Ethanone,1-(3-phenanthrenyl)- supplier

Name
3-ACETYLPHENANTHRENE
EINECS 218-020-5
CAS No. 2039-76-1
Article Data11
CAS DataBase
Density 1.164 g/cm³
Solubility
Melting Point 67-71 °C(lit.)
Formula C₁₆H₁₂O
Boiling Point 405.9 °C at 760 mmHg
Molecular Weight 220.271
Flash Point 180.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Ketone,methyl 3-phenanthryl (6CI,7CI,8CI);1-(3-Phenanthryl)ethanone;3-Acetylphenanthrene;Methyl 3-phenanthryl ketone;NSC 3192;1-(3-phenanthryl)ethan-1-one;1-(3-Phenanthryl)ethanone;Ethanone, 1- (3-phenanthrenyl)-;ethanone, 1-(3-phenanthrenyl)-;Ketone, methyl 3-phenanthryl;
PSA 17.07000
LogP 4.19560

Synthetic route

: 6-Acetyl-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one

: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
palladium on activated charcoal at 300℃; for 4.5h;	73%

: 3112-03-6
4-acetylstilbene

: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
With potassium iodide In cyclohexane for 3.75h; Irradiation;	43%

: 1261648-81-0
1-(5-bromo-2-iodophenyl)ethanone

: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; potassium carbonate; palladium dichloride In N,N-dimethyl-formamide at 150℃; for 3h; Inert atmosphere; Sealed tube;	30%

: 85-01-8
phenanthrene

: 108-24-7
acetic anhydride

A: 2039-76-1
1-(phenanthren-3-yl)ethanone

B: 5968-48-9
1-Phenanthren-1-yl-ethanone

Conditions

Conditions	Yield
With hydrogen fluoride at 50 - 60℃;

...Expand

: 85-01-8
phenanthrene

: 75-36-5
acetyl chloride

A: 2039-76-1
1-(phenanthren-3-yl)ethanone

B: 5968-48-9
1-Phenanthren-1-yl-ethanone

Conditions

Conditions	Yield
With aluminium trichloride; nitrobenzene

...Expand

: 85-01-8
phenanthrene

: 75-36-5
acetyl chloride

: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
With aluminium trichloride

: 85-01-8
phenanthrene

: 75-36-5
acetyl chloride

A: 2039-77-2
9-acetylphenanthrene

B: 5960-69-0
2-acetylphenanthrene

C: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
With aluminium trichloride for 30h; Ambient temperature; Further byproducts given;	A 70.6 % Chromat. B 4.0 % Chromat. C 25.0 % Chromat.
With aluminium trichloride Product distribution; Ambient temperature; various time and molar ratio AlCl3/1a;	A 26.5 % Chromat. B 17.1 % Chromat. C 55.1 % Chromat.
With aluminium trichloride for 52h; Ambient temperature;	A 26.5 % Chromat. B 17.1 % Chromat. C 55.1 % Chromat.

...Expand

: 85-01-8
phenanthrene

: 7664-39-3
hydrogen fluoride

: 108-24-7
acetic anhydride

A: 5960-69-0
2-acetylphenanthrene

B: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
at 50 - 55℃;

...Expand

: 75-15-0
carbon disulfide

: 7446-70-0
aluminium trichloride

: 85-01-8
phenanthrene

: 75-36-5
acetyl chloride

A: 5960-69-0
2-acetylphenanthrene

B: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
hoehere Temperaturen;

...Expand

: 7446-70-0
aluminium trichloride

: 85-01-8
phenanthrene

: 98-95-3
nitrobenzene

: 75-36-5
acetyl chloride

A: 5960-69-0
2-acetylphenanthrene

B: 2039-76-1
1-(phenanthren-3-yl)ethanone

...Expand

: 98-86-2
acetophenone

4-methyl-2-nitro-benzeneselen(o)ylsulfanyl cyanate: 4-methyl-2-nitro-benzeneselen(o)ylsulfanyl cyanate

A: 2039-76-1
1-(phenanthren-3-yl)ethanone

B barium oxide containing copper oxide-chromium oxide: barium oxide containing copper oxide-chromium oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 45 percent / H2SO4 / 6.5 h / Ambient temperature 2: 73 percent / 10percent Pd/C / 4.5 h / 300 °C View Scheme

...Expand

: 85-01-8
phenanthrene

: 75-36-5
acetyl chloride

A: 5960-69-0
2-acetylphenanthrene

B: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
With aluminum (III) chloride In nitrobenzene Friedel Crafts acylation;

...Expand

: 29124-56-9
1-(2-amino-5-bromophenyl)ethanone

: 2039-76-1
1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid; potassium iodide; sodium nitrite / acetonitrile; water / 4.5 h / 10 - 20 °C / Inert atmosphere; Sealed tube 2: palladium dichloride; 1,3-bis-(diphenylphosphino)propane; potassium carbonate / N,N-dimethyl-formamide / 3 h / 150 °C / Inert atmosphere; Sealed tube View Scheme

