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N8505

Sigma-Aldrich

1-Naphthyl acetate

≥98% (C)

Synonym(s):

α-Naphthyl acetate

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About This Item

Linear Formula:
CH3CO2C10H7
CAS Number:
830-81-9
Molecular Weight:
186.21
Beilstein:
2046403
EC Number:
212-599-8
MDL number:
MFCD00003922
UNSPSC Code:
12352202
PubChem Substance ID:
24897679
NACRES:
NA.77

Assay

≥98% (C)

form

crystals

mp

43-46 °C (lit.)

storage temp.

−20°C

SMILES string

CC(=O)Oc1cccc2ccccc12

InChI

1S/C12H10O2/c1-9(13)14-12-8-4-6-10-5-2-3-7-11(10)12/h2-8H,1H3

InChI key

VGKONPUVOVVNSU-UHFFFAOYSA-N

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General description

1-Naphthyl acetate is a 1-napthyl ester. Mechanism of photo-Fries rearrangement of 1-naphthyl acetate has been studied using steady state photolysis and laser flash photolysis. Kinetics of photo-Fries rearrangement of 1-napthyl acetate has been studied using steady-state, time-resolved chemically induced dynamic nuclear polarization (CIDNP) and flash photolysis methods.

Application

1-Naphthyl acetate may be used in a rapid staining method for identification of macrophages; counts by this method were confirmed by the more complex morphological criteria, by phagocytosis, and by the presence of Fc receptors. It may be employed as substrate to investigate the distribution of non-specific carboxylic esterases (EC 3.1.1) in the digestive tract of perch, Perm fliiviatilis L.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

201545

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Laser flash photolysis and CIDNP studies of 1-naphthyl acetate photo-Fries rearrangement.
Gritsan NP, et al.
The Journal of Physical Chemistry, 100(11), 4448-4458 (1996)
Non-specific carboxylic esterase activity in the digestive tract of the perch, Perca fluviatilis L.
Hirji KN and Courtney WAM.
Journal of Fish Biology, 22(1), 1-7 (1983)
E F Barth et al.
Brazilian journal of biology = Revista brasleira de biologia, 78(4), 601-608 (2018-01-11)
This work describes the preliminary evaluation of cytotoxic, antimicrobial, molluscicidal, antioxidant and anticholinesterase activities from leaf (LECF) and stem bark alcoholic extracts (BECF) of the species Croton floribundus Spreng. (Euphorbiaceae), popularly known as capixingui or tapixingui. BECF presented significant toxicity
Magnetic isotope and external magnetic field effects upon the photo-Fries rearrangement of 1-naphthyl acetate.
Nakagaki R, et al.
The Journal of Physical Chemistry, 89(15), 3222-3226 (1985)
Zhuo Ma et al.
PloS one, 12(12), e0189343-e0189343 (2017-12-12)
Imidacloprid is a neonicotinoid insecticide that is effective against house fly, Musca domestica L., which is a major pest with the ability to develop resistance to insecticides. In the present study, we investigated the inheritance mode, the cross-resistance pattern and
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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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