5685-36-9

Basic information

• Product Name: 2-Phenylcyclopropanecarbonyl chloride
• Synonyms: Cyclopropanecarbonyl chloride, 2-phenyl-
• CAS NO: 5685-36-9
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.64
• Mol File: 5685-36-9.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Phenylcyclopropanecarbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenylcyclopropanecarbonyl chloride(5685-36-9)
• EPA Substance Registry System: 2-Phenylcyclopropanecarbonyl chloride(5685-36-9)

Safety Data

• Hazardous Substances Data: 5685-36-9(Hazardous Substances Data)

Upstream product

• 939-89-9 (1S*,2R*)-2-phenylcyclopropane-1-carboxylic acid 
• 939-90-2 trans-2-phenylcyclopropane-1-carboxylic acid 
• 5685-38-1 2-phenyl-cyclopropanecarboxylic acid 
• 946-38-3 ethyl 2-phenylcyclopropylcarboxylate 
• 140-10-3 (E)-3-phenylacrylic acid 

Downstream Products

• 939-88-8 rac-(1R,2R)-2-phenylcyclopropanecarboxamide 
• 4186-39-4 trans-N-ethyl-2-phenylcyclopropanecarboxamide 
• 21636-96-4 trans-N-(2-Hydroxy-aethyl)-2-phenyl-cyclopropancarbonsaeureamid 
• 5279-83-4 (1R*,2R*)-N,N-dimethyl-2-phenylcyclopropanecarboxamide 
• 3977-92-2 (+/-)-(1S,2S)-N,N-diethyl-2-phenylcyclopropanocarboxamide 

Relevant articles and documents

Decarboxylative Borylation of mCPBA-Activated Aliphatic Acids

A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing m-chloroperoxybenzoic acid (mCPBA)-activated fatty acids with bis(catecholato)diboron in N,N-dimethylformamide (DMF) at room temperature. A radical chain process is involved in the reaction which initiates from the B-B bond homolysis followed by the radical transfer from the boron atom to the carbon atom with subsequent decarboxylation and borylation.

Diastereoselective olefin amidoacylationviaphotoredox PCET/nickel-dual catalysis: reaction scope and mechanistic insights

The selective 1,2-aminoacylation of olefins provides opportunities for the rapid construction of nitrogen-containing molecules. However, the lack of CO-free acylation reactions has limited their application. By using photoredox proton-coupled electron transfer (PCET)/Ni dual-catalysis, a highly regio- and diastereoselective amidoacylation of unactivated olefins has been developed. Various acyl electrophiles are compatible, including alkyl- and aryl acyl chlorides and anhydrides, as well asin situactivated carboxylic acids. Hammett studies and other mechanistic experiments to elucidate features of the diastereoselectivity, a transient absorption study of the PCET step, as well as computational evidence, provide an in-depth understanding of the disclosed transformation.

Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles

A net redox-neutral method for the decarboxylative alkylation of heteroarenes using photoredox catalysis is reported. Additionally, this method features the use of simple, commercially available carboxylic acid derivatives as alkylating agents, enabling the facile alkylation of a variety of biologically relevant heterocyclic scaffolds under mild conditions.