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278564

Sigma-Aldrich

4′-Hydroxyacetophenon

99%

Synonym(e):

4-Hydroxyphenylethanon, p-Acetophenol, p-Hydroxyphenylmethylketon, Piceol

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CHF 43.50
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CHF 80.80
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CHF 116.00

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5 G
CHF 43.50
100 G
CHF 80.80
500 G
CHF 116.00

About This Item

Lineare Formel:
HOC6H4COCH3
CAS-Nummer:
99-93-4
Molekulargewicht:
136.15
Beilstein:
774355
EG-Nummer:
202-802-8
MDL-Nummer:
MFCD00002359
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24856821
NACRES:
NA.22

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Assay

99%

Form

solid

bp

147-148 °C/3 mmHg (lit.)

mp (Schmelzpunkt)

109-111 °C (lit.)

Löslichkeit

95% ethanol: 5%, colorless to faintly yellow

Funktionelle Gruppe

ketone

SMILES String

CC(=O)c1ccc(O)cc1

InChI

1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3

InChIKey

TXFPEBPIARQUIG-UHFFFAOYSA-N

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Allgemeine Beschreibung

Molecular dynamics simulation study of the two known polymorphs of 4′-hydroxyacetophenone (form I, monoclinic; form II, orthorhombic) has been described[1].

Anwendung

4′-Hydroxyacetophenone has been used as ketone component in the preparation of 1-aryl-3-phenethylamino-1-propanone hydrochlorides, potential cytotoxic agents, via Mannich reactions[2].

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H319,H412

Gefahreneinstufungen

Aquatic Chronic 3 - Eye Irrit. 2

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

330.8 °F

Flammpunkt (°C)

166 °C

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCL3853
BCCC9897
BCBV5820
BCBN8497V
BCBL7971V

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Colbie R Chinowsky et al.
Molecular biology of the cell, 31(25), 2803-2815 (2020-10-08)
Brush border microvilli enable functions that are critical for epithelial homeostasis, including solute uptake and host defense. However, the mechanisms that regulate the assembly and morphology of these protrusions are poorly understood. The parallel actin bundles that support microvilli have
Ebru Mete et al.
Molecules (Basel, Switzerland), 12(12), 2579-2588 (2008-02-09)
1-Aryl-3-phenethylamino-1-propanone hydrochlorides 1-10, which are potentialpotent cytotoxic agents, were synthesized via Mannich reactions using paraformaldehyde,phenethylamine hydrochloride as the amine component and acetophenone, 4'-methyl-, 4'-methoxy-, 4'-chloro-, 4'-fluoro-, 4'-bromo-, 2',4'-dichloro-, 4'-nitro-, 4'-hydroxyacetophenone or 2-acetylthiophene as the ketone component. Yields were in the87-98
Carlos E S Bernardes et al.
The journal of physical chemistry. B, 116(17), 5179-5184 (2012-04-12)
A molecular dynamics simulation study of the two known polymorphs of 4′-hydroxyacetophenone (HAP; form I, monoclinic; form II, orthorhombic) is described. The modeling of the lattice energetics was found to be particularly sensitive to the atomic point charge (APC) selection
Wiebke Zander et al.
Journal of natural products, 74(6), 1358-1363 (2011-05-20)
A family of six novel p-hydroxyacetophenone amides, 1-6, was isolated from Cystobacter ferrugineus, strain Cb G35. Their structures were elucidated by ESI-TOF mass spectrometry and NMR spectroscopy. Feeding experiments with labeled [¹³C₉,¹⁵N]-tyrosine and [d₁₀]-leucine identified the biosynthetic precursors of 1.
Mariëlle J H Moonen et al.
Journal of bacteriology, 190(15), 5190-5198 (2008-05-27)
The catabolism of 4-hydroxyacetophenone in Pseudomonas fluorescens ACB is known to proceed through the intermediate formation of hydroquinone. Here, we provide evidence that hydroquinone is further degraded through 4-hydroxymuconic semialdehyde and maleylacetate to beta-ketoadipate. The P. fluorescens ACB genes involved
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    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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  2. How can I determine the shelf life / expiration / retest date of this product?

    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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