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134775

Sigma-Aldrich

2-Acetonaphthone

99%

Synonym(s):

2′-Acetonaphthone, 2-Acetylnaphthalene, Methyl 2-naphthyl ketone

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About This Item

Linear Formula:
C10H7COCH3
CAS Number:
93-08-3
Molecular Weight:
170.21
Beilstein:
774965
EC Number:
202-216-2
MDL number:
MFCD00004108
UNSPSC Code:
12352100
PubChem Substance ID:
24848183
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

bp

300-301 °C (lit.)

mp

52-56 °C (lit.)

functional group

ketone

SMILES string

CC(=O)c1ccc2ccccc2c1

InChI

1S/C12H10O/c1-9(13)11-7-6-10-4-2-3-5-12(10)8-11/h2-8H,1H3

InChI key

XSAYZAUNJMRRIR-UHFFFAOYSA-N

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General description

2-Acetonaphthone undergoes efficient photoreduction in the presence of tri-n-butylstannane as hydrogen donor. It is solubilized in air-saturated sodium dodecyl sulphate micelles in D2O or H2O by pulsed nitrogen laser photolysis for triplet sensitized production of singlet oxygen.

Application

2-Acetonaphthone was used in direct time-resolved studies on singlet molecular oxygen phosphorescence in heterogeneous silica gel/cyclohexane systems.

Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

334.4 °F - DIN 51758

Flash Point(C)

168 °C - DIN 51758

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBH2486
STBJ0251
STBH9816
STBH7511
STBH7222

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Mechanisms of Photoreactions in Solution. VI. 1 Reduction of 1-Naphthaldehyde and 2-Acetonaphthone.
Hammond GS and Leermakers PA.
Journal of the American Chemical Society, 84(2), 207-211 (1962)
Lifetime and reactivity of singlet oxygen in an aqueous micellar system: a pulsed nitrogen laser study.
Gorman AA and Rodgers MAJ.
Chemical Physics Letters, 55(1), 52-54 (1978)
Quenching of singlet molecular oxygen (1. DELTA. gO2) in silica gel/cyclohexane heterogeneous systems. A direct time-resolved study.
Iu KK and Thomas JK.
Journal of the American Chemical Society, 112(9), 3319-3325 (1990)
Russell J Chedgy et al.
Phytochemistry, 113, 149-159 (2015-01-07)
Salicinoids are phenolic glycosides (PGs) characteristic of the Salicaceae and are known defenses against insect herbivory. Common examples are salicin, salicortin, tremuloidin, and tremulacin, which accumulate to high concentrations in the leaves and bark of willows and poplars. Although their

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