134775

Sigma-Aldrich

2-Acetonaphthone

99%

Synonym(s):
2′-Acetonaphthone, Methyl 2-naphthyl ketone, 2-Acetylnaphthalene
Linear Formula:
C10H7COCH3
CAS Number:
Molecular Weight:
170.21
Beilstein/REAXYS Number:
774965
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

bp

300-301 °C (lit.)

mp

52-56 °C (lit.)

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.

Packaging

100 g in poly bottle
5 g in glass bottle

Pictograms

Environment

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

334.4 °F - DIN 51758

Flash Point(C)

168 °C - DIN 51758

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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