14024-63-6

Basic information

• Product Name: Zinc(II) acetylacetonate
• Synonyms: BIS(2,4-PENTANEDIONATO)ZINC(II);BIS(ACETYLACETONATO)ZINC(II);2,4-PENTANEDIONE ZINC DERIVATIVE;ACETYLACETONE, ZINC DERIVATIVE;Zinc bis(2,4-pentanedionate);Zinc bis(acetylacetonate);Zinc bis(acetylacetone);Zinc, bis(2,4-pentanedionato)-
• CAS NO: 14024-63-6
• Molecular Formula: 2C₅H₇O₂*Zn
• Molecular Weight: 263.61
• EINECS: 237-860-3
• Product Categories: Organometallics;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Synthetic Organic Chemistry;Transition Metal Compounds;Zn (Zinc) Compounds
• Mol File: 14024-63-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 124-126 °C
• Boiling Point: 129-131 °C (10 mmHg)
• Appearance: White to ivory/Powder
• Density: 1.544[at 20℃]
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: Store below +30°C.
• Solubility: soluble in Methanol
• PKA: 8.8[at 20 ℃]
• Water Solubility: 9.1g/L at 20℃
• CAS DataBase Reference: Zinc(II) acetylacetonate(CAS DataBase Reference)
• NIST Chemistry Reference: Zinc(II) acetylacetonate(14024-63-6)
• EPA Substance Registry System: Zinc(II) acetylacetonate(14024-63-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36-36/37/38
• Safety Statements: 20-39-37/39-26
• RTECS: ZH0917500
• TSCA: Yes
• Hazardous Substances Data: 14024-63-6(Hazardous Substances Data)

Usage

Chemical Properties

White to ivory powder

Uses

Catalyst in synthesis of long-chain alcohols and aldehydes, textile weighting agent.

Flammability and Explosibility

Notclassified

Purification Methods

The zinc complex crystallises from hot 95% EtOH. [Fernelius & Bryant Inorg Synth V 105 1957, Wakita et al. J Organometal Chem 301 C17 1986, Beilstein 2 IV 144.]

Synthetic route

acetylacetone (123-54-6) + zinc (7440-66-6) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
With tert-butylammonium hexafluorophosphate(V) In acetylacetone Electrochem. Process; tetra-n-butylammonium hexafluorophosphate added to dry acetylacetone, Cuelectrode, 300 V, 10-50 mA, ca. 10 h; solid filtered off, washed twice with hexane and with petroleum ether;	86.8%
With (C4H9)4NBF4 In acetonitrile Electrolysis; reaction of Zn anode with 30% soln. of acetylacetone in CH3CN with added 0.1 M Bu4NBF4, Pt cathode; addn. of ether-acetone mixture;; pptn.; drying in vacuo;;

sodium (Z)-4-oxopent-2-en-2-olate (1118-67-8) + zinc(II) chloride (7646-85-7) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
In neat (no solvent, solid phase) mechanically activated solid state synthesis; eccentric-type ball mill, mixt. was treated for 30 min; mixt. was sepd. by vacuum sublimation on an oil bath at 120-160°Cand pressure of 13.3 Pa; elem. anal., XRD;	70.6%

zinc(II) carbonate (743369-26-8) + acetylacetone (123-54-6) + zinc (7440-66-6) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
With tetraethylammonium chloride In acetonitrile byproducts: hydrogen; Electrolysis; electrolyis of Hacac and ZnCO3 in temp.-controlled electrochem. cell equipped with Zn anode and cathode for 193 min; using 0.1 M soln. of Et4NClin MeCN as electrolyte; concn. to pasty state under heating on magnetic stirrer and cooling to room temp.; extn. with ether; filtration, concn. of filtrate; elem. anal.;	63.6%

zinc diacetate (557-34-6) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
With acetylacetone In water heated zinctate with water and acetylacetone until salt dissolution, filtered, cooled down; precipitate filtered out, washed (water), dried, recrystn. (hexane-chloroform);	63%

zinc hydroxide + acetylacetone (123-54-6) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
Neat (no solvent);

