4402-24-8

Basic information

• Product Name: diethyl (3-aminopropyl)phosphonate
• Synonyms: diethyl (3-aminopropyl)phosphonate;(3-Aminopropyl)phosphonic acid diethyl ester;3-Aminopropylphosphonic acid diethyl ester;3-diethoxyphosphorylpropan-1-amine;3-diethoxyphosphorylpropylamine;Diethyl (3-aminopropyl)phosphonate 95 %
• CAS NO: 4402-24-8
• Molecular Formula: C₇H₁₈NO₃P
• Molecular Weight: 195.196481
• EINECS: 224-535-6
• Mol File: 4402-24-8.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 275.5°Cat760mmHg
• Flash Point: 120.4°C
• Appearance: /
• Density: 1.053
• Vapor Pressure: 0.00507mmHg at 25°C
• Refractive Index: 1.437
• Sensitive: Air Sensitive
• CAS DataBase Reference: diethyl (3-aminopropyl)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (3-aminopropyl)phosphonate(4402-24-8)
• EPA Substance Registry System: diethyl (3-aminopropyl)phosphonate(4402-24-8)

Safety Data

• HazardClass: 8
• Hazardous Substances Data: 4402-24-8(Hazardous Substances Data)

Usage

Description

Diethyl (3-aminopropyl)phosphonate is an organic compound with the chemical formula C7H16NO3P. It is a colorless liquid with a slight odor and is soluble in water. Diethyl (3-aminopropyl)phosphonate is a derivative of phosphonic acid, featuring a three-carbon chain with an amino group and two ethoxy groups attached to the phosphorus atom.

Uses

Used in Chemical Synthesis:
Diethyl (3-aminopropyl)phosphonate is used as a reagent in the preparation of various organic compounds. It plays a crucial role in the synthesis of complex molecules and pharmaceuticals.
Used in the Preparation of tert-Butyl (2-((diethoxyphosphoryl)propyl)amino)-3,4-dioxocyclobut-1-en-1-yl)carbamate:
Diethyl (3-aminopropyl)phosphonate is used as a reactant for the synthesis of tert-Butyl (2-((diethoxyphosphoryl)propyl)amino)-3,4-dioxocyclobut-1-en-1-yl)carbamate. Diethyl (3-aminopropyl)phosphonate is formed by reacting Diethyl (3-aminopropyl)phosphonate with tert-butyl (2-ethoxy-3,4-dioxocyclobut-1-en-1-yl)carbamate, resulting in a new molecule with potential applications in various fields.

InChI:InChI=1/C7H18NO3P/c1-3-10-12(9,11-4-2)7-5-6-8/h3-8H2,1-2H3

Upstream product

• 10123-62-3 diethyl (2-cyanoethyl)phosphonate 
• 3986-95-6 diethyl (3-oxopropyl)phosphonate 
• 108371-74-0 (3-carbamoyl-propyl)-phosphonic acid diethyl ester 
• 2526-67-2 diethyl 3-amino-3-oxopropylphosphonate 
• 100-46-9 benzylamine 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 122-52-1 triethyl phosphite 
• 107257-50-1 [3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)propyl]phosphonic acid diethyl ester 
• 260410-26-2 (3-azidopropyl)phosphonic acid diethyl ester 
• 1186-10-3 diethyl 3-(bromopropyl)phosphonic acid 
• 2327-68-6 <3-Methoxycarbonyl-propyl>-phosphonsaeure-diaethylester 
• 762-04-9 Diethyl phosphonate 
• 107-11-9 1-amino-2-propene 
• 38318-52-4 α-bromovinylphosphonic acid diethyl ester 

Downstream Products

• 113811-50-0 N-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-3-aminopropanephosphonic acid 
• 113811-57-7 diethyl N-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-3-aminopropanephosphonate 
• 113811-51-1 monoethyl N-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-3-aminopropanephosphonate 
• 54008-28-5 Diaethyl 3(N-acetylamino)propylphosphonat 
• 55849-69-9 (3-hydroxypropyl)phosphonic acid diethyl ester 
• 1404216-49-4 (3-{[(benzyloxy)carbonyl]amino}propyl)(ethoxy)phosphinic acid triethylammonium salt 
• 1404216-50-7 C₁₃H₁₉ClNO₄P 
• 1404216-51-8 benzyl N-(3-{ethoxy[3-(octadecyloxy)propoxy]phosphoryl}propyl)carbamate 
• 1404216-53-0 ethyl 3-(octadecyloxy)propyl [3-({[4-(benzyloxy)-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl}amino)propyl]phosphonate 
• 1404216-55-2 benzyl N-(3-{ethoxy[3-(hexadecyloxy)propoxy]phosphoryl}propyl)carbamate 
• 1404216-57-4 ethyl 3-(hexadecyloxy)propyl [3-({[4-(benzyloxy)-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl}amino)propyl]phosphonate 
• 1404217-67-9 diethyl [3-({[4-(benzyloxy)-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl}amino)propyl]phosphonate 

Relevant articles and documents

D-glucose-based azacrown ethers with a phosphonoalkyl side chain: Application as enantioselective phase transfer catalysts

Five chiral α-D-glucose-based monoaza-15-crown-5 ethers with a phosphonoalkyl side chain 5a-e have been synthesized. The substituent at the nitrogen atom has a major influence on the cation extraction ability of the azacrown. The new lariat ethers 5a-e show significant asymmetric induction as phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone.

PYRIMIDINE COMPOUNDS CONTAINING ACIDIC GROUPS

The present disclosure relates to a class of pyrimidine derivatives having immunomodulating properties that act via TLR7 which are useful in the treatment of viral infections and cancers.

Cyclopropanation of 1,2-dibromoethylphosphonate: A synthesis of β-aminocyclopropylphosphonic acid and derivatives

Diethyl (1,2-dibromoethyl)phosphonate was found to undergo cyclopropanation with nitromethane in good yield. The resulting trans β-nitrocyclopropylphosphonate was converted to the trans N-protected aminocyclopropylphosphonate through a reduction-protection sequence. Subsequent hydrolysis gave the free β-aminocyclopropylphosphonic acid without any formation of ring-opening byproduct. Cyclopropanation of 1,2-dibromoethylphosphonates with nitroalkanes and their reduction are also discussed.

Design, synthesis, and miniemulsion polymerization of new phosphonate surfmers and application studies of the resulting nanoparticles as model systems for biomimetic mineralization and cellular uptake

Heterophase polymerizations have gained increasing attention in the past decades, especially as the decoration and functionalization of the particle surface for further applications gets more and more into focus. One promising approach for the functionalization exclusively on the particle surface is the use of surfmers (surfactant and monomer). Herein, we present the synthesis of a new family of surfmers and their use for decorating nanoparticles with phosphonate groups through miniemulsion polymerization. Furthermore the synthesis of a dye-labeled functional surfmer provided an elegant manner to evaluate and get deeper insights about its copolymerization. Additionally, potential applications of the synthesized particles in biological studies as well as their use as template for biomimetic mineralization are presented.