18276-76-1

Basic information

• Product Name: Phosphoric acid, diethyl 1-(4-methylphenyl)ethenyl ester
• CAS NO: 18276-76-1
• Molecular Formula: C13H19O4P
• Molecular Weight: 270.265
• Mol File: 18276-76-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Phosphoric acid, diethyl 1-(4-methylphenyl)ethenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphoric acid, diethyl 1-(4-methylphenyl)ethenyl ester(18276-76-1)
• EPA Substance Registry System: Phosphoric acid, diethyl 1-(4-methylphenyl)ethenyl ester(18276-76-1)

Safety Data

• Hazardous Substances Data: 18276-76-1(Hazardous Substances Data)

Usage

Description

Phosphoric acid, diethyl 1-(4-methylphenyl)ethenyl ester, also known as MEP, is a chemical compound belonging to the phenoxy-2 group of herbicides. It is primarily used for controlling broadleaf weeds in various agricultural and horticultural crops due to its ability to inhibit the growth of unwanted plants.
Used in Agriculture:
Phosphoric acid, diethyl 1-(4-methylphenyl)ethenyl ester is used as a selective herbicide for effective weed management in fields, orchards, and gardens. It helps control broadleaf weeds, ensuring the healthy growth of desired crops.
However, it is crucial to handle and apply MEP with care, as it can be toxic to aquatic organisms and may pose health risks to humans if not used properly. Proper handling and application guidelines should be followed to minimize potential harm to the environment and human health.

Upstream product

• 65080-41-3 2-oxo-2-(p-tolyl)ethyl benzoate 
• 122-52-1 triethyl phosphite 
• 2942-54-3 diethyl (4-methylbenzoyl)phosphonate 
• 1774-47-6 trimethylsulfoxonium iodide 
• 619-41-0 4-(bromoacetyl)toluene 
• 762-04-9 phosphonic acid diethyl ester 
• 814-49-3 diethyl chlorophosphate 
• 122-00-9 para-methylacetophenone 
• 4209-24-9 p-methylphenacyl chloride 

Downstream Products

• 61737-10-8 1-(p-tolyl)-2-(p-tolylthio)ethan-1-one 
• 61820-95-9 2-(toluene-4-sulfonyl)-1-p-tolylethanone 
• 139214-35-0 trimethyl(2-(4-methylphenyl)allyl)silane 

Relevant articles and documents

A Stereoselective Reductive Hosomi-Sakurai Reaction

A novel reductive variant of the classical Hosomi-Sakurai reaction is reported. This transformation hinges on a redox-neutral, stereoselective internal reduction event under mild conditions. This operationally simple reaction relies on readily available starting materials and leads to useful products in diastereoselectivities of up to 7:1. The versatility of this new method is demonstrated through the stereoselective one-step synthesis of an AChE inhibitor.

Selective Alkenylation and Hydroalkenylation of Enol Phosphates through Direct C-H Functionalization

An efficient and selective Rh-catalyzed direct C-H functionalization reaction of enol phosphates was developed. The method is applicable to a variety of coupling partners, including activated alkenes, alkynes, and allenes, and leads to the formation of various valuable alkenylated and hydroalkenylated enol phosphates through the action of the phosphate directing group. The versatility and utility of the coupling products were demonstrated through further transformations into synthetically useful building blocks. P points the way: A direct C-H functionalization of enol phosphates was developed. The method is applicable to a variety of coupling partners, including activated alkenes, alkynes, and allenes, and it leads to the formation of alkenylated and hydroalkenylated enol phosphates through the action of the phosphate directing group. The utility of the coupling products are demonstrated by further transformations into synthetically useful building blocks.

Mechanism of the Reaction of Trialkyl Phosphites with α-Halogenoacetophenones in Alcoholic Solvents

Second-order rate constants and activation parameters have been determined for the reactions of trialkyl phosphites in alcoholic media with α-chloro- or α-bromo-acetophenones having various substituents in the benzene ring (3,4-Me2, 4-Me, H, 4-Cl, and 4-I).Linear Hammett plots are consistent with the involvement of a common first intermediate in the rate-determining stage, leading to the formation of vinyl phosphate, α-hydroxyphosphonate, and acetophenone.The results provide the first kinetic evidence in support of the initial formation of the previously suggested betaine as a common intermediate in alcoholic solution.Further reaction then involves rearrangement to give the vinyloxyphosphonium species (and hence the Perkow product) or protonation followed by dealkylation to give the α-hydroxyphosphonate.Evidence for the possible formation of dehalogenated ketone via solvolysis of the α-hydroxyphosphonium intermediate is also presented.