Zn(OC(CH3)CHC(CH3)O)2(H2O) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
In neat (no solvent) dried in vac. over P2O5 for about 1 d;

acetylacetone (123-54-6) + zinc(II) oxide → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
In not given react. ZnO with freshly distilled acetylacetone (as in: M. Hassanein, I.F. Hewaidy, Z. Anorg. Allg. Chem. 318 (1962) 212);

zinc(II) sulfate (7733-02-0) + acetylacetone (123-54-6) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
In sodium hydroxide mixing soln. of HPD in aq. NaOH and aq. soln. of ZnSO4; dehydrating crystalline hydrate (vacuum, P2O5, 4h);

copper acetylacetonate + diethylzinc (557-20-0) → zinc(II) acetylacetonate (14024-63-6) + ethene (74-85-1) + copper (12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8)

Conditions	Yield
In benzene byproducts: C2H6; room temp., large excess of butadiene to prevent copper pptn.,; not isolated;

zinc diacetate (557-34-6) + acetylacetone (123-54-6) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
In ethanol acetyl acetone added to soln. of Zn acetate (stirring); kept 8 h; product filtered off; washed with ethanol; dried (vac.);
In ethanol acetylacetone added to ethanol soln. of zinc acetate under stirring for 8 h; ppt. washed (ethanol) for several times, vacuum-dried;

bis(S-methyl isopropylidenehydrazinecarbodithioato)zinc(II) (72871-59-1) + bis(acetylacetonate)copper(II) → zinc(II) acetylacetonate (14024-63-6) + copper(II) S-methyl isopropylidenehydrazinecarbodithioate (34156-34-8)

Conditions	Yield
In dichloromethane Kinetics; 23°C, under dinitrogen;; chromy. on silica gel;;

C6H5CH2Cu*0.25C6H5CH2Zn(1+)*1.75CH3COCHCOCH3(1-)*0.75Zn(2+) → zinc(II) acetylacetonate (14024-63-6) + Benzylzinkacetylacetonat + benzyl copper (81324-04-1)

Conditions	Yield
In diethyl ether extd. the soln. with Et2O, the ext. yielded the zinc compounds, the residue is the product;

C6H5CH2Cu*0.25C6H5CH2Zn(1+)*1.75CH3COCHCOCH3(1-)*0.75Zn(2+) → zinc(II) acetylacetonate (14024-63-6) + CH3OZn(acetylacetonate) + copper (12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8)

Conditions	Yield
With H(1+)

acetylacetone (123-54-6) + zinc(II) chloride (7646-85-7) → zinc(II) acetylacetonate (14024-63-6)

Conditions	Yield
With (C2H5)3N In water ligand added to a soln. of Zn salt, stirred for 15 min, pptd. with (C2H5)3N; washed (EtOH, H2O), dried in vac. at 50°C;
Stage #1: zinc(II) chloride In ethanol at 110 - 130℃; for 4h; Stage #2: acetylacetone With sodium acetate for 24h; Reagent/catalyst;

copper acetylacetonate + dibenzylzinc (7029-30-3) → zinc(II) acetylacetonate (14024-63-6) + Benzylzinkacetylacetonat + benzyl copper (81324-04-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether 2: diethyl ether View Scheme

zinc(II) acetylacetonate (14024-63-6) + N-(1,3-dimethylimidazolidin-2-ylidene)quinoline-8-amine (1144101-49-4) → C24H30N4O4Zn

Conditions	Yield
Inert atmosphere; Schlenk technique;	99%

zinc(II) acetylacetonate (14024-63-6) + meso-tetrakis(3-pyridyl)bacteriochlorinato cadmium → meso-tetrakis(3-pyridyl)bacteriochlorinato zinc

Conditions	Yield
In methanol; chloroform for 1h; Inert atmosphere; Reflux;	97%

zinc(II) acetylacetonate (14024-63-6) + 5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrin → [5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinato] zinc(II) (100506-72-7)

Conditions	Yield
In further solvent(s) heating the corresponding porphyrin in 1,2,4-trichlorobenzene at reflux wit Zn(acac)2, 30-35 min; evapn.; chromy. (alumina, CHCl3); evapn. of red main fraction; recrystn. from chloroform; elem. anal.;	96%

zinc(II) acetylacetonate (14024-63-6) + 5,10,15,20-tetramesitylporphyrin → (tetrakis(2,4,6-trimethylphenyl)porphyrinato)zinc(II) (104025-54-9)

