacting with terminal alkynes and diethyl formylphosphonate hydrate using silver(I) triflate as a catalyst.

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Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Carc. 1B - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

251.6 °F - closed cup

flash_point_c

122 °C - closed cup

Certificates of Analysis (COA)

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Ytterbium (III)-catalyzed three-component reactions: synthesis of 4-organoselenium-quinolines
de Oliveira IM
New. J. Chem., 41(18), 9884-9888 (2017)
Dima A Sabbah et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 14(7), 695-708 (2018-04-14)
Phosphoinositide 3-kinase α (PI3Kα) is an attractive target for anticancer drug design. Target compounds were designed to probe the significance of alcohol and imine moieties tailored on a benzoin scaffold to better understand the structure activity relation (SAR) and improve
Noël Tenyang et al.
Food chemistry, 221, 1308-1316 (2016-12-17)
The aim of this study was to determine the effect of boiling and roasting on the proximate, lipid oxidation, fatty acid profile and mineral content of two sesame seeds varieties. The proximate composition was significantly affected (P<0.05) during treatments. The
Chiral Bronsted acid-catalyzed diastereo-and enantioselective synthesis of CF3-substituted aziridines
Chai Z, et al.
Chemical Communications (Cambridge, England), 48(76), 9471-9473 (2012)
A Facile Two-Step Synthesis of 3-Fluoro-6-methoxyquinoline
Li B, et al.
Organic Process Research & Development, 12(6), 1273-1275 (2008)
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