Isopropyltriphenylphosphonium Iodide

Product Name Isopropyltriphenylphosphonium Iodide
CAT No. CS-T-30043
CAS No. 24470-78-8
Category Impurities
Stock IN-Stock
Mol. Wt. Not Available
Mol. For. Not Available
Hazardous This is not a Hazardous Compound
COA View Sample COA
MSDS View Sample MSDS
Smileys [I-].CC(C)[P+](C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
Canonical Smiles CC(C)[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[I-]
InchIKey HHBXWXJLQYJJBW-UHFFFAOYSA-M
Inchl InChI=1S/C21H22P.HI/c1-18(2)22(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21;/h3-18H,1-2H3;1H/q+1;/p-1
IUPAC triphenyl(propan-2-yl)phosphanium;iodide
Controlled No
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Isopropyltriphenylphosphonium iodide, also known as Wittig's reagent, is a chemical compound widely used in organic chemistry as a strong nucleophile and as a reactant in Wittig reactions. The compound has the chemical formula C27H27IP and a molecular weight of 522.4 g/mol. Isopropyltriphenylphosphonium iodide is a white or off-white crystalline powder that is soluble in polar solvents such as water, ethanol, and acetone. The compound is highly reactive due to the presence of the positively charged phosphonium ion and the negatively charged iodide ion. The isopropyl group attached to the phosphorus atom provides steric protection and prevents unwanted side reactions. The main application of isopropyltriphenylphosphonium iodide is in the Wittig reaction, a widely used method for the synthesis of alkenes from aldehydes or ketones. The reaction involves the formation of a phosphorus ylide intermediate, which then undergoes a [2+2] cycloaddition with the carbonyl group to form an alkene. The reaction is highly versatile and can be used for the synthesis of a wide range of alkenes. In addition to the Wittig reaction, isopropyltriphenylphosphonium iodide has been used in other organic synthesis reactions, such as the Horner-Wadsworth-Emmons reaction and the Peterson olefination reaction. The compound is a strong nucleophile and can be used to form C-C, C-O, and C-N bonds with a variety of electrophiles. Overall, isopropyltriphenylphosphonium iodide is a valuable reagent in organic chemistry due to its high reactivity and versatility in a wide range of reactions.

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