Conditions	Yield
In further solvent(s) heating the corresponding porphyrin in 1,2,4-trichlorobenzene at reflux wit Zn(acac)2, 30-35 min; evapn.; chromy. (alumina, CHCl3); evapn. of red main fraction; recrystn. from chloroform; elem. anal.;	96%

aluminium(III) acetylacetonate + zinc(II) acetylacetonate (14024-63-6) + cobalt acetylacetonate → (00)Co025(99)Zn075Al2O4

Conditions	Yield
With cetyltrimethylammonim bromide In ethanol; water at 185℃; under 10343.2 Torr; Microwave irradiation;	93%

aluminium(III) acetylacetonate + zinc(II) acetylacetonate (14024-63-6) + cobalt acetylacetonate → Co0005Zn0995Al2O4

Conditions	Yield
With cetyltrimethylammonim bromide In ethanol; water at 185℃; under 10343.2 Torr; Microwave irradiation;	93%

aluminium(III) acetylacetonate + zinc(II) acetylacetonate (14024-63-6) + cobalt acetylacetonate → (00)Co075(99)Zn025Al2O4

Conditions	Yield
With cetyltrimethylammonim bromide In ethanol; water at 185℃; under 10343.2 Torr; Microwave irradiation;	93%

aluminium(III) acetylacetonate + zinc(II) acetylacetonate (14024-63-6) + cobalt acetylacetonate → Co0.01Zn0.99Al2O4

Conditions	Yield
With cetyltrimethylammonim bromide In ethanol; water at 185℃; under 10343.2 Torr; Microwave irradiation;	93%

zinc(II) acetylacetonate (14024-63-6) + cobalt(II) chloride (7646-79-9) + zinc(II) chloride (7646-85-7) → (THF)3cobalt(II)(acetylacetonato)(μ-chloro)(zinc(II) chloride)

Conditions	Yield
In tetrahydrofuran ZnCl2 and CoCl2 were stirred into a soln. of Zn(acac)2 in THF (molar ratio 1:2:1), after 3 h ether was added for pptn.;; after filtn., crystn. proceeded within 1 d, addn of further amts. of ether gives nearly quantitative yield; elem. anal.;;	92%

zinc(II) acetylacetonate (14024-63-6) + 2,3,7,8,12,13,17,18-octaethyl-porphyrin (2683-82-1) → (2,3,7,8,12,13,17,18-octaethylporphyrinato)zinc(II) (17632-18-7)

Conditions	Yield
In dichloromethane for 1h; Reflux;	90.9%

zinc(II) acetylacetonate (14024-63-6) + 1,1,1,1-tetrakis[(2-salicylaldimino)methyl]methane (3221-64-5) → [Zn2(1,1,1,1-tetrakis((salicylaldimino)methyl)methane(-4H))]

Conditions	Yield
With Et3N In acetonitrile Zn(acac)2, ligand, and Et3N (2:1:4 molar ratio) refluxed in MeCN; filtered, soln. evapd., extd. (benzene), crystd. (toluene), elem. anal.;	90%

zinc(II) acetylacetonate (14024-63-6) + (tetra-n-butylammonium)4H4[γ-SiW10O36] + water (7732-18-5) → (tetra-n-butylammonium)8[(Zn(OH2)(μ3-OH))2(Zn(OH2)2)2(γ-HSiW10O36)2]*9H2O

Conditions	Yield
In acetone mixing at room temp.; detd. by MAS, elem. anal., TGA;	90%

zinc(II) acetylacetonate (14024-63-6) + NSC598 (5333-11-9) + water (7732-18-5) → (4'-phenyl-3,2':6',3''-terpyridine)tetra(acetylacetonato)dizinc(II) monohydrate (1187224-50-5)

Conditions	Yield
In methanol hot soln. of ligand in CH3OH treated with Zn(acac)2 (L:Zn=1:0.07), cooled to roon temp.; crystd. in a closed vessel, filtered, washed (CH3OH), dried at room temp., elem. anal.;	88.9%

zinc(II) acetylacetonate (14024-63-6) + 5,15-dianthracenyl-10,20-dihexylporphyrin → [5,15-bis(anthracen-9-yl)-10,20-dihexylporphyrinato]zinc(II) (1279603-68-7)

