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A88255

Sigma-Aldrich

p-Anisidine

99%

Synonym(s):

4-Aminoanisole, 4-Methoxyaniline

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5 G
$23.50
100 G
$31.30
250 G
$63.40
1 KG
$166.00

About This Item

Linear Formula:
CH3OC6H4NH2
CAS Number:
Molecular Weight:
123.15
Beilstein/REAXYS Number:
471556
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
solid
assay:
99%

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Quality Level

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.[1]
p-Anisidine can be used:
  • In the diastereoselective and enantioselective synthesis of CF3-substituted azoridines catalyzed by a chiral Bronsted acid.[2]
  • To prepare 4-organoselenium-quinolines through multi-component Povarov reaction with ethyl glyoxylate and ethynyl(phenyl)selane, catalyzed by Yb(OTf)3.[3]
  • As a starting material to synthesize 3-fluoro-6-methoxyquinoline in two steps.[4],
  • To prepare N-PMP protected α-aminopropargylphosphonates by reacting with terminal alkynes and diethyl formylphosphonate hydrate using silver(I) triflate as a catalyst.[5]

signalword

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


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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
A Facile Two-Step Synthesis of 3-Fluoro-6-methoxyquinoline
Li B, et al.
Organic Process Research & Development, 12(6), 1273-1275 (2008)
Cecilia G Riveros et al.
Journal of the science of food and agriculture, 90(15), 2694-2699 (2010-09-04)
Peanut paste and peanut butter have high oil contents and are thus susceptible to developing rancidity and off-flavours through lipid oxidation. Preservation of the chemical and sensory quality of these products is one of the main problems in the peanut

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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