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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:
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.

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

251.6 °F - closed cup

Flash Point(C)

122 °C - closed cup

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

A88255-5G:4.54817394731E12
A88255-100G:4.54817394728E12
A88255-1KG:4.548173947297E12
A88255-250G:4.548173947303E12

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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Noël Tenyang et al.
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Dima A Sabbah et al.
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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
Ytterbium (III)-catalyzed three-component reactions: synthesis of 4-organoselenium-quinolines
de Oliveira IM
New. J. Chem., 41(18), 9884-9888 (2017)
A Facile Two-Step Synthesis of 3-Fluoro-6-methoxyquinoline
Li B, et al.
Organic Process Research & Development, 12(6), 1273-1275 (2008)
Silver (I) triflate-catalyzed direct synthesis of N-PMP protected α-aminopropargylphosphonates from terminal alkynes
Dodda R and Zhao C
Organic Letters, 9(1), 165-167 (2007)
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