66628-94-2

Basic information

• Product Name: (E)-1-phenyl-3,4,4-trimethyl-1-pentene
• Synonyms: (E)-1-phenyl-3,4,4-trimethyl-1-pentene
• CAS NO: 66628-94-2
• Molecular Weight: 188.313
• Mol File: 66628-94-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (E)-1-phenyl-3,4,4-trimethyl-1-pentene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-phenyl-3,4,4-trimethyl-1-pentene(66628-94-2)
• EPA Substance Registry System: (E)-1-phenyl-3,4,4-trimethyl-1-pentene(66628-94-2)

Safety Data

• Hazardous Substances Data: 66628-94-2(Hazardous Substances Data)

Upstream product

• 64976-70-1 (E)-2,4,4-Trimethyl-6-phenylhex-5-en-3-on 
• 507-19-7 t-butyl bromide 
• 17488-65-2 4-phenylbut-3-en-2-ol 
• 1227853-34-0 C₁₆H₂₅O₃PS 
• 2259-30-5 tert-butylmagnesium bromide 
• 149379-91-9 (E)-2,2-dimethyl-6-phenylhex-5-en-3-one 
• 814-16-4 diethyl (3,3-dimethyl-2-oxobutyl)phosphonate 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 102918-88-7 trans-α-methyl-γ-phenylallyl pivalate 

Relevant articles and documents

Cu(I)-catalyzed, α-selective, allylic alkylation reactions between phosphorothioate esters and organomagnesium reagents

Regiocontrol of allylic alkylation reactions involving hard nucleophiles remains a significant challenge and continues to be an active area of research. The lack of general methods in which α-alkylation is favored underscores the need for the development of new processes for achieving this type of selectivity. We report that Cu(I) catalyzes the allylic substitution of phosphorothioate esters with excellent α-regioselectivity, regardless of the nature of the Grignard reagent that is used. To the best of our knowledge, the Cu-catalyzed allylic alkylation of phosphorothioate esters has never been described. We have also developed a simple protocol for inducing high α selectivity starting from secondary allylic halides. This is accomplished by using sodium phosphorothioates as an additive.

Alkylation of Allylic Derivatives. 11. Copper(I)-Catalyzed Cross Coupling of Allylic Carboxylates with Grignard Reagents

Reactions of allylic carboxylates with Grignard reagents containing catalytic amounts (1-10 mol percent) of cuprous salts give high yields of cross-coupled products.With alkyl Grignard reagents, regiochemistry can be controlled by choice of cuprous salt.With cuprous halides, little regiospecificity is observed.There is a small excess of γ-coupling in unbiased systems such as 5-methyl-2-cyclohexenyl (1), 2-cyclohexenyl (3), and β-phenylallyl (5) carboxylates.With CuCN, complete regiospecificity (exclusive γ-coupling) is observed with all alkyl Grignard reagents in unbiased systems, and with n-butylmagnesium halide >97percent γ-coupling results with α-methyl-γ-phenylallyl pivalate (7-OPiv) which is biased in favour of coupling at the α-position.In sharp contrast to alkyl Grignard reagents, phenyl and vinyl Grignard reagents containing CuCN show no regiospecificity.