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Usage

Uses

Used in Pharmaceutical Research and Development:
(1R,3R)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2,-dimethylcyclopropane-1-carboxylic acid is utilized as a key intermediate in the synthesis of bioactive molecules for pharmaceutical applications. Its unique structure allows for the development of new drugs with potential therapeutic effects.
Used in Agricultural Research and Development:
In the agricultural sector, (1R,3R)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2,-dimethylcyclopropane-1-carboxylic acid serves as a precursor in the creation of agrochemicals. Its properties make it a valuable component in the design of novel pesticides or other agricultural chemicals to improve crop protection and yield.
Used as a Chemical Intermediate:
(1R,3R)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2,-dimethylcyclopropane-1-carboxylic acid is also employed as an intermediate in the production of other chemical compounds. Its versatility in chemical reactions makes it a useful building block for creating a variety of molecules with different applications across various industries.
Safety Precautions:
It is crucial to handle (1R,3R)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2,-dimethylcyclopropane-1-carboxylic acid with care due to the presence of a chloro and trifluoropropenyl group, which can pose hazards if not managed properly. Proper safety measures and equipment should be used to minimize risks during its production, storage, and use.

Upstream product

• 107686-54-4 4-(1,1-Dichloro-2,2,2-trifluoro-ethyl)-6,6-dimethyl-3-oxa-bicyclo[3.1.0]hexan-2-one 
• 71461-40-0 ethyl (+/-)-cis,trans-3-<(E,Z)-2-chloro-3,3,3-trifluoroprop-1-enyl>-2,2-dimethylcyclopropanecarboxylate 
• 187592-70-7 4-(1,1-dichloro-2,2,2-trifluoroethyl)-6,6-dimethyl-3-oxabicyclo<3.1.0>hexan-2-one 
• 103654-93-9 2,2-dichloro-1,1,1-trifluoro-5-methyl-4-hexen-3-ol 
• 107686-52-2 4-(2,4-dioxobutoxy)-5,5-dichloro-6,6,6-trifluoro-2-methyl-2-hexene 
• 107686-53-3 4-diazoacetoxy-5,5-dichloro-6,6,6-trifluoro-2-methyl-2-hexene 
• 92880-79-0 Bifenthrin 

Downstream Products

• 68127-98-0 (+/-)-cis-Z-cyhalothric acid chloride 
• 139237-90-4 (Z)-3-(2-chloro-2-trifluoromethylvinyl)-2,2-dimethylcyclopropionyl chloride 

Relevant academic research and scientific papers

The Pyrethrins and Related Compounds. Part XXXIX - Structure-Activity Relationships of Pyrethroidal Esters with Cyclic Side Chains in the Alcohol Component against Resistant Strains of Housefly (Musca domestica)

Activities of a range of pyrethroidal esters, incorporating structural variations in all regions of the acid and alcohol components, have been measured against two fully characterised and homozygous resistant strains of Musca domestica L. (kdr and super-kdr). The results, limited in this paper to esters of alcohols with cyclic side chains, indicate uniform resistance to the kdr strain across the whole range of structural variations. Against the super-kdr strain, while variation in the acid component has little effect, the resistance factor is sensitive to the nature of the alcohol component, in particular on whether it contains an α-cyano substituent.

Process for the preparation of cyclopropane carboxylic acids

Preparation of cyclopropane carboxylic acids usable as intermediates and of formula (II), wherein R1represents halogen, preferably Cl or Br, or haloalkyl, preferably CF3, and X2represents halogen, preferably Cl or Br, where R1or X2may be the same or different, and wherein the configuration of (II) is predominantly Z for R1=CF3and X2=Cl; by reacting, in the presence of a catalyst, a compound of formula (I), wherein R1and X2are as defined, and X1represents halogen, preferably Cl or Br, where R1, X1and X2may be the same or different, with a compound which is a hydrogen donor.

New Chiral Agents for Resolution of Racemic cis-Permethric and cis-Z-cyhalothric Acids

Resolution of racemic pyrethroid acids (cis-permethric and cis-Z-cyhalothric) using stable optically active amines derived from natural monoterpene (+)-3-carene and preparation of optically active esters of the pyrethroid acids are described.

PRACTICAL AND STEREOCONTROLLED SYNTHESES OF BOTH (1R*,3S*)- AND (1R*,3R*)-3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATES

The title compounds of (1R*,3S*) configuration were prepared from 3-formyl-2,2-dimethylcyclopropanecarboxylate by addition of CF3CCl2ZnCl, acetylation, and reductive β-elimination with zinc, whereas the (1R*,3R*) isomer was derived from Me2C=CHCH(OH)CCl2CF3 by diazoacetylation, Cu(II) catalyzed intramolecular cyclization, and the zinc reduction.

Synthesis and X-Ray Crystal Structure of a New Potent Pyrethroid Acid, (+/-)-cis-3--2,2-dimethylcyclopropanecarboxylic Acid

Single-crystal X-ray analysis of the title compound has established its structure and molecular geometry.Crystals are monoclinic, space group P21/c, with a = 9.487(4), b = 8.009(4), c = 16.214(6) Angstroem, β = 119.91(1) deg, Z = 4.The structure was solved by direct methods and refined by full-matrix least-squares calculations to R 0.056 over 1242 reflections measured by diffractometer.The crystals contain centrosymmetric hydrogen-bonded dimers (O...O 2.65 Angstroem) in which the carboxy and vinyl substituents are in a 'bisecting' orientation, and the C=O group and one of hydrogen atoms on each methyl group point over the cyclopropane ring.The bond lengths in the ring reflect the substitution pattern.