15935-94-1 Usage
Description
Allylidenetriphenylphosphorane, with the molecular formula C18H15P, is a yellow crystalline solid characterized by a melting point of 146-147°C. It is a significant chemical compound in the field of organic synthesis, primarily recognized as a Wittig reagent for the conversion of aldehydes and ketones into alkenes through the Wittig reaction. This phosphorus-containing compound is a crucial building block in the synthesis of a variety of pharmaceuticals, perfumes, and flavors, playing a vital role in both research and industrial processes within the chemical industry. Due to its flammable nature and potential hazards, Allylidenetriphenylphosphorane requires careful handling.
Uses
Used in Organic Synthesis:
Allylidenetriphenylphosphorane is utilized as a reagent in organic synthesis, specifically for the preparation of alkenes from aldehydes and ketones. It serves as a key component in the Wittig reaction, a widely employed method for the synthesis of alkenes, which are fundamental building blocks in organic chemistry.
Used in Pharmaceutical Production:
In the pharmaceutical industry, Allylidenetriphenylphosphorane is used as a crucial intermediate in the synthesis of various medicinal compounds. Its ability to form alkenes from carbonyl compounds is essential for the creation of complex molecular structures that exhibit therapeutic properties.
Used in Perfumery and Flavor Industry:
Allylidenetriphenylphosphorane is also employed in the production of perfumes and flavors, where it contributes to the formation of specific aromatic compounds that impart distinctive scents and tastes to products.
Used in Research and Development:
In the realm of scientific research, Allylidenetriphenylphosphorane is a valuable tool for exploring new chemical reactions and developing innovative synthetic pathways. Its versatility and reactivity make it an indispensable component in the advancement of organic chemistry.
Used in Industrial Processes:
Within the chemical industry, Allylidenetriphenylphosphorane is widely used in various industrial processes to produce a range of products, from specialty chemicals to consumer goods. Its role in the synthesis of alkenes is particularly important for the manufacturing of polymers, plastics, and other materials that are integral to modern industry.
Check Digit Verification of cas no
The CAS Registry Mumber 15935-94-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,9,3 and 5 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 15935-94:
(7*1)+(6*5)+(5*9)+(4*3)+(3*5)+(2*9)+(1*4)=131
131 % 10 = 1
So 15935-94-1 is a valid CAS Registry Number.
15935-94-1Relevant articles and documents
One-pot synthesis of 1-pentafluorophenyl-1,3-dienes
Shen, Yanchang,Wang, Tielin
, p. 33 - 36 (1994)
Perfluorobenzene was added to allylidenetriphenylphosphorane regiospecifically, after transylidation, to give (3-pentafluorophenyl)allylidenetriphenylphosphorane, which reacted with aldehydes to afford 1-pentafluorophenyl-1,3-dienes in good to excellent y
Free radical cyclizations of trienes with tris(trimethylsisyl)silane
Restrepo-Sanchez, Nora E.,Gomez, Fernando J.,Jaramillo-Gomez, Luz M.,Hudlicky, Tomas
, p. 2795 - 2806 (1999)
The intramolecular trapping of a stabilized intermediate allylic radical generated by the addition of tris(trimethylsilyl)silyl (sisyl) radical to a conjugated system was performed. The observed low stereoselectivity suggests thermodynamic rather than kinetic control in this cyclization process.
Heavier Carbonyl Olefination: The Sila-Wittig Reaction
Reiter, Dominik,Frisch, Philipp,Szilvási, Tibor,Inoue, Shigeyoshi
supporting information, p. 16991 - 16996 (2019/10/16)
The Wittig reaction is one of the most versatile tools in the repertoire of organic chemists. Thus, a broad variety of carbonyl compounds can be converted to tailor-made alkenes with phosphorus ylides under mild conditions. However, no comparable reaction has been reported for silanones, the silicon congeners of ketones. Here, we demonstrate for the first time the successful application of the Wittig olefination to iminosilylsilanone 1. The selective formation of a series of silenes (R2Sia? CR2) via the sila-Wittig reaction revealed an unprecedented approach to otherwise elusive compounds. In addition, the highly reactive and zwitterionic nature of 1 was also susceptible to nucleophilic attacks and cycloaddition reactions by and with the phosphorus ylides. Our results therefore make another important contribution to discovering the differences and similarities between carbon and silicon.
