3306-07-8

Basic information

• Product Name: 2-BENZOYLVINYL CHLORIDE
• Synonyms: 2-BENZOYLVINYL CHLORIDE;3-Chloro-1-phenyl-2-propen-1-one;3-Chloroacrylophenone;2-Chlorovinylphenylketone
• CAS NO: 3306-07-8
• Molecular Formula: C₉H₇ClO
• Molecular Weight: 166.6
• Mol File: 3306-07-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-BENZOYLVINYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZOYLVINYL CHLORIDE(3306-07-8)
• EPA Substance Registry System: 2-BENZOYLVINYL CHLORIDE(3306-07-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• Hazardous Substances Data: 3306-07-8(Hazardous Substances Data)

Upstream product

• 15397-33-8 3-Oxo-3-phenylpropanal 
• 98-86-2 acetophenone 
• 15190-10-0 morpholin-4-yl-phenyl-acetonitrile 
• 75-01-4 chloroethylene 
• 98-88-4 benzoyl chloride 
• 74-86-2 acetylene 

Downstream Products

• 3438-48-0 4-phenylpyrimidine 
• 23674-58-0 (E)-3-(diethylamino)-1-phenylprop-2-en-1-one 
• 3506-53-4 1-phenyl-3-(pyrrolidin-1-yl)prop-2-en-1-one 
• 25039-25-2 (Z)-1-phenyl-3-(phenylamino)prop-2-en-1-one 
• 15724-82-0 (Z)-1-phenyl-3-phenylsulfanyl-2-propen-1-one 
• 3463-26-1 1-methyl-3-phenyl-1H-pyrazole 
• 93031-89-1 3-Phenyl-5-pyrazolyl-phosphonsaeure-diisopropylester 
• 93031-82-4 3-<2-<(4-Methylphenyl)sulfonyl>hydrazono>-3-phenyl-1-propenyl-phosphonsaeure-diisopropylester 
• 83240-23-7 4-(2,4-Diphenyl-6H-[1,3]thiazin-6-yl)-morpholine 
• 83240-27-1 C₁₈H₂₃N₃O₂S 
• 83240-29-3 4-(4-Phenyl-6-phenylsulfanyl-6H-[1,3]thiazin-2-yl)-morpholine 
• 83240-33-9 2,4-Diphenyl-6-phenylsulfanyl-6H-[1,3]thiazine; compound with perchloric acid 
• 1052242-05-3 benzoylethenemercaptoacetic acid 
• 1314140-41-4 (2E)-3-[methyl(4-nitrophenyl)amino]-1-phenylprop-2-en-1-one 

Relevant articles and documents

Direct chlorovinylation and ethynylation of some C-H acids under conditions of phase transfer catalysis

Reactions of α-substituted phenylacetonitriles 1 with (E)-dichloroethylene (2) carried out in the presence of sodium or potassium hydroxide and tetra-n-butylammonium hydrogen sulfate (TBAHS) as a catalyst in cyclohexane-diethyl ether mixture (phase-transfer catalysis, PTC) gave (E)-2-chlorovinylated nitriles 3, usually in good yields. Liberation of the latent carbonyl group in 3f afforded (E)-2-chlorovinylphenylketone. On the other hand, 1,3-dialkylsubstituted indenes 4 reacted with (E)-dichloroethylene (2) under PTC conditions with formation of ethynylated indenes 5, in approx. 60-70% yield.

Synthesis of the naphthalenone, dihydroquinoline, and dihydrofuran derivatives

The reactions of enaminones with dimethyl diazomalonate were investigated in the presence of copper(II) acetylacetonate. From the reaction of (E)-3-[methyl(phenyl)amino]-1-phenylprop-2-en-1-one (6c), dimethyl 2-[methyl(phenyl)amino]-4-oxonaphthalene-1,1-(4H)-dicarboxylate, was unexpectedly obtained as the major product. Quinoline derivatives were formed as the major products in the case of N-methyl-p-anisidino and N-methyl-p-toluidino enaminones. The reactions of acetyl enaminones were also realized, and quinoline derivatives were isolated as the major products. 3H- and 5H-dihydrofurans were also formed as side products in these reactions. These results differ from those reported earlier on the reactions of tertiary enaminones with carbenes/metal carbenes.

Doubly Vinylogous 4H-Pyrones from Pyrylium Salts and Aryl β-Chlorovinyl Ketones

Aryl β-chlorovinyl ketones react with the methyl group of 2,6-di-tert-butyl-4-methylpyrylium perchlorate in the presence of pyridine to yield doubly vinylogous 4H-pyrones 3.Only one configuration and conformation from the eight possible structures appears