178100-79-3

Basic information

• Product Name: Benzene, (5,5-difluoro-4-pentenyl)-
• CAS NO: 178100-79-3
• Molecular Formula: C11H12F2
• Molecular Weight: 182.213
• Mol File: 178100-79-3.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzene, (5,5-difluoro-4-pentenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (5,5-difluoro-4-pentenyl)-(178100-79-3)
• EPA Substance Registry System: Benzene, (5,5-difluoro-4-pentenyl)-(178100-79-3)

Safety Data

• Hazardous Substances Data: 178100-79-3(Hazardous Substances Data)

Upstream product

• 98-80-6 phenylboronic acid 
• 641618-99-7 C₁₁H₁₁F₃ 
• 111718-95-7 2-(chloromethyl)-1-octene 
• 18328-11-5 3-benzyl propionaldehyde 
• 1895-39-2 sodium chlorodifluoroacetate 
• 329685-40-7 4,4,5,5-tetramethyl-2-(3-phenylpropyl)-[1,3,2]dioxaborolane 
• 36329-85-8 (3-phenylpropyl)boronic acid 
• 2236129-81-8 trifluoroacetaldehyde N-triftosylhydrazone 
• 300-57-2 allylbenzene 
• 1415585-64-6 (E)-(5,5,5-trifluoropent-3-en-1-yl)benzene 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 
• 768-56-9 4-Phenylbut-1-ene 
• 178100-70-4 5-Phenyl-pentanedithioic acid methyl ester 
• 2270-20-4 5-Phenylpentanoic acid 

Downstream Products

• 826-73-3 1-Benzosuberone 

Relevant articles and documents

Copper-Catalyzed Regio- And Enantioselective Hydroallylation of 1-Trifluoromethylalkenes: Effect of Crown Ether

A Cu-catalyzed regio- and enantioselective hydroallylation of 1-trifluoromethylalkenes with hydrosilanes and allylic chlorides has been developed. Anin situgenerated CuH species undergoes the hydrocupration regio- and enantioselectively to form a chiral α-CF3alkylcopper intermediate, which then leads to the optically active hydroallylated product. The key to success is the use of not only an appropriate chiral bisphosphine ligand but also 18-crown-6 to suppress the otherwise predominant β-F elimination from the α-CF3alkylcopper intermediate. The asymmetric Cu catalysis successfully constructs the nonbenzylic and nonallylic CF3-substituted Csp3chiral center, which is difficult to operate by other means.

High-selectivity silane-based olefin and preparation method thereof

The invention provides high-selectivity silane-based olefin and a preparation method thereof. The preparation method comprises the following steps that an iron catalyst, a ligand and sodium tert-butoxide are subjected to nitrogen extraction and gas exchange twice under the sealed condition, so that a mixed raw material is obtained; then, aliphatic gem-difluoroolefin, triethyl(4,4,5,5-tetramethyl-1,3,2-dioxaboridine-2-yl)silane and an organic solvent are added to form a reactant; and after quenching, extraction, drying, filtration, vacuum concentration and purification are successively carriedout to obtain the high-selectivity silyl olefin. The invention also provides the high-selectivity silane-based olefin prepared by the method. According to the invention, iron catalysis is used for selective silanization of non-activated aliphatic gem-difluoroolefin, gem-disilyl olefin with controllable regioselectivity and stereoselectivity and silylated fluoroolefin with controllable Z/E selectivity are efficiently synthesized, and the problems of low regioselectivity and stereoselectivity and difficult conversion are effectively solved.

Coupling of Trifluoroacetaldehyde N-Triftosylhydrazone with Organoboronic Acids for the Synthesis of gem-Difluoroalkenes

The synthesis of alkyl gem-difluoroalkenes remains a difficult task in organic synthesis. Here, we report a general and efficient approach for tackling this problem by gem-difluoroolefination of trifluoroacetaldehyde N-triftosylhydrazone with organoboronic acids. This protocol is operationally simple, free of transition metals, and suitable for a broad range of organoboronic acids. Moreover, the utility of the products was demonstrated by further conversion of the gem-difluorovinyl group.