63935-60-4

Basic information

• Product Name: Cyclopropanecarboxylic acid, 2,2-dichloro-1-(4-ethoxyphenyl)-, (S)-
• CAS NO: 63935-60-4
• Molecular Formula: C12H12Cl2O3
• Molecular Weight: 275.131
• Mol File: 63935-60-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Cyclopropanecarboxylic acid, 2,2-dichloro-1-(4-ethoxyphenyl)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarboxylic acid, 2,2-dichloro-1-(4-ethoxyphenyl)-, (S)-(63935-60-4)
• EPA Substance Registry System: Cyclopropanecarboxylic acid, 2,2-dichloro-1-(4-ethoxyphenyl)-, (S)-(63935-60-4)

Safety Data

• Hazardous Substances Data: 63935-60-4(Hazardous Substances Data)

Upstream product

• 91852-63-0 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropane-1-carboxylic acid chloride 
• 104023-75-8 1-(4'-ethoxyphenyl)-2,2-dichlorocyclopropane-1-carboxylic acid 
• 84772-64-5 (S)-2,2-Dichloro-1-(4-ethoxy-phenyl)-cyclopropanecarboxylic acid (3aR,4R,6aR)-2,2-dimethyl-6-oxo-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 

Downstream Products

• 942129-37-5 (S)-fencyclate 

Relevant articles and documents

Practical, general, and systematic method for optical resolution of gem-dihalo- and monohalocyclopropanecarboxylic acids utilizing chiral 1,1′-binaphtholmonomethyl ethers: Application to the synthesis of three chiral pesticides

We performed an efficient practical and systematic optical resolution method for gem-dihalo- and monohalocyclopropanecarboxylic acids 1 and 5 utilizing chiral 1,1′-binaphthol monomethyl ether (R)-2 as the key auxiliary. Direct esterification of 1 with (R)-2 gave two 1R- and 1S-diastereomeric esters 3 with marked different Rf values, both of which were easily separated using simple column chromatography. Monodehalogenation of separated chiral esters 3 using t-BuMgCl and cat. Co(dppe)2Cl2 gave two 1,2-trans- and 1,2-cis-diastereomers 4 with markedly different Rf values, both of which were similarly separated using simple column chromatography. The obtained diastereomers 3 and 4 were easily hydrolyzed to the desired enantiopure acids 1 (>99%) and 5 (>99%), respectively, with recovery of (R)-2, both in good to excellent yields. Utilizing the present method, important chiral agrochemicals, carpropamid 6 and fencyclate 7, were readily synthesized. Pyrethroid 9 with three asymmetric centers was efficiently synthesized in a much better yield compared with the reported method. The Royal Society of Chemistry 2008.

2,3-Isopropylidene ribonic acid, 1,4-lactones

Racemic carboxylic acids are resolved into their enantiomers using optically active enantiomers of four lactones as resolving agents. The four lactones are 2,3-isopropylidene-ribonic acid-1,4-lactone, 1,2-isopropylideneglucofuranurono-3,6-lactone, 2-hydroxy-3,3-dimethyl-1,4-butyrolactone and 3,4-isopropylidene-arabino-1,5-lactone. Novel diastereoisomeric esters of the acids with the lactones are disclosed.