Cerium(III) chloride heptahydrate

• Catalog No.: A12947
• CAS Number: 18618-55-8
• M. F.: CeCl3
• M. W.: 246.475
• Purity: 99%

SYNONYMS

• Title: 氯化铈(III)七水合物
• IUPAC name: cerium(3+) ion trichloride
• IUPAC Traditional name: cerium(3+) ion trichloride
• Synonyms: Cerous chloride heptahydrate

DATABASE IDS

• MDL Number: MFCD00149634
• Merck Index: 141997
• EC Number: 232-227-8
• CAS Number: 18618-55-8

PROPERTIES

• Purity: 99%
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• RTECS: FK5100000
• Safety Statements: 26-37
• Storage Warning: Air Sensitive & Hygroscopic
• TSCA Listed: 是

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).