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 34585-56-3
2-bromo-3'-acetophenanthrone

Conditions

Conditions	Yield
With copper(ll) bromide In chloroform; ethyl acetate for 6h; Reflux;	100%
With bromine In 1,4-dioxane; diethyl ether at 20℃; for 3h;	56%
With copper(ll) bromide In chloroform; ethyl acetate for 3.5h; Heating;

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 7470-14-6
phenanthrene-3-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium hypochlorite In 1,4-dioxane at 65℃; for 3h;	100%
With sodium hypochlorite; sodium hydroxide In 1,4-dioxane at 65℃; for 6h;	97%
With sodium hypochlorite solution In 1,4-dioxane; water at 120℃; for 24h;	92%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 1710-28-7
phenanthren-2-yl-oxoacetaldehyde

Conditions

Conditions	Yield
With selenium (IV) oxide In 1,4-dioxane; water Heating;	99%
With selenium(IV) oxide In toluene
With selenium(IV) oxide

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 4-methyl-N′-(1-(phenanthren-3-yl)ethylidene)benzenesulfonohydrazide

Conditions

Conditions	Yield
In methanol at 60℃;	98%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 7494-58-8
1-(3-phenanthryl)ethanol

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol for 12h; Ambient temperature;	97%
With ethanol; platinum Hydrogenation;
With copper oxide-chromium oxide; barium(II) oxide; decalin at 100℃; under 97822.5 Torr; Hydrogenation;
With aluminum isopropoxide; isopropyl alcohol
With lithium aluminium tetrahydride; diethyl ether

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 100-52-7
benzaldehyde

: 62953-48-4
1-[3]phenanthryl-3-phenyl-propenone

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.0666667h; Microwave irradiation;	96%
With sodium hydroxide In ethanol for 48h; Ambient temperature;	68.1%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 123-11-5
4-methoxy-benzaldehyde

: C24H18O2

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.0666667h; Microwave irradiation;	95%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 620-23-5
m-tolyl aldehyde

: 63681-63-0
(Z)-1-Phenanthren-3-yl-3-m-tolyl-propenone

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.0666667h; Microwave irradiation;	95%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 555-16-8
4-nitrobenzaldehdye

: 31907-28-5
3-(4-nitro-phenyl)-1-[3]phenanthryl-propenone

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.1h; Microwave irradiation;	94%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 1122-91-4
4-bromo-benzaldehyde

: 38374-12-8
(E)-3-(4-Bromo-phenyl)-1-phenanthren-3-yl-propenone

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.075h; Microwave irradiation;	93%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 2393-23-9
4-methoxy-benzylamine

: 1-(4-methoxybenzyl)-5-(3-phenanthryl)-1H-1,2,3-triazole

Conditions

Conditions	Yield
With 4-nitrophenyl azide; acetic acid In toluene at 100℃; for 12h; Molecular sieve;	91%

: 3132-99-8
m-bromobenzoic aldehyde

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: C23H15BrO

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.075h; Microwave irradiation;	91%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 552-89-6
2-nitro-benzaldehyde

: 63646-43-5
(Z)-3-(2-Nitro-phenyl)-1-phenanthren-3-yl-propenone

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.1h; Microwave irradiation;	91%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 89-98-5
2-chloro-benzaldehyde

: 31919-49-0
(E)-3-(2-Chloro-phenyl)-1-phenanthren-3-yl-propenone

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.0666667h; Microwave irradiation;	90%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 587-04-2
3-Chlorobenzaldehyde

: C23H15ClO

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.0666667h; Microwave irradiation;	90%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 459-57-4
4-fluorobenzaldehyde

: C23H15FO

Conditions

Conditions	Yield
With FeCl3-bentonite for 0.0833333h; Microwave irradiation;	90%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 1,5-bis-(morpholino)-pentadienylium triflate

: 7-(morpholin-4-yl)-1-(phenanthren-2-yl)hepta-2,4,6-trien-1-one

Conditions

Conditions	Yield
Stage #1: 1-(phenanthren-3-yl)ethanone With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 1,5-bis-(morpholino)-pentadienylium triflate In tetrahydrofuran; hexane at -78 - 20℃; for 3.25h; Further stages.;	86%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 2-chloro-1-(phenanthren-3-yl)ethanone

Conditions

Conditions	Yield
With hydrogenchloride; ammonium nitrate; iodine; oxygen In water; acetonitrile at 60℃; for 22h; Green chemistry; chemoselective reaction;	85%

: 110-91-8
morpholine

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 117752-99-5
3-Phenanthrylacetothiomorpholide

Conditions

Conditions	Yield
With sulfur for 16h; Heating;	82%
With sulfur

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 3490-92-4
methyl 2-cyano-3,3-bis(methylsulfanyl)acrylate

: 681449-07-0
4-methylsulfanyl-2-oxo-6-(phenanthren-3-yl)-2H-pyran-3-carbonitrile

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 10h;	82%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 1892-54-2
3-aminophenanthrene

