55613-61-1

Basic information

• Product Name: (Z)-4-chlorobut-2-en-1-yl acetate
• Synonyms: (Z)-4-chlorobut-2-en-1-yl acetate
• CAS NO: 55613-61-1
• Molecular Weight: 148.589
• Mol File: 55613-61-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (Z)-4-chlorobut-2-en-1-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-4-chlorobut-2-en-1-yl acetate(55613-61-1)
• EPA Substance Registry System: (Z)-4-chlorobut-2-en-1-yl acetate(55613-61-1)

Safety Data

• Hazardous Substances Data: 55613-61-1(Hazardous Substances Data)

Upstream product

• 64196-68-5 (Z)-4-acetoxy-2-buten-1-ol 
• 2570-00-5 3,3-dichloro-1,2-diphenylcyclopropene 
• 6117-80-2 1,4-butenediol 
• 141-78-6 ethyl acetate 
• 1708-29-8 2,5-dihydrofuran 
• 75-36-5 acetyl chloride 

Downstream Products

• 200628-58-6 Acetic acid 2-(hydroxy-phenyl-methyl)-but-3-enyl ester 
• 121224-72-4 Acetic acid (E)-4-(allyl-trityl-amino)-but-2-enyl ester 
• 201045-67-2 (E)-[benzyl-(methylmalonyl)amino]but-2-enyl acetate 
• 201045-66-1 (Z)-[benzyl-(methylmalonyl)amino]but-2-enyl acetate 
• 201045-71-8 Acetic acid (Z)-4-[(2-benzenesulfonyl-acetyl)-benzyl-amino]-but-2-enyl ester 
• 201045-73-0 Acetic acid (Z)-4-{benzyl-[2-(diethoxy-phosphoryl)-acetyl]-amino}-but-2-enyl ester 
• 201045-72-9 Acetic acid (Z)-4-[benzyl-(2-phenylsulfanyl-acetyl)-amino]-but-2-enyl ester 
• 201045-70-7 Acetic acid (Z)-4-[benzyl-(2-cyano-acetyl)-amino]-but-2-enyl ester 
• 201045-69-4 Acetic acid (Z)-4-[benzyl-(3-oxo-butyryl)-amino]-but-2-enyl ester 
• 201045-74-1 Acetic acid (Z)-4-[benzyl-(2-chloro-acetyl)-amino]-but-2-enyl ester 
• 130892-15-8 (Z)-4-benzylaminobut-2-enyl acetate 
• 199925-88-7 Acetic acid (E)-5,5-bis-benzenesulfonyl-6-methyl-octa-2,7-dienyl ester 
• 189031-70-7 Acetic acid (E)-4-[(toluene-4-sulfonyl)-((E)-3-trimethylsilanyl-allyl)-amino]-but-2-enyl ester 
• 189031-63-8 Acetic acid (E)-4-[((E)-3-phenyl-allyl)-(toluene-4-sulfonyl)-amino]-but-2-enyl ester 

Relevant articles and documents

Aromatic cation activation of alcohols: Conversion to alkyl chlorides using dichlorodiphenylcyclopropene

(Chemical Equation Presented) A novel paradigm for the activation of alcohols toward nucleophilic displacement via formation of cyclopropenium ethers is described. The conversion of a range of alcohol substrates to the corresponding alkyl chlorides occurs rapidly upon treatment with 3,3-dichloro-1,2-diphenylcyclopropene. 1H NMR data support the intermediacy of a cyclopropenium intermediate, and the reaction is demonstrated to proceed primarily via the SN2 mechanism for 1-phenylethanol. A total of 12 examples of substrate scope are provided.

Cobalt(II)chloride catalysed cleavage of ethers with acyl halides: Scope and mechanism

Cobalt(II) chloride in acetonitrile catalyses the cleavage of a wide variety of ethers with acyl halides under mild conditions to give the corresponding esters in good yields. Acyclic aliphatic ethers are cleaved to the corresponding ester and chlorides whereas the cyclic aliphatic ethers give rise to the ω-chloroesters. The benzyl ethers can be converted to the corresponding esters along with the formation of benzyl chloride and benzyl acetamide. A comparative study for the cleavage of allyl and benzyl ether has revealed that benzyl ether can be selectively cleaved in presence of the allyl ethers. The oxiranes can be cleaved in highly regioselective manner to the corresponding-β-chloroesters. The vinyl ethers undergo sp2-hybridised carbon-oxygen bond cleavage under these conditions. Based on product analysis, a mechanism involving electron transfer followed by O-acylation and S(N)1 or S(N)2 attack by chloride-ion is discussed.