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
zinc(II) chloride
zinc(II) acetylacetonate
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
acetylacetone
zinc
zinc(II) acetylacetonate
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
zinc(II) acetylacetonate
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% |
Conditions | Yield |
---|---|
Neat (no solvent); |
zinc(II) acetylacetonate
Conditions | Yield |
---|---|
In neat (no solvent) dried in vac. over P2O5 for about 1 d; |
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); |
Conditions | Yield |
---|---|
In sodium hydroxide mixing soln. of HPD in aq. NaOH and aq. soln. of ZnSO4; dehydrating crystalline hydrate (vacuum, P2O5, 4h); |
diethylzinc
A
zinc(II) acetylacetonate
B
ethene
C
copper
Conditions | Yield |
---|---|
In benzene byproducts: C2H6; room temp., large excess of butadiene to prevent copper pptn.,; not isolated; |
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)
A
zinc(II) acetylacetonate
copper(II) S-methyl isopropylidenehydrazinecarbodithioate
Conditions | Yield |
---|---|
In dichloromethane Kinetics; 23°C, under dinitrogen;; chromy. on silica gel;; |
A
zinc(II) acetylacetonate
C
benzyl copper
Conditions | Yield |
---|---|
In diethyl ether extd. the soln. with Et2O, the ext. yielded the zinc compounds, the residue is the product; |
A
zinc(II) acetylacetonate
C
copper
Conditions | Yield |
---|---|
With H(1+) |
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; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethyl ether 2: diethyl ether View Scheme |
zinc(II) acetylacetonate
N-(1,3-dimethylimidazolidin-2-ylidene)quinoline-8-amine
Conditions | Yield |
---|---|
Inert atmosphere; Schlenk technique; | 99% |
zinc(II) acetylacetonate
Conditions | Yield |
---|---|
In methanol; chloroform for 1h; Inert atmosphere; Reflux; | 97% |
zinc(II) acetylacetonate
[5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinato] zinc(II)
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
(tetrakis(2,4,6-trimethylphenyl)porphyrinato)zinc(II)
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
Conditions | Yield |
---|---|
With cetyltrimethylammonim bromide In ethanol; water at 185℃; under 10343.2 Torr; Microwave irradiation; | 93% |
zinc(II) acetylacetonate
Conditions | Yield |
---|---|
With cetyltrimethylammonim bromide In ethanol; water at 185℃; under 10343.2 Torr; Microwave irradiation; | 93% |
zinc(II) acetylacetonate
Conditions | Yield |
---|---|
With cetyltrimethylammonim bromide In ethanol; water at 185℃; under 10343.2 Torr; Microwave irradiation; | 93% |
zinc(II) acetylacetonate
Conditions | Yield |
---|---|
With cetyltrimethylammonim bromide In ethanol; water at 185℃; under 10343.2 Torr; Microwave irradiation; | 93% |
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
2,3,7,8,12,13,17,18-octaethyl-porphyrin
(2,3,7,8,12,13,17,18-octaethylporphyrinato)zinc(II)
Conditions | Yield |
---|---|
In dichloromethane for 1h; Reflux; | 90.9% |
zinc(II) acetylacetonate
1,1,1,1-tetrakis[(2-salicylaldimino)methyl]methane
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
water
Conditions | Yield |
---|---|
In acetone mixing at room temp.; detd. by MAS, elem. anal., TGA; | 90% |
zinc(II) acetylacetonate
NSC598
water
(4'-phenyl-3,2':6',3''-terpyridine)tetra(acetylacetonato)dizinc(II) monohydrate
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
[5,15-bis(anthracen-9-yl)-10,20-dihexylporphyrinato]zinc(II)
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
tri-tert-butoxysilanethiol
(1H-imidazol-4-yl)methanol
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
