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278564

4′-Hydroxyacetophenone

99%

Synonym(s):

4-Hydroxyphenylethanone, p-Acetophenol, p-Hydroxyphenyl methyl ketone, Piceol

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About This Item

Linear Formula:
HOC6H4COCH3
CAS Number:
99-93-4
Molecular Weight:
136.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24856821
EC Number:
202-802-8
Beilstein/REAXYS Number:
774355
MDL number:
MFCD00002359
Assay:
99%
Form:
solid

Key Documents

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InChI key

TXFPEBPIARQUIG-UHFFFAOYSA-N

InChI

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

SMILES string

CC(=O)c1ccc(O)cc1

assay

99%

form

solid

bp

147-148 °C/3 mmHg (lit.)

mp

109-111 °C (lit.)

solubility

95% ethanol: 5%, colorless to faintly yellow

functional group

ketone

Quality Level

200

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Show Differences

1 of 4

This Item
BP770PHL8023298837
4′-Hydroxyacetophenone 99%

Sigma-Aldrich

278564

4′-Hydroxyacetophenone

4′-Hydroxyacetophenone British Pharmacopoeia (BP) Reference Standard

BP770

4′-Hydroxyacetophenone

4′-Hydroxyacetophenone phyproof® Reference Substance

PHL80232

4′-Hydroxyacetophenone

4′-Hydroxyacetophenone analytical standard

Supelco

98837

4′-Hydroxyacetophenone

assay

99%

assay

-

assay

≥98.0% (HPLC)

assay

≥98.0% (GC)

solubility

95% ethanol: 5%, colorless to faintly yellow

solubility

-

solubility

-

solubility

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

100

mp

109-111 °C (lit.)

mp

109-111 °C (lit.)

mp

109-111 °C (lit.)

mp

107-110 °C, 109-111 °C (lit.)

form

solid

form

solid

form

solid

form

-

bp

147-148 °C/3 mmHg (lit.)

bp

147-148 °C/3 mmHg (lit.)

bp

147-148 °C/3 mmHg (lit.)

bp

147-148 °C/3 mmHg (lit.)

General description

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

Application

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].

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

wgk

WGK 1

flash_point_f

330.8 °F

flash_point_c

166 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Storage Class

11 - Combustible Solids

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0956
BCCL3853
BCCC9897
BCBV5820
BCBN8497V

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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.
Xiao Yao et al.
Analytical and bioanalytical chemistry, 388(2), 475-481 (2007-03-03)
Capillary electrophoresis with electrochemical detection has been employed for the determination of p-hydroxyacetophenone, chlorogenic acid, and caffeic acid in Herba Artemisiae Scopariae (the dried sprout of Artemisia scoparia Waldst. et Kit.). The effects of several important factors, such as the
View All Related Papers

Questions

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  1. 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/418/501/product-dating-information-06-25-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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