Conditions	Yield
In toluene porphyrin placed with Zn(acac)2 in flask; toluene added; mixt. refluxed for 3 h; solvent removed in vac.; product isolated after passage through silica gel using CH2Cl2 as eluent; recrystd. using CH2Cl2/MeOH;	88%

zinc(II) acetylacetonate (14024-63-6) + tri-tert-butoxysilanethiol (690-52-8) + (1H-imidazol-4-yl)methanol (822-55-9) → (4-hydroxymethyl-1H-imidazole-κN)bis(tri-tert-butoxysilanethiolato-κ2O,S)zinc(II)

Conditions	Yield
In methanol Zn acetylacetonate and Si-compd. dissolved in CH3OH under warming, soln.of imidazole deriv. in CH3OH added; crystals collected, recrystd. from toluene/methanol (1/1);	87%

zinc(II) acetylacetonate (14024-63-6) + 5,10,15,20-tetrakis(4-chlorophenyl)porphyrin → 5,10,15,20-tetrakis(4-chlorophenyl)porphyrinatozinc(II) (29116-33-4)

Conditions	Yield
In further solvent(s) heating the corresponding porphyrin in 1,2,4-trichlorobenzene at reflux wit Zn(acac)2, 30-35 min; evapn.; chromy. (alumina, CHCl3); evapn. of red main fraction; recrystn. from chloroform; elem. anal.;	86%

zinc(II) acetylacetonate (14024-63-6) + 3-[(2-pyridylmethylamino)phenylmethylidene]-1,3-dihydro-2H-1-phenylpyrrolo[2,3-b]quinoxalin-2-one → C34H27N5O3Zn

Conditions	Yield
In methanol for 0.5h; Reflux;	85%

zinc(II) acetylacetonate (14024-63-6) + 5,15-dianthracenyl-10,20-bis(1-ethylpropyl)-porphyrin → [5,15-bis(anthracen-9-yl)-10,20-bis(1-ethylpropyl)porphyrinato]zinc(II) (1279603-71-2)

Conditions	Yield
In toluene porphyrin placed with Zn(acac)2 in flask; toluene added; mixt. refluxed for 3 h; solvent removed in vac.; product isolated after passage through silica gel using CH2Cl2 as eluent; recrystd. using CH2Cl2/MeOH;	82%

zinc(II) acetylacetonate (14024-63-6) + meso-tetrakis[1-(4′-pyridiniobutyl)-3-pyridyl]bacteriochlorin octabromide → meso-tetrakis[1-(4′-pyridiniobutyl)-3-pyridyl]bacteriochlorinatozinc octabromide

Conditions	Yield
In methanol; benzene for 0.5h; Inert atmosphere; Reflux;	82%

zinc(II) acetylacetonate (14024-63-6) + 9-hydroxy-1-oxophenalene (7465-58-9) → Zn(opo)2

Conditions	Yield
In methanol at 20℃; for 16h; Inert atmosphere; Schlenk technique;	81%

zinc(II) acetylacetonate (14024-63-6) + 4'-(4-methylthiophenyl)-3,2':6',3"-terpyridine (1352042-26-2) → [Zn2(μ-4'-(4-methylthiophenyl)-3,2':6',3''-terpyridine)(acetylacetonato)4] (1352042-25-1)

Conditions	Yield
In acetonitrile reaction of excess of Zn(acac)2 and ligand in hot soln. using oil bath at 64-68°C, soln. was heated for 26 h; solvent was removed, ppt. was washed with MeCN and Et2O; elem. anal.;	80.5%

1,10-Phenanthroline (66-71-7) + zinc(II) acetylacetonate (14024-63-6) → [bis(acetylacetonato-κ2O,O')(1,10-phenanthroline-κ2N,N')zinc(II)]

Conditions	Yield
In methanol org. ligand soln. addn. to Zn-complex soln., reaction mixt. heating, boiling for 10 min, pptn. on cooling; ppt. filtration off; elem. anal.;	80%
In propan-1-ol addn. of soln. of zinc complex to 1,10-phenanthroline in n-propanol at 295.150 K; not isolated, monitored by calorimetry;

1,2,3-Benzotriazole (95-14-7) + zinc(II) acetylacetonate (14024-63-6) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → [Zn5(bta)5(acac)4(dmf)]*dmf

