1608-24-8

Basic information

• Product Name: Benzene, 1-(2,2-difluoroethenyl)-4-methoxy-
• Synonyms: 1-methoxy-4-(2,2,2-trifluoroethyl)benzene;Benzene,1-(2,2-difluoroethenyl)-4-methoxy;4-methoxy-(2,2-difluoroethenyl)benzene;difluoro-1,1 para-methoxy phenyl-2 ethylene;1,1-difluoro-2-(4-methoxyphenyl)ethene;3-(2,2-difluoroethenyl)anisole;1-(2,2-difluorovinyl)-4-methoxybenzene
• CAS NO: 1608-24-8
• Molecular Formula: C9H8F2O
• Molecular Weight: 170.159
• Mol File: 1608-24-8.mol
• Article Data: 45

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2,2-difluoroethenyl)-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2,2-difluoroethenyl)-4-methoxy-(1608-24-8)
• EPA Substance Registry System: Benzene, 1-(2,2-difluoroethenyl)-4-methoxy-(1608-24-8)

Safety Data

• Hazardous Substances Data: 1608-24-8(Hazardous Substances Data)

Upstream product

• 75-61-6 dibromodifluoromethane 
• 5953-85-5 p-anisaldehyde hydrazone 
• 5720-07-0 4-methoxyphenylboronic acid 
• 2236129-81-8 trifluoroacetaldehyde N-triftosylhydrazone 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 87189-16-0 potassium 2-bromo-2,2-difluoroacetate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 1530-38-7 ((4-methoxyphenyl)methyl)triphenylphosphonium bromide 
• 21960-26-9 (4-methoxybenzylidene)triphenylphosphorane 
• 1535-65-5 difluoromethyl phenyl sulfone 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 58310-28-4 (Difluoromethyl)triphenylphosphonium bromide 

Downstream Products

• 99749-13-0 4,4'-((2RS,3SR)-1,1,1,4,4,4-hexafluorobutane-2,3-diyl)bis(methoxybenzene) 

Relevant articles and documents

Novel 2,2-difluorovinylzirconocene: A facile synthesis of monosubstituted gem-difluoroolefins via its cross-coupling reaction

2,2-Difluorovinyl p-toluenesulfonate, readily obtained from 2,2,2-trifluoroethanol, is treated with zirconocene equivalent 'Cp2Zr' to generate the remarkably thermostable nonsubstituted 2,2-difluorovinylzirconocene, which in turn couples with a

Stereoselective formation of Z-monofluoroalkenes by nickel-catalyzed defluorinative coupling of gem?difluoroalkenes with lithium organoborates

A method for stereoselective construction of Z-monofluoroalkenes by nickel-catalyzed defluorinative coupling of gem?difluoroalkenes in mild conditions was described. The combination of lithium organoborate and ZnBr2 generated in situ lithium ar

Stereoselective Synthesis of Difluorinated 1,3-Dienes via Palladium-Catalyzed C-F Bond Activation of Tetrasubstituted gem-Difluoroalkenes

A highly diastereoselective Pd(0)-catalyzed synthesis of difluorinated 1,3-dienes is described. Symmetrical 1,3-dienes containing a vicinal difluoro moiety can be obtained as single diastereomers from tetrasubstituted gem-difluoroalkenes. The reaction presumably proceeds through a stereoselective twofold Pd-catalyzed Miyaura borylation/Suzuki-Miyaura cross-coupling of the C-F bond. Moreover, modular synthesis of unsymmetrical difluorinated 1,3-dienes is also achievable by the coupling between gem-difluoroalkenes and borylated monofluoroalkenes.

Dehalogenative Cross-Coupling of gem-Difluoroalkenes with Alkyl Halides via a Silyl Radical-Mediated Process

Herein, we describe a convenient general protocol for monofluoroalkenylation reactions of alkyl bromides involving cooperative visible-light photoredox catalysis and halogen abstraction. Mechanistic experiments showed that the products were generated by selective cross-coupling of aliphatic radicals with fluoroalkenyl radicals. Silyl radical-mediated halogen abstraction enabled the protocol to be used for the monofluoroalkenylation of a broad range of alkyl and heteroaryl halides. The protocol could be carried out on a gram scale and was applied to cholesterol, indicating its utility for late-stage monofluoroalkenylation reactions.