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278564

Sigma-Aldrich

4′-Hydroxyacetophenon

99%

Synonym(e):

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

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5 G
45,20 €
100 G
70,20 €
500 G
95,90 €

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5 G
45,20 €
100 G
70,20 €
500 G
95,90 €

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

45,20 €

Versandbereit am24. April 2025Details

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Qualitätsniveau

200

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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Die Dokumentenbibliothek aufrufen

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
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
Saeda Kametani et al.
Bioscience, biotechnology, and biochemistry, 71(5), 1220-1229 (2007-05-09)
The constituents of cape aloe were investigated after a preliminary screening of the growth-inhibiting effect on Ehrlich ascites tumor cells (EATC) of several extracts of this plant. Ten compounds were isolated from the dichloromethane (CH(2)Cl(2)) extract that showed the strongest
Lars Wöhlbrand et al.
Journal of bacteriology, 190(16), 5699-5709 (2008-06-10)
The denitrifying "Aromatoleum aromaticum" strain EbN1 was demonstrated to utilize p-ethylphenol under anoxic conditions and was suggested to employ a degradation pathway which is reminiscent of known anaerobic ethylbenzene degradation in the same bacterium: initial hydroxylation of p-ethylphenol to 1-(4-hydroxyphenyl)-ethanol
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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?

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    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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