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1'-Acetonaphthone

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1'-Acetonaphthone Basic information

Product Name:
1'-Acetonaphthone
Synonyms:
  • 1-(1-naphthalenyl)-ethanon
  • 1-(1-Naphthalenyl)ethanone
  • 1-(1-naphthalenyl)-Ethanone
  • 1-(1-Naphthyl)ethanone
  • 1-(1-Naphthylenyl)ethanone
  • 1-Acetonaphthalene
  • 1-naphthalen-1-yl-ethanone
  • alpha-Acetylnaphthalene
CAS:
941-98-0
MF:
C12H10O
MW:
170.21
EINECS:
213-384-1
Product Categories:
  • Aromatic Ketones (substituted)
  • Naphthalene series
  • bc0001
Mol File:
941-98-0.mol
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1'-Acetonaphthone Chemical Properties

Melting point:
10.5 °C (lit.)
Boiling point:
302 °C (lit.)
Density 
1.12 g/mL at 25 °C (lit.)
vapor pressure 
0.052Pa at 25℃
refractive index 
n20/D 1.628(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
0.2g/l
form 
powder
color 
Clear pale yellow to yellow
PH
6.5-7.0 (H2O)
Odor
at 10.00 % in dipropylene glycol. sweet neroli orange blossom powdery
Odor Type
floral
Water Solubility 
immiscible
BRN 
1100618
Exposure limits
ACGIH: TWA 1 mg/m3
OSHA: TWA 15 mg/m3; TWA 5 mg/m3
Dielectric constant
4.5(Ambient)
LogP
3.368 at 25℃
CAS DataBase Reference
941-98-0(CAS DataBase Reference)
NIST Chemistry Reference
Ethanone, 1-(1-naphthalenyl)-(941-98-0)
EPA Substance Registry System
Ethanone, 1-(1-naphthalenyl)- (941-98-0)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36
WGK Germany 
-
RTECS 
BD1200000
3
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29143900
Toxicity
LD50 orl-rat: 1560 mg/kg FCTOD7 20,755,82

MSDS

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1'-Acetonaphthone Usage And Synthesis

Chemical Properties

clear pale yellow to yellow liquid

Uses

Used as an abrasive, catalyst, absorbent in petroleum industry, filler for coatings, food additive, ceramics, glass, refractories, electrical insulators and resistors, fluxes, dental cements, and chromatographic applications.

Uses

1'-Acetonaphthone is used in the preparation of S(-)-1-(1'-naphthyl) ethanol, an important synthetic intermediate of mevinic acid analog.

General Description

Stereoselective reduction of 1-acetonapthone in aqueous media by whole cells of Geotrichum candidum has been investigated in various organic co-solvents. Magnetic field effects on the photoinduced electron-transfer reaction between 1-acetonaphthone and diphenylamine in micellar solution have been studied by laser flash photolysis.

Flammability and Explosibility

Not classified

Safety Profile

Moderately toxic by ingestion. A skin irritant. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes

Synthesis

1'-Acetonaphthone is produced from Naphthalene with Acetylchloride and Aluminum chloride (Friedel-Craft's synthesis) using Carbon disulfide as a solvent in order to favour the formation of alpha-isomer.

Purification Methods

If the NMR spectrum indicates the presence of impurities, probably 2-acetylnaphthalene, convert the substance to its picrate by dissolving in *benzene or EtOH and adding excess of saturated picric acid in these solvents until separation of picrates is complete. Recrystallise the picrate till the melting point is 118o. Decompose the picrate with dilute NaOH and extract with Et2O. Dry the extract (Na2SO4), filter, evaporate and distil the residue. The 2,4-dinitrophenylhydrazone crystallises from EtOH and has m 259o. [Stobbe & Lenzer Justus Liebigs Ann Chem 380 95 1911, Williams & Osborne J Am Chem Soc 61 3438 1939, Beilstein 7 IV 1292.]

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