254312

Sigma-Aldrich

Titanium(IV) chloride

≥99.995% trace metals basis

Synonym(s):
TTC, Titanium tetrachloride
Linear Formula:
TiCl4
CAS Number:
Molecular Weight:
189.68
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.55

Quality Level

vapor pressure

50 mmHg ( 55 °C)
9.6 mmHg ( 20 °C)

assay

≥99.995% trace metals basis

form

liquid
liquid

reaction suitability

reagent type: catalyst
core: titanium

bp

135-136 °C (lit.)
136.4 °C

mp

−25 °C (lit.)

density

1.73 g/mL at 20 °C (lit.)

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

Promotes a highly selective aldol reaction of (S)-2-benzyloxy-3-pentanone in THF or DME.
Titanium(IV) chloride has been used in the synthesis of anatase TiO2 structures with macropores (250nm in diameter) and mesoscale pores (50nm in diameter).
Activates pyrrolidines for improved conversion, via a modified Bouveault reaction, to the corresponding α,α-dimethylamines.

Packaging

10, 50 g in glass bottle

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

hazcat

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

Target Organs

Respiratory system

Supp Hazards

EUH014

storage_class_code

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

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Victor Rodríguez-Cisterna et al.
The Journal of organic chemistry, 72(17), 6631-6633 (2007-07-20)
Stereoselectivity of TiCl4-mediated aldol reactions from (S)-2-benzyloxy-3-pentanone is dramatically improved when the reaction is carried out in the presence of 1.1 equiv of tetrahydrofuran (THF) or 1,2-dimethoxyethane (DME). The resultant 2,4-syn-4,5-syn adducts are then obtained in diastereomeric ratios up to...
A Review of Mesoporous TiO2 Thin Films
Wang J, et al.
Material Matters, 7(2) null
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)
Denton, S.M. Wood, A.
Synlett, 55-55 (1999)

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