5,10,15,20-tetrakis(4-chlorophenyl)porphyrinatozinc(II)
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
Conditions | Yield |
---|---|
In methanol for 0.5h; Reflux; | 85% |
zinc(II) acetylacetonate
[5,15-bis(anthracen-9-yl)-10,20-bis(1-ethylpropyl)porphyrinato]zinc(II)
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
Conditions | Yield |
---|---|
In methanol; benzene for 0.5h; Inert atmosphere; Reflux; | 82% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 16h; Inert atmosphere; Schlenk technique; | 81% |
zinc(II) acetylacetonate
4'-(4-methylthiophenyl)-3,2':6',3"-terpyridine
[Zn2(μ-4'-(4-methylthiophenyl)-3,2':6',3''-terpyridine)(acetylacetonato)4]
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
zinc(II) acetylacetonate
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
zinc(II) acetylacetonate
N,N-dimethyl-formamide
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
Conditions | Yield |
---|---|
In methanol; benzene for 0.5h; Inert atmosphere; Reflux; | 80% |
zinc(II) acetylacetonate
N,N'-bis(2-mercaptoethyl)-1,5-diazacyclooctane
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
N,N'-bis(2-mercaptoethyl)-1,5-diazacyclooctane
[1,5-diazacyclooctane-bis(2-ethylthiolate)]zinc(II) dimer
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
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In water; ethyl acetate; acetone at 19.84℃; for 0.166667h; | 78% |
zinc(II) acetylacetonate
zinc(II)(5,10,15,20-tetra(p-methoxyphenyl)-porphyrinato)
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% |
Molecular Structure of Zinc acetoacetonate (CAS NO.14024-63-6):
IUPAC Name: Zinc pentane-2,4-dione
Canonical SMILES: CC(=O)[CH-]C(=O)C.CC(=O)[CH-]C(=O)C.[Zn+2]
InChI: InChI=1S/2C5H7O2.Zn/c2*1-4(6)3-5(2)7; /h2*3H,1-2H3; /q2*-1; +2
InChIKey: NHXVNEDMKGDNPR-UHFFFAOYSA-N
Molecular Weight: 263.62476 [g/mol]
Molecular Formula: C10H14O4Zn
H-Bond Donor: 0
H-Bond Acceptor: 6
EINECS: 237-860-3
Boiling point: 129-131 °C (10 mmHg)
Flash Point: 71.9 °C
Appearance: White to ivory powder
Melting Point: 124-126 °C
Classification Code: Mutation data
Product Categories: Organometallics; Catalysts for Organic Synthesis; Classes of Metal Compounds; Homogeneous Catalysts; Metal Complexes; Synthetic Organic Chemistry; Transition Metal Compounds; Zn (Zinc) Compounds
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD50 | intraperitoneal | 50mg/kg (50mg/kg) | Progress Report for Contract No. PH-43-64-886, Submitted to the National Cancer Institute by The Institute of Chemical Biology, University of San Francisco. Vol. PH43-64-886, |
Zinc and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.
Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of ZnO.
Safety Information of Zinc acetoacetonate (CAS NO.14024-63-6):
Hazard Codes: Xn
Risk Statements: 22-36-36/37/38
R22:Harmful if swallowed.
R36:Irritating to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 20-39-37/39-26
S20:When using, do not eat or drink.
S37/39:Wear suitable gloves and eye/face protection.
S39:Wear eye / face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RTECS: ZH0917500
TSCA: Yes
Zinc acetoacetonate (CAS NO.14024-63-6), its Synonyms are Bis(2,4-pentanedionato)zinc ; Bis(acetylacetonato)zinc ; Bis(pentanedionato)zinc ; Zinc 2,4-pentanedione ; Zinc acetylacetonate ; Zinc acetylacetone chelate ; Zinc bis(2,4-pentanedionate) ; Zinc bis(acetylacetonate) ; Zinc bis(acetylacetone) ; Zinc diacetoacetate ; Zinc(II) acetylacetonate ; Zinc, bis(2,4-pentanedionato)di- ; Zinc, bis(2,4-pentanedionato-O,O')- ; Zinc, bis(2,4-pentanedionato-O,O')-, (T-4)- .
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