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)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36

WGK Germany 

-

RTECS 

BD1200000

F 

3

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29143900

Toxicity

LD50 orl-rat: 1560 mg/kg FCTOD7 20,755,82

MSDS

• Language:English Provider:1-Acetylnaphthalene
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

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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