66197-72-6

Basic information

• Product Name: BroMoMethyl -phosphonic acid diethyl ester
• Synonyms: BroMoMethyl -phosphonic acid diethyl ester;Phosphonic acid, (broMoMethyl)-, diethyl ester;Brommethanphosphonsaeurediethylester;1-[bromomethyl(ethoxy)phosphoryl]oxyethane;Diethyl (bromomethyl)phosphonate
• CAS NO: 66197-72-6
• Molecular Formula: C₅H₁₂BrO₃P
• Molecular Weight: 231.024741
• EINECS: -0
• Mol File: 66197-72-6.mol

Chemical Properties

• Boiling Point: 99 °C(Press: 1 Torr)
• Appearance: /
• Density: 1.4474 g/cm3
• CAS DataBase Reference: BroMoMethyl -phosphonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: BroMoMethyl -phosphonic acid diethyl ester(66197-72-6)
• EPA Substance Registry System: BroMoMethyl -phosphonic acid diethyl ester(66197-72-6)

Safety Data

• Hazardous Substances Data: 66197-72-6(Hazardous Substances Data)

Usage

Uses

Used in Pesticide and Herbicide Applications:
BroMoMethyl-phosphonic acid diethyl ester is used as a pesticide and herbicide for its ability to effectively control and inhibit the growth of various plants. Its organophosphate nature allows it to target and disrupt the enzyme systems in plants, leading to their death.
Used in Industrial Applications:
In the industrial sector, BroMoMethyl-phosphonic acid diethyl ester serves as a chemical intermediate for the synthesis of other compounds. Its unique properties make it a valuable component in the production of various chemical products.
However, due to its high toxicity to aquatic organisms and potential risks to human health, it is crucial to handle and use BroMoMethyl-phosphonic acid diethyl ester with caution to minimize its detrimental effects on the environment and human well-being.

Upstream product

• 122-52-1 triethyl phosphite 
• 74-95-3 1,1-dibromomethane 
• 762-04-9 phosphonic acid diethyl ester 

Downstream Products

• 1660-94-2 Tetraethyl methylenediphosphonate 
• 58263-57-3 O,O-diethyl, diphenylmethylenephosphonophosphinate 
• 33512-26-4 diethyl (phthalimidomethyl)phosphonate 
• 683-08-9 Diethyl methylphosphonate 
• 1068-07-1 diethyl octylphosphonate 
• 1348589-21-8 diethyl (4-(6,7-dimethoxyquinazolin-4-ylamino)phenoxy)methylphosphonate 
• 1240494-94-3 diethyl (5-(4-fluorophenylcarbamoyl)pyridin-2-ylthio)methylphosphonate 
• 53253-67-1 diethyl 3-cyanopropylphosphonate 

Relevant articles and documents

Enantioselective organocatalytic conjugate addition of aldehydes to vinyl sulfones and vinyl phosphonates as challenging michael acceptors

Chiral amines with a pyrrolidine framework catalyze the enantioselective conjugate addition of a broad range of aldehydes to various vinyl sulfones and vinyl phosphonates in high yields and with enantioselectivities up to >99% ee. This novel process provides synthetically useful chiral γ-gem-sulfonyl or phosphonyl aldehydes which can be widely functionalized with retention of the enantiomeric excess. Mechanistic insights including DFT calculations are explored in detail.

Improved preparation of diethyl bromomethylphosphonate and diiodomethane-catalyzed triethylphosphite Michaelis-Arbuzov isomerization

An improved method to prepare diethyl bromomethylphosphonate and a new method for the isomerization of triethyl phosphite into diethyl ethylphosphonate are reported.

Free radical reaction of α-haloalkylphosphonates with alkenes and alkynes: A new approach to modified phosphonates

A new approach to the synthesis of phosphonates 3 functionalized in the α- and γ-phosphonate positions by alkyl, ethoxy, butoxy, acetoxy, acetyl and cyanide groups and allylphosphonate 6 is described. It is based on the radical reaction of α-halosubstituted phosphonates 1 (X = Cl, Br, I) with the terminally unsubstituted alkenes 2 (1-heptene, ethoxyethene, butoxyethene, acetoxyethene, acrylonitrile, methyl vinyl ketone) and alkyne 5 (hept-1-yne). The reaction involving the tin hydride method (Bu3SnH/AIBN) was more effective with alkenes than with alkynes (40-72% versus 20-30%). With electron-rich alkenes, chloro- and bromomethylphosphonates 1 (X = Cl, Br) gave higher yields than iodomethylphosphonate 1 (X = I). Diethyl methylphosphonate 4, as a reduction product of 1, accompanied 3 and 6 in the above reactions. The yield of 4 could be reduced by optimizing the reaction conditions.

α-Substituted Phosphonates. 39. Methane-diphosphonic Esters by U.V.-Induced Michaelis-Becker-Reaction

Dibromomethane resp. chlorbromomethane reacts with sodium dialkyl phosphite in heptane-/liq.NH3 or in liq.NH3 by u.v. irradiation at low temperatures to give in good yields methane diphosphonic acid tetraalkylesters 1.In the same manner with sodium diethyl thionophosphite the corresponding methane-bisthiophosphonic acid tetraethylester 4 is obtained.