6554-31-0

Basic information

• Product Name: Phosphonic acid, bis(cyclopropylmethyl) ester
• CAS NO: 6554-31-0
• Molecular Formula: C8H15O3P
• Molecular Weight: 190.179
• Mol File: 6554-31-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, bis(cyclopropylmethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, bis(cyclopropylmethyl) ester(6554-31-0)
• EPA Substance Registry System: Phosphonic acid, bis(cyclopropylmethyl) ester(6554-31-0)

Safety Data

• Hazardous Substances Data: 6554-31-0(Hazardous Substances Data)

Usage

General Description

Phosphonic acid, bis(cyclopropylmethyl) ester is a chemical compound with the molecular formula C8H14O3P. It is a phosphonate ester, which is commonly used as a corrosion inhibitor in metal treatment processes, particularly for aluminum and its alloys. Phosphonic acid, bis(cyclopropylmethyl) ester is also utilized as a stabilizer in the production of polymers and as a chelating agent in water treatment applications. It is a colorless liquid with a slightly fruity odor and is considered to be stable under normal storage and handling conditions. However, it should be handled with care due to its potential for skin and eye irritation, and should be stored in a cool, dry place away from direct sunlight and sources of ignition.

Upstream product

• 56-23-5 tetrachloromethane 
• 112057-32-6 tri(cyclopropylmethyl)phosphite 

Relevant articles and documents

REACTIVITY OF TRIETHYL PHOSPHITE WITH TETRACHLOROMETHANE : ELECTRON TRANSFER VERSUS IONIC SUBSTITUTION ON "POSITIVE" HALOGEN

The reaction of triethyl phosphite (1) with tetrachloromethane (2) has been studied from a mechanistic point of view. 1 reacts at 80 deg C with 2 to form diethyltrichloromethanephosphonate (3) (85-90percent yield) and chloroethane (4) (80percent yield).Several results hint at a radical chain mechanism (like SRN1).Trichloromethyl radical is trapped by 2,6-di-t-butyl-4-cresol (BHT), the reaction may be initiated with UV radiation (254 nm) and a charge transfer complex (CTC) is formed between 1 and 2 ; furthermore, the reaction is inhibited by 7,7',8,8' tetracyanoquinodimethane (TCNQ).Tris(cyclopropylmethyl)phosphite (12a) and tri(1-hexene-6-yl) phosphite (7a) are used as potential radical clocks in these reactions.The first leads inter alia to 3-chloro-1-butene (17) and the second to 5-chloro-1-hexene (11), the first therefore suggests a radical mechanism but not the second.However in this particular case even the results obtained with the tris(cyclopropylmethyl)phosphite may be rationalized also by an ionic mechanism.For the photostimulated reaction , the overall quantum yield is 0.1.The electrochemical oxidation of 1 with added CCl4 does not account for a radical chain process as the main pathway.Furthermore, the application of Marcus analysis to reaction viewed as an electron transfer leads to a calculated rate constant in the range of 10-20 M-1s-1.The synergy of the techniques that we used lead us to conclude that the thermal reaction is in fact an SNCl+ substitution.The radical intermediates would mainly be derived from the electron-transfer reaction between CCl3- and CCl4 the importance of which increases when special conditions such as hν activation are applied.Reaction therefore provides an example where the observed paramagnetic species during a D/A interaction could deceptively suggest an electron-transfer between D and A whereas they originate from an interaction between A and an electron donor formed after or during the first step of the reaction.