3556-00-1

Basic information

• Product Name: 2-[(2,6-DICHLOROPHENOXY)METHYL]OXIRANE
• Synonyms: Oxirane,[(2,6-dichlorophenoxy)methyl]- (9CI); Propane,1-(2,6-dichlorophenoxy)-2,3-epoxy- (7CI,8CI); 1,3-Dichloro-2-(oxiranylmethoxy)benzene;1-(2,6-Dichlorophenoxy)-2,3-epoxypropane
• CAS NO: 3556-00-1
• Molecular Formula: C₉H₈Cl₂O₂
• Molecular Weight: 219.06
• Mol File: 3556-00-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 302.8°Cat760mmHg
• Flash Point: 122.9°C
• Appearance: /
• Density: 1.389g/cm³
• Vapor Pressure: 0.00174mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: 2-[(2,6-DICHLOROPHENOXY)METHYL]OXIRANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2,6-DICHLOROPHENOXY)METHYL]OXIRANE(3556-00-1)
• EPA Substance Registry System: 2-[(2,6-DICHLOROPHENOXY)METHYL]OXIRANE(3556-00-1)

Safety Data

• Hazardous Substances Data: 3556-00-1(Hazardous Substances Data)

Usage

Properties

Consists of a 2,6-dichlorophenoxy group attached to an oxirane (epoxide) ring
Commonly used as a pesticide and herbicide
Non-systemic herbicide, absorbed by plants through direct contact
Low toxicity to mammals, harmful to aquatic organisms and bees
Moderate persistence in the environment, can break down into other chemicals over time

Specific Uses

Control of broadleaf and woody plants

Regulatory Status

Regulated in many countries due to its potential environmental impacts.

InChI:InChI=1/C9H8Cl2O2/c10-7-2-1-3-8(11)9(7)13-5-6-4-12-6/h1-3,6H,4-5H2/t6-/m1/s1

Upstream product

• 87-65-0 2,6-Dichlorophenol 
• 106-89-8 epichlorohydrin 

Downstream Products

• 217322-54-8 1-(2,6-Dichloro-phenoxy)-3-nitrooxy-propan-2-ol 

Relevant articles and documents

Aegeline inspired synthesis of novel β3-AR agonist improves insulin sensitivity in vitro and in vivo models of insulin resistance

Background and Purpose: In our drug discovery program of natural product, earlier we have reported Aegeline that is N-acylated-1-amino-2- alcohol, which was isolated from the leaves of Aeglemarmelos showed anti-hyperlipidemic activity for which the QSAR s

Improvement and simplification of synthesis of 3-aryloxy-1,2-epoxypropanes using solvent-free conditions and microwave irradiations. Relation with medium effects and reaction mechanism

Some 3-aryloxy-1,2-epoxypropanes, interesting as potential synthons in β-adrenergic receptor antagonists preparation, were obtained in excellent yields (65-96% within 2-17 min) by microwave activation (monomode system) using solid-liquid solvent-free phase transfer catalysis (PTC). The best results for the O-alkylation of some phenols with epichlorohydrin were obtained using TBAB and NaOH/K2CO3 (1:4 mol/mol) as phase transfer catalyst and more acceptable basic system, respectively. These new procedure is compared with classical methods. Significant specific microwave effect (non-purely thermal) was evidenced in all cases. They were discussed in terms of reaction medium and mechanism, taking into account the variations in polarity of the systems.

A NEW APPLICATION OF CORRELATION EQUATIONS. INFLUENCE OF SUBSTITUENT ON BASICITY OF A SERIES OF CHLOROPHENYL GLYCIDYL ETHERS

The relation between the basicity of simple oxiranes and substituent constants was described earlier by the common equation pKb=co+c1?.It has been shown that this equation is not satisfied in the case of chlorophenyl glycidyl ethers, when the pKa values of chlorophenols have been taken as a measure of the inductive effect of chlorophenoxy substituent and pKb have been estimated from infrared measurements.The modification of the equation to the following form: pKb=co+(c1+c2Sk)pKa by considerarion of the conformation factor Sk make a good correlation possible.The possibility of the existence of some chlorophenyl glycidyl ethers rotameres has been also discussed on the above basis.