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108723

Sigma-Aldrich

Phenyl acetate

99%

Synonym(s):

Acetic acid phenyl ester

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About This Item

Linear Formula:
CH3COOC6H5
CAS Number:
122-79-2
Molecular Weight:
136.15
Beilstein:
636458
EC Number:
204-575-0
MDL number:
MFCD00008699
UNSPSC Code:
12352100
PubChem Substance ID:
24846821
NACRES:
NA.22

Quality Level

100

Assay

99%

refractive index

n20/D 1.501 (lit.)

bp

196 °C (lit.)

density

1.073 g/mL at 25 °C (lit.)

functional group

ester
phenoxy

SMILES string

CC(=O)Oc1ccccc1

InChI

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

InChI key

IPBVNPXQWQGGJP-UHFFFAOYSA-N

Gene Information

human ... PON1(5444)

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General description

Phenyl acetate is an aromatic ester. Phenyl acetate levels in urine are marker for the diagnosis of some forms of unipolar major depressive disorders. It undergoes Fries rearrangement to form a mixture of o- and p-hydroxyacetophenones which are useful intermediates in manufacture of pharmaceuticals.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBN8367V
05511CJ
03208JF
14827CI
05708PN

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Ferhat Içme et al.
Turkish journal of medical sciences, 45(4), 947-953 (2015-10-02)
The aims of this study were to investigate the significance of oxidative stress parameters in the pathogenesis of ischemic stroke and hemorrhagic stroke and to investigate their effects on stroke severity using the National Institutes of Health Stroke Scale (NIHSS).
Cristiano Noto et al.
Journal of psychiatric research, 68, 210-216 (2015-08-01)
Schizophrenia is accompanied by increased lipid peroxidation and nitric oxide (NO) levels and by lowered antioxidant levels. However, the effect of antipsychotic agents on these processes remains unclear. The objective of this study is to determine the oxidative stress (OS)
Chang Li et al.
Scientific reports, 9(1), 5979-5979 (2019-04-14)
High-density lipoprotein (HDL) confers protection against cardiovascular disease partly attributable to its robust anti-oxidant activities, which is largely impaired in diabetic conditions. In this study, we analyzed the anti-oxidant activity of HDL, as represented by the arylesterase activity of paraoxonase
Solvent effects in liquid phase Fries rearrangement of phenyl acetate over a HBEA zeolite.
Jayat F, et al.
Catalysis Letters, 41(3-4), 181-187 (1996)
Vasilios Hatzistavros et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 21(7), 823-826 (2005-07-26)
Selective membranes containing a few micrograms of various complexing reagents in a polyvinyl chloride (PVC) matrix were produced in order to determine low uranium concentrations in water. The membranes were produced on the surfaces of quartz glasses, and immersed in
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Articles

Fries Rearrangement

The Fries rearrangement reaction is an organic name reaction which involves the conversion of phenolic esters into hydroxyaryl ketones on heating in the presence of a catalyst. Suitable catalysts for this reaction are Brønsted or Lewis acids such as HF, AlCl3, BF3, TiCl4, or SnCl4. The Fries rearrangement reaction is an ortho, para-selective reaction, and is used in the preparation of acyl phenols. This organic reaction has been named after German chemist Karl Theophil Fries.

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