cerium(3+) ion trichloride

• ChemBase ID: 126472
• Molecular Formular: CeCl3
• Molecular Mass: 246.475
• Monoisotopic Mass: 244.81199604
• SMILES: [Cl-].[Cl-].[Cl-].[Ce+3]
• Canonical SMILES: [Cl-].[Cl-].[Cl-].[Ce+3]
• InChI: InChI=1S/Ce.3ClH/h;3*1H/q+3;;;/p-3
• InChIKey: VYLVYHXQOHJDJL-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: cerium(3+) ion trichloride
• IUPAC Traditional name: cerium(3+) ion trichloride
• Synonyms: Cerium trichloride; Cerium(III) chloride, anhydrous; Cerium(III) chloride, ultra dry; Cerous chloride heptahydrate; Cerium(III) chloride heptahydrate; Cerous chloride; Cerium(III) chloride; 三氯化铈(III),无水; 三氯化铈(III),超干; 氯化铈(III)七水合物

Database IDs

• CAS Number: 7790-86-5; 18618-55-8
• EC Number: 232-227-8
• MDL Number: MFCD00149634; MFCD00010929
• Merck Index: 141997
• PubChem SID: 162220806
• PubChem CID: 24636
• CHEBI ID: 35458
• Chemspider ID: 23038
• Unique Ingredient Identifier: TH8E3IE00V
• Wikipedia Title: Cerium(III)_chloride

CALCULATED PROPERTIES

• Acid pKa: -7.0
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.8327582
• LogD (pH = 7.4): 0.8327582
• Log P: 0.6123387
• Molar Refractivity: 5.6156 cm^3
• Polarizability: 2.1090326 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 100 g/100 ml in water; soluble in alcohol; Soluble in water, alcohol, acetone, acids
• Apperance: Crystalline, Ampouled under argon; fine white powder; Powder
• Melting Point: 817 °C (anhydrous) ; 90 °C (heptahydrate, decomp); 848°C
• Boiling Point: 1727 °C; 1727°C
• Flash Point: Non-flammable
• Density: 3.92; 3.97 g/cm^3

Safety Information

• Storage Warning: Air Sensitive & Hygroscopic; Hygroscopic
• RTECS: FK5075000; FK5100000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 99%; 99.5% (REO); 99.9% (REO)

REFERENCES

• Reagent for selective cleavage of MEM ethers (see 2-Methoxyethoxymethyl chloride, L01050) under mild conditions: Org. Lett., 3, 1149 (2001).
• Useful in modifying the reactivity of Sodium borohydride, 35788, allowing selective reduction of ketones in the presence of aldehydes: J. Am. Chem. Soc., 101, 5848 (1979), and giving increased selectivity for 1,2-reduction of enones to allylic alcohols: J. Chem. Soc., Chem. Commun., 601 (1978); cyclohexenones can be reduced in an alkyl alcohol to give the alkyl allylic ether in high yield: Pol. J. Chem., 69, 1655 (1995).
• With a catalytic amount of NaI in acetonitrile, dioxolanes (ethylene acetals) are deprotected to the parent carbonyl compounds: J. Org. Chem., 62, 4183 (1997), as are 4-methoxybenzyl ethers: J. Org. Chem., 64, 5696 (1999), and allyl ethers: Tetrahedron Lett., 40, 7293 (1999), to the parent alcohols. With a stoichiometric amount of NaI, alcohols can be converted to alkyl iodides: J. Org. Chem., 65, 2830 (2000), aryl alkyl ethers undergo dealkylation to phenols: Chem. Lett., 738 (2000), and selective deprotection of N-Boc protected tert-butyl amino acid esters can be achieved: J. Org. Chem., 66, 4430 (2001). Also deprotects the tert-butyl ethers of alcohols: Adv. Synth. Catal., 348, 905 (2006). For a review of the CeCl₃?nH₂O/NaI system,as an efficient, water-tolerant Lewis Acid promoter in organic synthesis, see: Synlett, 2101 (2003).
• In combination with Zn in acetonitrile, promotes the Reformatsky reaction of Ethyl bromofluoroacetate, B21579: J. Org. Chem., 67, 72 (2002).
• For preparation of the anhydrous reagent and its use in combination with organolithium or Grignard reagents to suppress side reactions with carbonyl compounds, see: Org. Synth., 76, 228 (1998).
• For a brief feature on uses of this reagent, see: Synlett, 1935 (2002).