4489-14-9

Basic information

• Product Name: (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride
• Synonyms: (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride;(E,1R)-2,2-dimethyl-3-(2-methylprop-1-enyl)-cyclopropane-1-carboxylic acid chloroanhydride+ Get EINECS;(1R)-2,2-Dimethyl-3α-(2-methyl-1-propenyl)cyclopropane-1β-carboxylic acid chloride;Einecs 224-780-9
• CAS NO: 4489-14-9
• Molecular Formula: C₁₀H₁₅ClO
• Molecular Weight: 186.6785
• EINECS: 224-780-9
• Mol File: 4489-14-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 206°Cat760mmHg
• Flash Point: 100.9°C
• Appearance: /
• Density: 1.098g/cm³
• Refractive Index: 1.533
• CAS DataBase Reference: (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride(4489-14-9)
• EPA Substance Registry System: (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride(4489-14-9)

Safety Data

• Hazardous Substances Data: 4489-14-9(Hazardous Substances Data)

Usage

Description

(1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride is a carbonyl chloride derivative with a molecular formula of C10H15ClO. It features a cyclopropane ring and a trans orientation of substituents, making it a unique compound in organic chemistry.

Uses

Used in Organic Synthesis:
(1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride is used as a reagent for the introduction of cyclopropane rings into various organic compounds. Its ability to form stable cyclopropane rings makes it a valuable component in creating complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride is utilized for the synthesis of bioactive molecules and drug candidates. Its unique structure allows for the development of new compounds with potential therapeutic applications.
Safety Note:
Due to its reactivity and potential toxicity, (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride should be handled with care in a controlled environment, following proper safety protocols.

InChI:InChI=1/C10H15ClO/c1-6(2)5-7-8(9(11)12)10(7,3)4/h5,7-8H,1-4H3/t7?,8-/m0/s1

Upstream product

• 4638-92-0 (1R,3R)-trans-chrysanthemic acid 
• 10453-89-1 chrysanthemumic acid 
• 97-41-6 ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate 
• 2935-23-1 cis-Chrysanthemic acid 
• 3815-09-6 1-bromo-2,2-dimethylcyclopropane 
• 32264-50-9 1,1-dibromo-2,2-dimethylcyclopropane 
• 3907-06-0 3,3-Dimethylcyclopropen 

Downstream Products

• 108905-18-6 chrysanthemumic acid-[2,2,2-trichloro-1-(4-chloro-phenyl)-ethyl ester] 
• 121-21-1 (1R)-trans-chrysanthemumic acid-((Ξ)-2-methyl-4-oxo-3-penta-2c,4-dienyl-cyclopent-2-enyl ester) 
• 584-79-2 (+/-)(1Ξ)-cis-chrysanthemumic acid-((Ξ)-3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester) 
• 97-12-1 (+/-)(1Ξ)-cis-chrysanthemumic acid-((Ξ)-3-but-2c-enyl-2-methyl-4-oxo-cyclopent-2-enyl ester) 
• 2861-25-8 cis-chrysanthemyl alcohol 
• 2756-54-9 (+/-)-cis-chrysanthemumic acid-(4-chloro-phenyl ester) 
• 80814-57-9 chrysanthemumic acid diethylamide 
• 2756-52-7 Chrysanthemumsaeure-pentachlorphenylester 
• 5458-68-4 Chrysanthemumsaeure-isobutylester 
• 115036-15-2 Chrysanthemumsaeure- 
• 5458-63-9 Chrysanthemumsaeure-allylester 
• 5458-64-0 Chrysanthemumsaeure-isopropylester 
• 6316-50-3 Chrysanthemumsaeure- 
• 5458-67-3 Chrysanthemumsaeure-<1-methyl-propylester> 

Relevant articles and documents

Practical method for crystalline-liquid resolution of chrysanthemic acids utilizing chiral 1,1′-binaphthol monoethyl ethers directed for process chemistry

We have developed an efficient practical resolution method for (1R,3R)-trans-chrysanthemic acid 1 and (1R,3S)-trans-2,2-dimethyl-3-(2,2-dichloroethenyl)cyclopropanecarboxylic acid 2, based on the preliminary results of the simpler analogues, (1R)-2,2-dichlorocyclopropanecarboxylic acid 3 and (1R)-2,2-dimethylcyclopropanecarboxylic acid 4, using a crystalline-liquid separation procedure (without column chromatography) with chiral 1,1′-binaphthol monoethyl ethers (R)-5b as the key auxiliary. Direct esterifications of 1, 2, 3, and 4 with (R)-5b gave four sets of (1R)- and (1S)-diastereomeric esters 8, 9, 6, and 7, respectively, with markedly different melting points. All of these diastereomers were easily obtained using a simple and one-step crystalline-liquid separation. The separated diastereomers 8 and 9 were easily hydrolyzed to the desired enantiopure acids 1 (>98%) and 2 (>99%), respectively, with recovery of (R)-5b (>90%).

Synthesis and characterization of chrysanthemic acid esters

A short and convenient synthesis for a series of novel chrysanthemic acid esters from aldehyde and chrysanthemic acid is reported.

ALPHA-CYANO-4-FLUORO-3-PHENOXYBENZYL META-HALO PYRETHRATE, A PROCESS FOR PREPARING THE SAME AND THE USES THEREOF

The present invention relates to a compound of formula (I), stereoisomers thereof or the mixture of these stereoisomers, wherein: X represents a halogen atom, i.e. F, Cl, Br. The present invention also relates to a process for preparing the compound, and to a use of the compound in the preparation of an insecticide for controlling or killing vectors in the public hygiene and disease control, and to a use of the compound in the preparation of an insecticide for controlling or killing insects, nematodes, and mites in agriculture or horticulture.