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Titanium isopropoxide information


Titanium isopropoxide
Names
IUPAC name
Titanium isopropoxide
Other names
Tetraisopropyl titanate
Titanium(IV) i-propoxide
Titanium tetraisopropoxide
Tetraisopropyl orthotitanate
Identifiers
CAS Number
  • 546-68-9 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:139496
ChemSpider
  • 21106214
ECHA InfoCard 100.008.100 Edit this at Wikidata
EC Number
  • 208-909-6
PubChem CID
  • 11026
UNII
  • 76NX7K235Y checkY
UN number 1993
CompTox Dashboard (EPA)
  • DTXSID5027196 Edit this at Wikidata
InChI
  • Key: VXUYXOFXAQZZMF-UHFFFAOYSA-N
  • InChI=1S/4C3H7O.Ti/c4*1-3(2)4;/h4*3H,1-2H3;/q4*-1;+4
SMILES
  • CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C
Properties
Chemical formula
C12H28O4Ti
Molar mass 284.219 g·mol−1
Appearance colorless to light-yellow liquid
Density 0.96 g/cm3
Melting point 17 °C (63 °F; 290 K) approximation
Boiling point 232 °C (450 °F; 505 K)
Solubility in water
Reacts to form TiO2
Solubility soluble in ethanol, ether, benzene, chloroform
Refractive index (nD)
1.46
Hazards
GHS labelling:
Pictograms
GHS02: FlammableGHS05: CorrosiveGHS07: Exclamation mark
Signal word
Danger
Hazard statements
H226, H318, H319, H336
Precautionary statements
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):
LD50 (median dose)
7600 mg/kg (rat, oral)
Related compounds
Other anions
Titanium methoxide; Titanium ethoxide; Titanium butoxide
Other cations
Aluminium isopropoxide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Titanium isopropoxide, also commonly referred to as titanium tetraisopropoxide or TTIP, is a chemical compound with the formula Ti{OCH(CH3)2}4. This alkoxide of titanium(IV) is used in organic synthesis and materials science. It is a diamagnetic tetrahedral molecule. Titanium isopropoxide is a component of the Sharpless epoxidation, a method for the synthesis of chiral epoxides.[1][2]

The structures of the titanium alkoxides are often complex. Crystalline titanium methoxide is tetrameric with the molecular formula Ti4(OCH3)16.[3] Alkoxides derived from bulkier alcohols such as isopropyl alcohol aggregate less. Titanium isopropoxide is mainly a monomer in nonpolar solvents.[4]

  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. ^ Bradley, 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.

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Titanium isopropoxide

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Titanium isopropoxide, also commonly referred to as titanium tetraisopropoxide or TTIP, is a chemical compound with the formula Ti{OCH(CH3)2}4. This alkoxide...

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sol-gel process. Titanium isopropoxide is used in the synthesis of chiral organic compounds via the Sharpless epoxidation. Titanium forms a variety of...

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Titanium ethoxide

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"Reversible double insertion of aryl isocyanates into the Ti–O bond of titanium(IV) isopropoxide". J. Organomet. Chem. 690 (5): 1282–1293. doi:10.1016/j.jorganchem...

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Aluminium isopropoxide

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Aluminium isopropoxide is the chemical compound usually described with the formula Al(O-i-Pr)3, where i-Pr is the isopropyl group (–CH(CH3)2). This colourless...

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Kulinkovich reaction

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beta-position and titanium(IV) alkoxides such as titanium isopropoxide. This reaction was first reported by Oleg Kulinkovich and coworkers in 1989. Titanium catalysts...

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Diisopropyl tartrate

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epoxidation, where it serves as a chiral ligand to titanium after reaction with titanium isopropoxide. Katsuki, Tsutomu; Sharpless, K. Barry (1980). "The...

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Titanium tetrachloride

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known derivative is titanium isopropoxide, which is a monomer. Titanium bis(acetylacetonate)dichloride results from treatment of titanium tetrachloride with...

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Titanium butoxide

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titanium alkoxides (exception: titanium isopropoxide), Ti(OBu)4 is not a monomer but exists as a cluster (see titanium ethoxide). Nonetheless it is often depicted...

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Isopropyl alcohol

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alkoxides that are called isopropoxides. With titanium tetrachloride, isopropyl alcohol reacts to give titanium isopropoxide: TiCl4 + 4 (CH3)2CHOH → Ti(OCH(CH3)2)4...

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Diethyl tartrate

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more common. In the Sharpless epoxidation, diethyl tartrate and titanium isopropoxide form a chiral catalyst in situ. The TADDOL ligand scaffold is produced...

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water and formation of titanium dioxide. Esters of orthotitanic acid are known, however; one example being titanium isopropoxide. Esters derived from smaller...

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light stabilizers are widely used in polymers. Titanium isopropoxide is a monomer, the corresponding titanium ethoxide is a tetramer. An isolable selenenic...

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alkoxide). A well-studied case is the irreversible hydrolysis of titanium isopropoxide: Ti(OR)4 + 2 H2O → TiO2 + 4 HOR By controlling the stoichiometry...

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TiCl4) or organometallic precursors (typically alkoxides such as titanium isopropoxide, also known as TTIP). Depending on synthesis conditions, the first...

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sol-gel process. Titanium isopropoxide is used in the synthesis of chiral organic compounds via the Sharpless epoxidation. Titanium forms a variety of...

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forming the titanium(III) derivative: 2 TiS2 → Ti2S3 + S Thin films of TiS2 have been prepared by the sol-gel process from titanium isopropoxide (Ti(OPri)4)...

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Alliin

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epoxidation. The chiral catalyst is produced from diethyl tartrate and titanium isopropoxide. Garlic has been used since antiquity as a therapeutic remedy for...

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tert-butyl hydroperoxide. The method relies on a catalyst formed from titanium tetra(isopropoxide) and diethyl tartrate. 2,3-Epoxyalcohols can be converted into...

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Asymmetric catalytic oxidation

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especially applicable to allyl alcohols using a catalyst derived from titanium isopropoxide and diethyl tartrate. tert-Butyl hydroperoxide is the oxidant. This...

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Nickel compounds

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alkoxy compounds known for nickel include nickel dipropoxide, nickel di-isopropoxide, nickel tert-amyloxide, and nickel di-tert-hexanoxide. These can be formed...

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