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Titanium isopropoxide

From Wikipedia, the free encyclopedia
This article is about the chemical compound. For the free trade agreement abbreviated as TTIP, seeTransatlantic Trade and Investment Partnership.
Titanium isopropoxide
Names
IUPAC name
Titanium(IV) isopropoxide
Systematic IUPAC name
Titanium(IV) tetra(propan-2-olate)
Other names
Tetraisopropyl titanate
Titanium(IV)i-propoxide
Titanium tetraisopropoxide
Tetraisopropyl orthotitanate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.008.100Edit this at Wikidata
EC Number
  • 208-909-6
UNII
UN number1993
  • Key: VXUYXOFXAQZZMF-UHFFFAOYSA-N
  • InChI=1S/4C3H7O.Ti/c4*1-3(2)4;/h4*3H,1-2H3;/q4*-1;+4
  • CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C
Properties
C12H28O4Ti
Molar mass284.219 g·mol−1
Appearancecolorless to light-yellow liquid
Density0.96 g/cm3
Melting point17 °C (63 °F; 290 K) approximation
Boiling point232 °C (450 °F; 505 K)
Reacts to form TiO2
Solubilitysoluble inethanol,ether,benzene,chloroform
1.46
Hazards
GHS labelling:
GHS02: FlammableGHS05: CorrosiveGHS07: Exclamation mark
Danger
H226,H318,H319,H336
P210,P233,P240,P241,P242,P243,P261,P264,P271,P280,P303+P361+P353,P304+P340,P305+P351+P338,P310,P312,P337+P313,P370+P378,P403+P233,P403+P235,P405,P501
Lethal dose or concentration (LD, LC):
7600 mg/kg (rat, oral)
Related compounds
Otheranions
Titanium methoxide;Titanium ethoxide;Titanium butoxide
Othercations
Aluminium isopropoxide
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Titanium isopropoxide, also commonly referred to astitanium tetraisopropoxide orTTIP, is achemical compound with theformulaTi{OCH(CH3)2}4. Thisalkoxide of titanium(IV) is used inorganic synthesis andmaterials science. It is adiamagnetic tetrahedral molecule. Titanium isopropoxide is a component of theSharpless epoxidation, a method for the synthesis of chiral epoxides.[1][2]

The structures of the titanium alkoxides are often complex. Crystallinetitanium methoxide istetrameric with themolecular formulaTi4(OCH3)16.[3] Alkoxides derived from bulkier alcohols such asisopropyl alcohol aggregate less. Titanium isopropoxide is mainly a monomer in nonpolar solvents.[4]

Preparation

[edit]

It is prepared by treatingtitanium tetrachloride withisopropanol in presence of ammonia.Hydrogen chloride is formed as a coproduct:[4]: 19–20 

TiCl4 + 4 (CH3)2CHOH → Ti{OCH(CH3)2}4 + 4 HCl

Properties

[edit]

Titanium isopropoxide reacts with water to deposittitanium dioxide:[5]

Ti{OCH(CH3)2}4 + 2 H2O → TiO2 + 4 (CH3)2CHOH

This reaction is employed in thesol-gel synthesis of TiO2-based materials in the form of powders or thin films. Typically water is added in excess to a solution of the alkoxide in an alcohol. The composition, crystallinity and morphology of the inorganic product are determined by the presence of additives (e.g.acetic acid), the amount of water (hydrolysis ratio), and reaction conditions.[5]

The compound is also used as a catalyst in the preparation of certain cyclopropanes in theKulinkovich reaction.Prochiral thioethers are oxidized enantioselectively using a catalyst derived from Ti(O-i-Pr)4.[6][7]

Naming

[edit]

