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1'-Acetonaphthone
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Name

1'-Acetonaphthone

 EINECS 213-384-1
CAS No. 941-98-0 Density 1.098 g/cm3
PSA 17.07000 LogP 3.04240
Solubility immiscible with water Melting Point 10-12 °C
Formula C12H10O Boiling Point 296.999 °C at 760 mmHg
Molecular Weight 170.211 Flash Point 129.458 °C
Transport Information N/A Appearance clear pale yellow to yellow liquid
Safety 26-36 Risk Codes 36/37/38-22
Molecular Structure Molecular Structure of 941-98-0 (1'-Acetonaphthone) Hazard Symbols IrritantXi, HarmfulXn
Synonyms

1'-Acetonaphthone(6CI,8CI);1-(1-Naphthalenyl)ethanone;1-(1-Naphthyl)ethanone;1-(Naphthalen-4-yl)ethanone;1-Acetonaphthalene;1-Acetonaphthone;1-Acetylnaphthalene;1-Naphthyl methyl ketone;Methyl 1-naphthyl ketone;Methyla-naphthyl ketone;NSC 7659;a-Acetonaphthone;a-Acetylnaphthalene;a-Naphthyl methyl ketone;

Article Data 265

1'-Acetonaphthone Synthetic route

57605-95-5

1-(1-naphthyl)ethanol

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
With ruthenium trichloride; iodobenzene; potassium peroxomonosulfate In water; acetonitrile at 20℃; for 7h;100%
With ruthenium trichloride; iodobenzene; potassium peroxymonosulfate In water; acetonitrile at 20℃; for 7h; Inert atmosphere;100%
With silica gel supported bis(trimethylsilyl) chromate In dichloromethane at 25℃; for 0.333333h;99%
917-54-4

methyllithium

86-53-3

1-Cyanonaphthalene

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
Stage #1: methyllithium; 1-Cyanonaphthalene In tetrahydrofuran at -90℃; for 0.5h;
Stage #2: With water		100%
91-20-3

naphthalene

75-36-5

acetyl chloride

A

941-98-0

1'-naphthacetophenone

B

93-08-3

methyl 2-naphthyl ketone

Conditions
ConditionsYield
aluminium trichloride In 1,2-dichloro-ethane at 0℃; Rate constant; Kinetics; Mechanism; other temperature; other concentrations;A 99%
B 1%
aluminium trichloride In 1,2-dichloro-ethane at 0℃; Thermodynamic data; ΔH<*>(activation); Σ<*>(activation);A 99%
B 1%
With aluminium trichloride; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride at 0℃; for 1h;A 89%
B 2%
102421-44-3

4-methyl-N'-(1-(naphthalen-1-yl)ethylidene)benzenesulfonohydrazide

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
With silica-supported selenamide; dihydrogen peroxide In tert-butyl alcohol at 55℃; for 20h;99%
13922-41-3

1-Naphthylboronic acid

105-56-6

ethyl 2-cyanoacetate

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; water; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine at 60℃; for 5h;98%
111-34-2

-butyl vinyl ether

99747-74-7

1-naphthyl triflate

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
With triethylamine; Pd(Ac2O)2-DPPP In N,N-dimethyl-formamide at 80℃; for 0.5h;97%
With triethylamine; Pd(Ac2O)2-DPPP In N,N-dimethyl-formamide at 80℃; for 0.5h; reaction with other aryl triflates;97%
With hydrogenchloride; 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate 1) DMF, 80 deg C, 1 h; Yield given. Multistep reaction;
With hydrogenchloride; triethylamine; palladium diacetate; 2.9-dimethyl-1,10-phenanthroline 1.) DMF, 40 deg C, 2.5 h, 2.) 0.5 h; Yield given. Multistep reaction;
15727-65-8

1-ethynylnaphthalene

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
With cobalt(III)((CH2NCHC6H4(O))2)(OAc); sulfuric acid In methanol; water at 80℃; for 20h; Schlenk technique;97%
With sulfuric acid; C18H15CoN2O10S2(2-)*2Na(1+); water In methanol at 80℃; for 20h; Schlenk technique;96%
With methanol; [Co((dimethylglyoximate)BF2)2•2H2O] at 65℃; for 2.5h; Sealed tube; Neutral conditions; regioselective reaction;93%
111-34-2

