5365-14-0

Basic information

• Product Name: 2,2-DICHLORO-CYCLOPROPANECARBOXYLIC ACID
• Synonyms: RARECHEM AL BO 1669;2,2-DICHLORO-CYCLOPROPANECARBOXYLIC ACID;2,2-DICHLOROCYCLOPROPANE-1-CARBOXYLIC ACID;2,2-dichlorocyclopropanecarbonyl chloride
• CAS NO: 5365-14-0
• Molecular Formula: C₄H₄Cl₂O₂
• Molecular Weight: 154.98
• Product Categories: Carboxylic Acids;Carboxylic Acids;Ring Systems
• Mol File: 5365-14-0.mol

Chemical Properties

• Melting Point: 75-76°C
• Boiling Point: 227.2 °C at 760 mmHg
• Flash Point: 91.2 °C
• Appearance: /
• Density: 1.63 g/cm³
• Vapor Pressure: 0.0284mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: 2,2-DICHLORO-CYCLOPROPANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DICHLORO-CYCLOPROPANECARBOXYLIC ACID(5365-14-0)
• EPA Substance Registry System: 2,2-DICHLORO-CYCLOPROPANECARBOXYLIC ACID(5365-14-0)

Safety Data

• Hazard Codes: C:Corrosive
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• Hazardous Substances Data: 5365-14-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,2-Dichloro-cyclopropanecarboxylic acid is used as a key intermediate in the synthesis of various organic compounds, contributing to the development of new chemical entities for diverse applications.
Used in Agriculture as a Herbicide:
In the agricultural industry, 2,2-Dichloro-cyclopropanecarboxylic acid is used as a herbicidal agent for controlling broadleaf weeds and grasses. It operates by inhibiting the activity of an enzyme crucial in amino acid production, which ultimately results in the death of the targeted plants.
Used in Pest Control:
2,2-Dichloro-cyclopropanecarboxylic acid also finds application in pest control, serving as a pesticide to manage unwanted plant growth and protect crops from damage caused by weeds and grasses.
It is crucial to handle 2,2-Dichloro-cyclopropanecarboxylic acid with care due to its potential toxicity and environmental impact, ensuring safety protocols are followed during its use in both chemical synthesis and agricultural applications.

InChI:InChI=1/C4H4Cl2O2/c5-4(6)1-2(4)3(7)8/h2H,1H2,(H,7,8)

Upstream product

• 5365-23-1 2,2-dichloro-1-hydroxymethyl-cyclopropane 
• 694-33-7 1,1-dichloro-2-vinyl-cyclopropane 
• 563-41-7 semicarbazide hydrochloride 
• 16754-50-0 triallyl orthoformate 

Downstream Products

• 5365-15-1 2,2-dichloro-1-cyclopropanecarboxylic acid chloride 
• 5365-23-1 2,2-dichloro-1-hydroxymethyl-cyclopropane 

Relevant articles and documents

Reactions of cycloalkanecarboxylic acids with SF4. II. Fluorination of gem-dichlorocyclopropanecarboxylic acids with SF4

Treatment of gem-dichlorocyclopropanecarboxylic acids with SF4 yields many rearranged products, i.e. 1,1-difluoro-substituted olefins.The mechanism of the rearrangement is discussed. - Keywords: Cycloalkanecarboxylic acids; Sulphur tetrafluoride; Rearrangement mechanism; Stereochemistry; NMR spectroscopy; IR spectroscopy

Low-Temperature Ozonolysis of 2-Alkenyl-1,1-dichlorocyclopropanes

Low-temperature ozonolysis of 2-alkenyl-1,1-dichlorocyclopropanes under different conditions (O3/MeOH–CH2Cl2–NaOH, O3/MeOH or O3/CH2Cl2–AcOH with subsequent treatment with semica

Process for producing cyclopropanecarboxylates

There is disclosed a process process for producing a cyclopropanecarboxylate of formula (1): 1which process comprises reacting cyclopropanecarboxylic acid of formula (2): 2with a monohydroxy compound of formula (3): R6OH??(3),in the presence of a catalyst compound comprising an element of to Group 4 of the Periodic Table of Elements.

Mechanism-based inactivation of α-chymotrypsin

The peptidyl ester derivatives of 2,2-dichlorocyclopropanol and the amide derivative of 2,2-dichlorocyclopropylamine were prepared as novel mechanism-based inactivators of α-chymotrypsin. The esters inactivated α-chymotrypsin irreversibly but the amide did not show any irreversible inhibitory activity toward α-chymotrypsin.

REGIOSPECIFICITY IN THE NUCLEOPHILIC RING OPENING REACTIONS OF gem-DICHLOROCYCLOPROPYLCARBINYL CATIONS

gem-Dichlorocyclopropylcarbinyl cations, generated under acidific conditions from the corresponding alcohol or alkene, undergo ring opening by nucleophilic attack exclusively at the halogenated carbon when the alternative electrophilic ring carbon is unsubstituted.In one case, a novel trifluoroacetoxydichloromethyl function has been produced and characterized as a masked carboxylic acid chloride.

CONVENIENT METHOD FOR THE PRODUCTION OF 2,2-DICHLOROCYCLOPROPYL ALKYL AND ARYL KETONES

2,2-Dichlorocyclopropyl alkyl and aryl ketones were obtained with good yields by the reaction of 2,2-dichloro-1-cyclopropanecarbonyl chloride with Grignard reagents or with aromatic hydrocarbons under Friedel-Crafts conditions.