Titanium(IV) isopropoxide is a widely used item of commerce and has acquired many names in addition to those listed in the table. A sampling of the names include:titanium(IV)i-propoxide, isopropyl titanate, tetraisopropyl titanate, tetraisopropyl orthotitanate, titanium tetraisopropylate, orthotitanic acid tetraisopropyl ester, Isopropyl titanate(IV), titanic acid tetraisopropyl ester, isopropyltitanate, titanium(IV) isopropoxide, titanium tetraisopropoxide,iso-propyl titanate, titanium tetraisopropanolate, tetraisopropoxytitanium(IV), tetraisopropanolatotitanium, tetrakis(isopropoxy) titanium, tetrakis(isopropanolato) titanium, titanic acid isopropyl ester, titanic acid tetraisopropyl ester, titanium isopropoxide, titanium isopropylate, tetrakis(1-methylethoxy)titanium.

Applications

[edit]

TTIP can be used as a precursor for ambient conditions vapour phase deposition such as infiltration into polymer thin films.[8]

References

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  1. ^Katsuki, T.;Sharpless, K. Barry (1980). "The first practical method for asymmetric epoxidation".J. Am. Chem. Soc.102 (18): 5974.doi:10.1021/ja00538a077.
  2. ^Hill, J. G.;Sharpless, K. B.; Exon, C. M.; Regenye, R. (1985). "Enantioselective Epoxidation Of Allylic Alcohols: (2s,3s)-3-propyloxiranemethanol".Org. Synth.63: 66.doi:10.15227/orgsyn.063.0066.
  3. ^Wright, D. A.; Williams, D. A. (1968). "The Crystal and Molecular Structure of Titanium Tetramethoxide".Acta Crystallographica B.24 (8):1107–1114.Bibcode:1968AcCrB..24.1107W.doi:10.1107/S0567740868003766.
  4. ^abBradley, Donald Charlton;Mehrotra, Ram C.; Rothwell, Ian P.; Singh, A. (2001).Alkoxo and Aryloxo Derivatives of Metals. San Diego:Academic Press.ISBN 978-0-08-048832-5.
  5. ^abHanaor, Dorian A. H.; Chironi, Ilkay; Karatchevtseva, Inna; Triani, Gerry; Sorrell, Charles C. (2012)."Single and Mixed Phase TiO2 Powders Prepared by Excess Hydrolysis of Titanium Alkoxide".Advances in Applied Ceramics.111 (3):149–158.arXiv:1410.8255.Bibcode:2012AdApC.111..149H.doi:10.1179/1743676111Y.0000000059.S2CID 98265180.
  6. ^Zhao, S. H.; Samuel, O.;Kagan, H. B. (1987). "Asymmetric Oxidation of Sulfides Mediated by Chiral Titanium Complexes: Mechanistic and Synthetic Aspects".Tetrahedron.43 (21):5135–5144.doi:10.1016/S0040-4020(01)87689-4.
  7. ^Zhao, S. H.; Samuel, O.;Kagan, H. B. (1990)."Enantioelective Oxidation of a Sulfide: (S)-(−)-Methylp-Tolyl Sulfoxide".Organic Syntheses.68: 49.doi:10.15227/orgsyn.068.0049;Collected Volumes, vol. 8, p. 464.
  8. ^Giraud, Elsa C.; Mokarian-Tabari, Parvaneh; Toolan, Daniel T. W.; Arnold, Thomas; Smith, Andrew J.; Howse, Jonathan R.; Topham, Paul D.; Morris, Michael A. (2018-07-27)."Highly Ordered Titanium Dioxide Nanostructures via a Simple One-Step Vapor-Inclusion Method in Block Copolymer Films"(PDF).ACS Applied Nano Materials.1 (7):3426–3434.doi:10.1021/acsanm.8b00632.hdl:10468/11768.S2CID 139474500.

External links

[edit]
Titanium(II)
Organotitanium(II) compounds
Titanium(III)
Organotitanium(III) compounds
Titanium(IV)
(Oxo)Titanates
Fluorotitanates
Alkoxides, carboxylates,amides
Organotitanium(IV) compounds
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