Conditions	Yield
In N,N-dimethyl-formamide under aerobic condition; solid Zn(acac)2 (2 mol) added to heated (approx. 100°C) soln. of benzotriazole (4 mol) in DMF; heating turned off and stirred for 10 min; slow evapn. at room temp.; elem. anal.;	80%

zinc(II) acetylacetonate (14024-63-6) + meso-tetrakis[1-(4′-bromobutyl)-3-pyridyl]bacteriochlorin tetrabromide → meso-tetrakis[1-(4′-bromobutyl)-3-pyridyl]bacteriochlorinatozinc tetrabromide

Conditions	Yield
In methanol; benzene for 0.5h; Inert atmosphere; Reflux;	80%

zinc(II) acetylacetonate (14024-63-6) + N,N'-bis(2-mercaptoethyl)-1,5-diazacyclooctane (129944-05-4) → ((C6H12N2)Zn(C2H4S)2)2

Conditions	Yield
In toluene anarorobic conditions, addn. of N,N'-bis(mercaptoethyl)-1,5-diazacyclooctane soln. to a soln. of zinc acetylacetonate without stirring; crystn. upon standing overnight, elem. anal.;	78%

zinc(II) acetylacetonate (14024-63-6) + N,N'-bis(2-mercaptoethyl)-1,5-diazacyclooctane (129944-05-4) → [1,5-diazacyclooctane-bis(2-ethylthiolate)]zinc(II) dimer (142867-07-0)

Conditions	Yield
In toluene absence of air; stirring equimolar amts. at 22°C overnight (pptn.); decantation, washing (PhMe), drying (vac.); can be recrystallized (hot MeCN/MeOH=1:1); elem. anal.;	78%

zinc(II) acetylacetonate (14024-63-6) + TBA6[Co2(γ-H3SiW10O36)2]*3H2O + tetra(n-butyl)ammonium hydroxide (2052-49-5) → TBA8[{Zn(H2O)}2(μ3-OH)2{Co(H2O)2}2(γ-HSiW10O36)2]

Conditions	Yield
In water; ethyl acetate; acetone at 19.84℃; for 0.166667h;	78%

zinc(II) acetylacetonate (14024-63-6) + 5,10,15,20-meso-tetra(p-methoxyphenyl) porphyrin → zinc(II)(5,10,15,20-tetra(p-methoxyphenyl)-porphyrinato) (57715-42-1)

Conditions	Yield
In further solvent(s) heating the corresponding porphyrin in 1,2,4-trichlorobenzene at reflux wit Zn(acac)2, 30-35 min; evapn.; chromy. (alumina, CHCl3); evapn. of red main fraction; recrystn. from chloroform; elem. anal.;	71%

Upstream product

• 123-54-6 acetylacetone 
• 7440-66-6 zinc 
• 557-20-0 diethylzinc 
• 557-34-6 zinc diacetate 
• 72871-59-1 bis(S-methyl isopropylidenehydrazinecarbodithioato)zinc(II) 
• 7029-30-3 dibenzylzinc 
• 7646-85-7 zinc(II) chloride 
• 1118-67-8 sodium (Z)-4-oxopent-2-en-2-olate 
• 7733-02-0 zinc(II) sulfate 
• 743369-26-8 zinc(II) carbonate 

Downstream Products

• 7440-66-6 zinc 
• 12775-96-1 copper 
• 14074-80-7 (5,10,15,20-tetraphenylporphyrinato)zinc(II) 
• 57715-42-1 zinc(II)(5,10,15,20-tetra(p-methoxyphenyl)-porphyrinato) 
• 29116-33-4 5,10,15,20-tetrakis(4-chlorophenyl)porphyrinatozinc(II) 
• 14320-04-8 zinc(II) phthalocyanine 
• 104025-54-9 (tetrakis(2,4,6-trimethylphenyl)porphyrinato)zinc(II) 
• 14586-52-8 zinc(II) phthalocyanine 
• 1187224-50-5 (4'-phenyl-3,2':6',3''-terpyridine)tetra(acetylacetonato)dizinc(II) monohydrate 
• 557-20-0 diethylzinc 
• 547-68-2 zinc(II) oxalate 

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