63142-57-4

Basic information

• Product Name: Ethyl trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• Synonyms: Ethyl trans-(1)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate;ethyl (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethyl-cyclopropane-1-carboxylate;60254-15-1;trans-(+-)-3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid, ethyl ester;Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,ethyl ester, (1R,3S)-rel-
• CAS NO: 63142-57-4
• Molecular Formula: C₁₀H₁₄Cl₂O₂
• Molecular Weight: 237.126
• Mol File: 63142-57-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 239.3°Cat760mmHg
• Flash Point: 93.5°C
• Density: 1.263g/cm³
• CAS DataBase Reference: Ethyl trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate(63142-57-4)
• EPA Substance Registry System: Ethyl trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate(63142-57-4)

Safety Data

• Hazardous Substances Data: 63142-57-4(Hazardous Substances Data)

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 55667-43-1 1,1-dichloro-4-methyl-penta-1,3-diene 
• 75-62-7 Bromotrichloromethane 
• 66692-75-9 ethyl 3-formyl-2,2-dimethylcyclopropanecarboxylate 
• 65771-92-8 3-methyl-3-chloro-2-(2',2'-dichlorovinyl)-butanecarboxylic acid ethyl ester 
• 59897-92-6 ethyl 4,6,6-trichloro-3,3-dimethyl-5-hexenoate 
• 60066-53-7 ethyl 4,6,6,6-tetrachloro-3,3-dimethylhexanoate 
• 60066-54-8 ethyl 4-bromo-6,6,6-trichloro-3,3-dimethylhexanoate 
• 60066-84-4 ethyl 2,2-dimethyl-3-(2,2,2-trichloroethyl)-cyclopropanecarboxylate 
• 63435-29-0 ethyl 6,6,6-trichloro-3,3-dimethyl-4-hexenoate 
• 63142-59-6 4-(2,2-dichloroethenyl)dihydro-5,5-dimethyl-2(3H)-furanone 
• 38692-37-4 ethyl (±)-(1R,3R)-3-formyl-2,2-dimethylcyclopropanecarboxylate 
• 7796-72-7 ethyl 3,3-dimethylpent-4-enoate 
• 118171-47-4 ethyl trans-3-(1-acetoxy-2,2,2-trichloroethyl)-2,2-dimethylcyclopropanecarboxylate 

Downstream Products

• 78479-01-3 ethyl trans-3-<(Z)-2-chloro-2-(4-chlorophenyl)ethenyl>-2,2-dimethylcyclopropanecarboxylate 
• 133472-19-2 ethyl trans-3-<(Z)-3-chloro-2-(3-chlorophenyl)ethenyl>-2,2-dimethylcyclopropanecarboxylate 
• 133472-20-5 ethyl trans-3-<2,2-di(1-hexynyl)ethenyl>-2,2-dimethylcyclopropanecarboxylate 
• 133575-08-3 ethyl trans-3-<(Z)-2-chloro-2-phenylethenyl>-2,2-dimethylcyclopropanecarboxylate 
• 63406-19-9 ethyl cis-2-(2-chlorethynyl)-3,3-dimethylcyclopropanecarboxylate 

Relevant articles and documents

Reductive Addition of Polyhalomethanes and Their Related Compounds to Aldehydes and 1,2-Elimination of the Coupling Products in a Pb/Al Bimetal Redox System

A Pb/Al bimetal system was used to carry out reductive addition of tetrachloromethane, tetrabromomethane, bromotrichloromethane, trichloroacetamide, and trichloroacetonitrile to aldehydes.Subsequent 1,2-elimination of the halogen atom and hydroxyl group from the coupling products was also performed with the Pb/Al bimetal system.The technology was successfully applied to stereocontrolled syntheses of ethyl trans- and cis-3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates.

TRANSITION-METAL-CATALYSED REACTIONS OF DIAZOESTERS : SYNTHESIS OF CHRYSANTHEMIC AND PERMETHRIC ACID ESTERS BY CYCLOPROPANATION OF CONJUGATED DIENES

Pyrethroid precursors (permethric and chrysanthemic acid esters) are efficiently synthesized by rhodium(II)-catalysed cyclopropanation of the properly substituted conjugated diene.Reaction selectivities depend on both the catalyst counter-ion and the diazoester alkoxy-group (carbene precursor) and are attributed to non-bonded interactions.

A Convenient Synthesis of Ethyl (+/-)-cis,trans-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate by the Wittig Reaction

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