14297-81-5

Basic information

• Product Name: Chrysanthemoyl chloride
• Synonyms: 2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropanecarbonyl chloride;chrysanthemoyl chloride;CHRYSANOYL CHLORIDE;(±)cis，trans-2，2-dimethyl-3-(2-methyl-1-propenyl cyclopropane carbonyl chloride);(1R-cis)-2,2-Dimethyl-3-(2-methylprop-1-enyl) cyclopropanecarbonyl chloride
• CAS NO: 14297-81-5
• Molecular Formula: C₁₀H₁₅ClO
• Molecular Weight: 186.68
• EINECS: 238-229-5
• Mol File: 14297-81-5.mol

Chemical Properties

• Boiling Point: 206°C
• Flash Point: 100°C
• Appearance: /
• Density: 1.098
• Vapor Pressure: 0.243mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: Chrysanthemoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Chrysanthemoyl chloride(14297-81-5)
• EPA Substance Registry System: Chrysanthemoyl chloride(14297-81-5)

Safety Data

• Hazardous Substances Data: 14297-81-5(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Applications:
Chrysanthemoyl chloride is used as a raw material for the synthesis of pyrethroid insecticides, which are effective in controlling pests in agricultural settings. Its role in creating these insecticides is crucial for maintaining crop health and productivity.
Used in Pharmaceutical Production:
In the pharmaceutical industry, chrysanthemoyl chloride serves as a vital component in the production of certain medications. Its chemical properties make it suitable for creating organic compounds that contribute to the development of new drugs.
Used in Organic Compound Synthesis:
Chrysanthemoyl chloride is also utilized in the synthesis of other organic compounds, highlighting its versatility in various chemical reactions and its importance in the broader field of organic chemistry.

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

Upstream product

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

Downstream Products

• 108905-18-6 chrysanthemumic acid-[2,2,2-trichloro-1-(4-chloro-phenyl)-ethyl 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> 
• 5432-90-6 Chrysanthemumsaeure-<2-brom-aethylester> 
• 5458-66-2 Chrysanthemumsaeure-butylester 
• 94908-35-7 (pentafluorophenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate 
• 137115-45-8 2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid (3-cyano-2-oxo-6-phenyl-4-trifluoromethyl-2H-pyridin-1-yl)-amide 
• 107686-57-7 (2-methyl-3-phenylphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate 

Relevant articles and documents

Electron transfer photochemistry of homochrysanthemol: Intramolecular nucleophilic attack on the cyclopropane ring

The electron-transfer photochemistry of homochrysanthemol, 1, resulted exclusively in intramolecular 'substitution' at the quaternary cyclopropane carbon, generating the five-membered cyclic ethers, 2 and 4. The alternative 'addition' to the terminal carb

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.

Betulin-derived compounds as inhibitors of alphavirus replication

This paper describes inhibition of Semliki Forest virus (SFV) replication by synthetic derivatives of naturally occurring triterpenoid betulin (1). Chemical modifications were made to OH groups at C-3 and C-28 and to the C-20-C-29 double bond. A set of heterocyclic betulin derivatives was also assayed. A free or acetylated OH group at C-3 was identified as an important structural contributor for anti-SFV activity, 3,28-di-O-acetylbetulin (4) being the most potent derivative (IC50 value 9.1 μM). Betulinic acid (13), 28-O-tetrahydropyranylbetulin (17), and a triazolidine derivative (41) were also shown to inhibit Sindbis virus, with IC50 values of 0.5, 1.9, and 6.1 μM, respectively. The latter three compounds also had significant synergistic effects against SFV when combined with 3′-amino-3′-deoxyadenosine. In contrast to previous work on other viruses, the antiviral activity of 13 was mapped to take place in virus replication phase. The efficacy was also shown to be independent of external guanosine supplementation.

BETULIN DERIVED COMPOUNDS USEFUL AS ANTIBACTERIAL AGENTS

The invention relates to compouns derived from betulin, and to the use thereof as antibacterial agents in pharmaceutical and cosmetic applications.

BETULIN DERIVED COMPOUNDS AS ANTI-FEEDANTS FOR PLANT PESTS

The invention relates to compounds derived from betulin, and to the use thereof in plant pest control, particularly as antifeedants for butterfly larvae, beetles and snails. Further, the invention relates to novel betulin derivatives and methods for the production thereof either directly from betulin, or via intermediates derived therefrom.

Parallel synthesis and herbicidal activity of pyrethroid library

A pyridine-containing pyrethroid library of 255 compounds was conveniently constructed using parallel synthesis. The library was screened by high through-put screening (HTS), and further study was focused on the compounds with initial bioactivities. The results suggest that some compounds could be potential herbicides.

Process for racemizing optically active vinyl-substituted cyclopropanecarboxylic acid compound

There is disclosed a process for the racemization of a vinyl-substituted cyclopropanecarboxylic acid or a derivative thereof, which is characterized by reacting an optically active vinyl-substituted cyclopropanecarboxylic acid compound of formula (1): 1wherein R1, R2, R3 and R4 each independently represent a hydrogen atom, a halogen atom, alkyl which may be substituted having 1-4 carbon atoms, aryl which may be substituted, or alkoxycarbonyl which may be substituted, or R1 and R2 are bonded to form an alkylene group, which may be substituted; and wherein X represents hydroxyl, a halogen atom, alkoxy which may be substituted having 1-20 carbon atoms, or aryloxy which may be substituted, with a nitric compound or a nitrogen oxide.

Racemization of optically active 2,2-dimethyl-3-(1'-alkenyl)-cyclopropane-1-carboxylic acids

A method for racemization of optically active 2,2-dimethyl-3-(1'-alkenyl)-cyclopropane-1-carboxylic acids of the formula: STR1 wherein R1 and R2 are each a hydrogen atom or an alkyl group having 1 to 4 carbon atoms or, when taken together with the carbon atom to which they are attached, represent a cycloalkylidene group having 4 to 6 carbon atoms, which comprises the step of contacting the corresponding acid halide with boron halide at a temperature of not more than 20° C.