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249866

Sigma-Aldrich

Titanium(IV) chloride solution

1.0 M in methylene chloride

Synonym(s):

Titanium tetrachloride

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About This Item

Linear Formula:
TiCl4
CAS Number:
7550-45-0
Molecular Weight:
189.68
MDL number:
MFCD00011267
UNSPSC Code:
12352300
PubChem Substance ID:
329752763
NACRES:
NA.55

vapor pressure

24.09 psi ( 55 °C)
6.93 psi ( 20 °C)

Quality Level

100

form

liquid

reaction suitability

reagent type: catalyst
core: titanium

concentration

0.95-1.10 M NaOH (titration)
1.0 M in methylene chloride

density

1.365 g/mL at 25 °C

SMILES string

Cl[Ti](Cl)(Cl)Cl

InChI

1S/4ClH.Ti/h4*1H;/q;;;;+4/p-4

InChI key

XJDNKRIXUMDJCW-UHFFFAOYSA-J

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General description

Titanium(IV) chloride participates in the Baylis-Hillman reaction of arylaldehydes with methyl vinyl ketone. Neutral solutions of TiCl4 having a pH in the range of 2.5 to 6.0 (prepared by the addition of magnesium oxide as a base) are used to synthesize nanosized titanium dioxide.

Application

Activates pyrrolidines for improved conversion, via a modified Bouveault reaction, to the corresponding α,α-dimethylamines.

Signal Word

Danger

Hazard Statements

H314,H331,H336,H351

Hazard Classifications

Acute Tox. 3 Inhalation - Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

EUH014

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Titanium(IV) chloride and the amine-promoted baylis-hillman reaction
Shi et al.
Organic letters, 2(23), 3755-3755 (2000-11-14)
Precipitation of nanosized titanium dioxide from aqueous titanium (IV) chloride solutions by neutralization with MgO.
Li Y and Demopoulos GP.
Hydrometallurgy, 90(1), 26-33 (2008)
Charles Dylan Turner et al.
Organic letters, 14(18), 4970-4973 (2012-09-08)
The Ti(IV)-catalyzed Ugi condensation of α-amino acids with electron-rich aromatic aldehydes performs adequately even with sterically demanding α-amino carboxylate salts. The reaction occurs diastereoselectively, in some cases with virtually complete diastereoselectivity. A stereochemical rationale for the reaction is proposed.
Soji Shimizu et al.
Chemical communications (Cambridge, England), 49(16), 1621-1623 (2013-01-23)
Pyrrolopyrrole aza-BODIPY analogues were synthesized from diketopyrrolopyrrole and heteroaromatic amines in the presence of titanium tetrachloride. These novel compounds exhibit intense absorption in the visible region and strong emission with high fluorescence quantum yields greater than 0.8.
Denton, S.M. Wood, A.
Synlett, 55-55 (1999)
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