Conditions

Conditions	Yield
With pyridine; hydroxylamine hydrochloride In ethanol at 75℃; for 1h;	81%
Multi-step reaction with 2 steps 1.1: pyridine; hydroxylamine hydrochloride / ethanol / 3 h / Heating / reflux 2.1: PPA / 2.5 h / 100 °C 2.2: Heating / reflux View Scheme

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 343338-28-3
(S)-2-methylpropane-2-sulfinamide

: (S,E)-2-methyl-N-(1-(phenanthren-3-yl)ethylidene)propane-2-sulfinamide

Conditions

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran for 96h; Inert atmosphere; Reflux;	78%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 5968-50-3
1-(phenanthren-3-yl)ethanone oxime

Conditions

Conditions	Yield
With pyridine; hydroxylamine hydrochloride In ethanol at 100℃; for 2h; Inert atmosphere;	75.1%
With pyridine; hydroxylamine hydrochloride In ethanol for 3h; Heating / reflux;
With pyridine; hydroxylamine hydrochloride In ethanol for 3h; Heating / reflux;

: 948-65-2
2-phenyl-indole

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 6-(phenanthren-3-yl)-11H-benzo[a]carbazole

Conditions

Conditions	Yield
With iodine(I) bromide In chlorobenzene at 130℃; for 4h; Sealed tube;	75%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 228266-66-8
3-(1-chloroethenyl)phenanthrene

Conditions

Conditions	Yield
With phosphorus pentachloride; phosphorus trichloride for 24h; Ambient temperature;	69%

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 81290-20-2
(trifluoromethyl)trimethylsilane

A: 1,1,1-Trifluoro-2-phenanthren-2-yl-propan-2-ol

B: 1,1,1-Trifluoro-2-phenanthren-3-yl-propan-2-ol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 2.25h; Ambient temperature; Title compound not separated from byproducts;	A 25% B 66%

...Expand

: 3558-24-5
1-methyl-2-phenyl-1H-indole

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 1-methyl-3-(phenanthro[4,3-b]selenophen-3-yl)-2-phenyl-1H-indole

Conditions

Conditions	Yield
With selenium; oxygen; iodine(I) bromide In 1-methyl-pyrrolidin-2-one at 140℃; Sealed tube;	63%
With selenium; [bis(acetoxy)iodo]benzene; Iodine monochloride In 1-methyl-pyrrolidin-2-one at 140℃; for 18h;	29%

: 50-00-0
formaldehyd

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: 10024-89-2
morpholin hydrochloride

: 7470-64-6
3-morpholino-1-(phenanthren-3-yl)propan-1-one hydrochloride

Conditions

Conditions	Yield
In i-Amyl alcohol Reflux;	60%
Mannich reaction;

...Expand

: 2039-76-1
1-(phenanthren-3-yl)ethanone

: (E)-3-Acetylphenanthrene oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In ethanol Heating;	59%
With pyridine; hydroxylamine hydrochloride In ethanol for 3h; Substitution; Heating;

Ethanone,1-(3-phenanthrenyl)- Specification

The Ethanone,1-(3-phenanthrenyl)-, with the CAS registry number 2039-76-1 and EINECS registry number 218-020-5, has the IUPAC name of 1-phenanthren-3-ylethanone. It belongs to the following product categories: API intermediates; C15 to C38; Carbonyl Compounds; Ketones. And the molecular formula of the chemical is C₁₆H₁₂O.

The physical properties of Ethanone,1-(3-phenanthrenyl)- are as followings: (1)ACD/LogP: 4.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.13; (4)ACD/LogD (pH 7.4): 4.13; (5)ACD/BCF (pH 5.5): 805.41; (6)ACD/BCF (pH 7.4): 805.41; (7)ACD/KOC (pH 5.5): 4185.3; (8)ACD/KOC (pH 7.4): 4185.3; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.685; (14)Molar Refractivity: 71.96 cm³; (15)Molar Volume: 189.1 cm³; (16)Polarizability: 28.52×10^-24cm³; (17)Surface Tension: 48.8 dyne/cm; (18)Density: 1.164 g/cm³; (19)Flash Point: 180.7 °C; (20)Enthalpy of Vaporization: 65.75 kJ/mol; (21)Boiling Point: 405.9 °C at 760 mmHg; (22)Vapour Pressure: 8.47E-07 mmHg at 25°C.

Uses of Ethanone,1-(3-phenanthrenyl)-: It can react with morpholine to produce 4-[3]phenanthrylsulfanylacetyl-morpholine. This reaction will need reagent S. The reaction time is 16 hours with heating, and the yield is about 82%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c3ccc2ccc1ccccc1c2c3)C
(2)InChI: InChI=1/C16H12O/c1-11(17)14-9-8-13-7-6-12-4-2-3-5-15(12)16(13)10-14/h2-10H,1H3
(3)InChIKey: JKVNPRNAHRHQDD-UHFFFAOYAK

Product Name

3-ACETYLPHENANTHRENE

Synthetic route

Ethanone,1-(3-phenanthrenyl)- Specification

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