69831-14-7

Basic information

• Product Name: (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride
• Synonyms: Cyclopropanecarbonylchloride,3-(2,2-dichloroethenyl)-2,2-dimethyl-,(1R,3R)-
• CAS NO: 69831-14-7
• Molecular Formula: C₈H₉Cl₃O
• Molecular Weight: 227.5155
• Mol File: 69831-14-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 242.353°C at 760 mmHg
• Flash Point: 98.894°C
• Density: 1.424g/cm³
• Vapor Pressure: 0.034mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride(69831-14-7)
• EPA Substance Registry System: (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride(69831-14-7)

Safety Data

• Hazardous Substances Data: 69831-14-7(Hazardous Substances Data)

Upstream product

• 61898-95-1 cis,trans methyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate 
• 59042-49-8 cis-permethrinic acid 
• 55667-40-8 trans-permethrin acid 

Downstream Products

• 104993-36-4 (1RS)-cis-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylate 1-(3-cyano-4,6-diphenyl-2-oxo)piridyl ester 
• 111544-74-2 N-perm-D-valyl-p-aminobenzoic acid ethyl ester 
• 111544-74-2 N-perm-L-valyl-p-aminobenzoic acid ethyl ester 
• 65731-84-2 (+)-(S)-α-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dichlorovinyl)-2, 2-dimethylcyclopropanecarboxylate 
• 127895-12-9 N-perm-p-aminobenzoic acid ethyl ester 
• 111544-73-1 N-perm-L-alanyl-p-aminobenzoic acid ethyl ester 
• 137115-50-5 (1R,3R)-3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (3-cyano-2-oxo-6-phenyl-4-trifluoromethyl-2H-pyridin-1-yl)-amide 
• 137115-50-5 (1R,3S)-3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (3-cyano-2-oxo-6-phenyl-4-trifluoromethyl-2H-pyridin-1-yl)-amide 
• 127895-11-8 N-perm-L-tyrosine methyl ester 
• 848777-73-1 (1R*,2S*,5S*)-3-(tert-butoxycarbonyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid 
• 848777-73-1 (1R*,2R*,5S*)-3-(tert-butoxycarbonyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid 
• 54774-45-7 Eksmin 

Relevant articles and documents

Synthesis of new chiral and nonchiral pyrido [3,2-e],[1,3,4] oxadiazine derivatives

A chiral series of 6,7-dichloro-3-[3-(2,2-dihalovinyl)-2,2-dimethylcyclopropyl] -1H-pyrido [3,2-e],[1,3,4] oxadiazines (a-f) and a nonchiral series of 3-substituted, 6,7-dichloro-1H-pyrido [3,2-e][1,3,4] oxadiazines (a-g) have been synthesized. The synthesized compounds were characterized by IR, 1H-NR, HPLC and mass spectral data.

Enzyme-linked immunosorbent assay for the pyrethroid deltamethrin

A competitive enzyme-linked immunosorbent assay (ELISA) for the detection of deltamethrin was developed. Two haptens, cyano[3-(4-aminophenoxy)phenyl]methyl 1 R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate and 3-[(±)-cyano[1R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropan ecarbonyloxy]methyl] phenoxyacetic acid, were synthesized and conjugated with thyroglobulin as immunogens. Four antisera were generated and screened against six different coating antigens. The assay that was the most sensitive for deltamethrin was optimized and characterized. The /50 for deltamethrin was 17.5 ± 3.6 μg/L, and the lower detection limit was 1.1 ± 0.5 μg/L. This ELISA assay had relatively low cross-reactivities with other major pyrethroids, such as permethrin, phenothrin, bioresmethrin, cyfluthrin, and cypermethrin. Methanol was found to be the best organic cosolvent for this ELISA, with optimal sensitivity observed at a concentration of 40% (v/v). The assay parameters were unchanged at pH values between 5.0 and 8.0, whereas higher ionic strengths strongly suppressed the absorbances. To increase the sensitivity of the overall method, a C18 sorbent-based solid-phase extraction was used for river water samples. River water samples fortified with deltamethrin were analyzed according to this method. Good recoveries and correlation with spike levels were observed.

Enzyme-Linked immunosorbent assay for the pyrethroid permethrin

Permethrin is a predominant pyrethroid widely used in agriculture and public health. A competitive enzyme-linked immunosorbent assay (ELISA) for the detection of permethrin was developed. Two haptens, the trans- and cis-isomers of 3-(4-aminophenoxy)benzyl-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarb oxylate, were synthesized and conjugated with thyroglobulin as immunogens. Four antisera were generated and screened against six different coating antigens. The resulting ELISA has an I50 value of 2.50/μg/L and relatively low cross-reactivities with other major pyrethroids, such as esfenvalerate, cypermethrin, deltamethrin, and cyfluthrin. Methanol was found to be the best solvent for this ELISA, with optimal sensitivity observed at a concentration of 40% (v/v). The assay parameters are unchanged at pH values between 5.0 and 8.0, whereas higher ionic strengths (>0.2 M PBS) strongly suppress the absorbances. River water samples fortified with permethrin were analyzed according to this method and validated by GC-MS. Good recoveries and correlation with spike levels were observed, suggesting this immunoassay is valuable for environmental monitoring and toxicological studies at parts per trillion levels of permethrin.