-butyl vinyl ether

90-11-9

1-Bromonaphthalene

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
Stage #1: -butyl vinyl ether; 1-Bromonaphthalene With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; triethylamine In various solvent(s) at 100℃; for 24h; Heck reaction;
Stage #2: With hydrogenchloride Further stages.;		95%
Stage #1: -butyl vinyl ether; 1-Bromonaphthalene With meso-2,4-bis(diphenylphosphino)pentane; triethylamine; palladium diacetate In dimethyl sulfoxide at 115℃; for 36h; Heck arylation;
Stage #2: With hydrogenchloride In dimethyl sulfoxide at 20℃;		94%
Stage #1: -butyl vinyl ether; 1-Bromonaphthalene With triethylamine; tris-(o-tolyl)phosphine; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; 1,3-bis-(diphenylphosphino)propane; palladium dichloride at 130℃; for 2h; Heck reaction; microwave irradiation;
Stage #2: With hydrogenchloride In water Further stages.;		71%
With hydrogenchloride; triethylamine; palladium diacetate; 2.9-dimethyl-1,10-phenanthroline 1.) DMF, 80 deg C, 24 h, 2.) 0.5 h; Yield given. Multistep reaction;
91-20-3

naphthalene

2258-42-6

Acetic formic anhydride

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
Stage #1: naphthalene With copper(I) oxide In acetonitrile at 25℃; for 0.666667h;
Stage #2: formyl acetic anhydride With oxalic acid In acetonitrile for 2h; Temperature;		95%

(1-(naphthalene-1-yl)vinyl)diphenylsilane

941-98-0

1'-naphthacetophenone

Conditions
ConditionsYield
With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; methanol; water at 60℃; for 10h; Tamao-Kumada Oxidation; Schlenk technique; Glovebox;94%

1'-Acetonaphthone Chemical Properties

Product Name: 1'-Acetonaphthone (CAS NO.941-98-0)
Molecular Formula:C12H10O
Molar mass:170.2072 g/mol
 
Form:  powder
Density: 1.097 g/cm3                             
Flash Point: 129.5 °C             
Boiling Point: 297 °C at 760 mmHg         
Index of Refraction: 1.615            
Vapour Pressure: 0.00139 mmHg at 25°C  
Melting point: 10-12°C
Water solubility: immiscible
Enthalpy of Vaporization: 53.68 kJ/mol
Index of Refraction: 1.615 
Molar Refractivity: 54.12 cm3 
Molar Volume: 155 cm3 
XLogP3-AA: 2.9
H-Bond Donor: 0
H-Bond Acceptor: 1
Structure Descriptors of 1'-Acetonaphthone (CAS NO.941-98-0):
  IUPAC Name: 1-naphthalen-1-ylethanone
  Canonical SMILES: CC(=O)C1=CC=CC2=CC=CC=C21
  InChI: InChI=1S/C12H10O/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-8H,1H3 
  InChIKey: QQLIGMASAVJVON-UHFFFAOYSA-N
Product Categories: Aromatic Ketones (substituted)

1'-Acetonaphthone Uses

 1'-Acetonaphthone (CAS NO.941-98-0) can be used  for  intermediates of dye and pharmaceutical.

1'-Acetonaphthone Production

 1'-Acetonaphthone (CAS NO.941-98-0) has been derived by acetylation of naphthalene with acetic anhydride in the presence of aluminum chloride.

1'-Acetonaphthone Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H MLD

     FCTOD7    Food and Chemical Toxicology. 20 (1982),755.
2.    

orl-rat LD50:1560 mg/kg

     FCTOD7    Food and Chemical Toxicology. 20 (1982),755.

1'-Acetonaphthone Consensus Reports

Reported in EPA TSCA Inventory.

1'-Acetonaphthone Safety Profile

Moderately toxic by ingestion. A skin irritant. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of 1'-Acetonaphthone (CAS NO.941-98-0):
Hazard Codes:Xi,Xn
Risk Statements:
22:  Harmful if swallowed 
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing
RTECS: BD1200000
F: 3
Hazard Note: Irritant
HS Code: 29143900

1'-Acetonaphthone Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

1'-Acetonaphthone Specification

 1'-Acetonaphthone , its CAS NO. is 941-98-0, the synonyms are 1-Acetylnaphthalene ; 1-Acetonaphthone ; alpha-Acetonaphthone ; alpha-Acetylnaphthalene ; 1-Acetonaphthalene ; 1-Naphthyl methyl ketone ; .alpha.-Acetonaphthone ; alpha-Naphthyl methyl ketone ; Methyl 1-naphthyl ketone ; 1-(1-naphthalenyl)-Ethanone ; 1-(1-naphthalenyl)-ethanon .

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