30094-33-8

Basic information

• Product Name: Chloro(diethoxyphosphinyl)acetic acid
• Synonyms: Chloro(diethoxyphosphinyl)acetic acid;Diethyl 2-chlorophosphonoacetic acid;2-Chloro-2-diethoxyphosphoryl-acetic acid
• CAS NO: 30094-33-8
• Molecular Formula: C₆H₁₂ClO₅P
• Molecular Weight: 230.58
• Mol File: 30094-33-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Chloro(diethoxyphosphinyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Chloro(diethoxyphosphinyl)acetic acid(30094-33-8)
• EPA Substance Registry System: Chloro(diethoxyphosphinyl)acetic acid(30094-33-8)

Safety Data

• Hazardous Substances Data: 30094-33-8(Hazardous Substances Data)

Upstream product

• 3095-95-2 diethylphosphonoacetic acid 
• 7071-12-7 triethyl 2-chloro-2-phosphonoacetate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 3167-63-3 diethyl chloromethylphosphonate 
• 124-38-9 carbon dioxide 

Downstream Products

• 34255-80-6 chloro-diethoxyphosphoryl-ketene 
• 119288-67-4 diethyl (+/-)-trans-1,4-diphenyl-2-oxo-azetidin-3-yl-phosphonate 
• 119288-68-5 [(3S,4S)-1-(4-Methoxy-phenyl)-2-oxo-4-phenyl-azetidin-3-yl]-phosphonic acid diethyl ester 
• 119288-64-1 (3-Chloro-2-oxo-1,4-diphenyl-azetidin-3-yl)-phosphonic acid diethyl ester 
• 119288-65-2 [3-Chloro-1-(4-methoxy-phenyl)-2-oxo-4-phenyl-azetidin-3-yl]-phosphonic acid diethyl ester 
• 1552-72-3 (Z)-2-chloro-3-(4-methoxyphenyl)acrylic acid 
• 705-54-4 (Z)-α-chlorocinnamic acid 
• 66279-60-5 (2Z,4E)-2-Chloro-5-phenyl-penta-2,4-dienoic acid 

Relevant articles and documents

Discovery, Synthesis, and Biological Evaluation of Anaenamides C and D from a New Marine Cyanobacterium, Hormoscilla sp.

Our ongoing efforts to explore the chemical space associated with marine cyanobacteria from coral reefs of Guam have yielded two new members of the anaenamide family of natural products, anaenamides C (3) and D (4). These compounds were isolated from a novel Hormoscilla sp. (VPG16-58). Our phylogenetic profiling (16S rDNA) of this cyanobacterium indicated that VPG16-58 is taxonomically distinct from the previously reported producer of the anaephenes, VPG16-59 (Hormoscilla sp.), and other previously documented species of the genus Hormoscilla. The planar structures of 3 and 4 were determined via spectroscopic methods, and absolute configurations of the α-hydroxy acids were assigned by enantioselective HPLC analysis. To address the requirement for sufficient material for testing, we first adapted our published linear synthetic approach for 1 and 2 to generate anaenoic acid (7), which served as a point for diversification, providing the primary amides 3 and 4 from synthetic intermediates 5 and 6, respectively. The compounds were then tested for effects on HCT116 colon cancer cell viability and in an ARE-luciferase reporter gene assay for Nrf2 modulation using HEK293 human embryonic kidney cells. Our findings indicate that, in contrast to cytotoxic methyl esters 1 and 2, the primary amides 3 and 4 activate the Nrf2 pathway at noncytotoxic concentrations. Overall, our data suggest that the anaenamide scaffold is tunable to produce differential biological outcomes.

A useful synthesis of diethyl 1-substituted vinylphosphonates

A variety of diethyl 1-substituted vinylphosphonates 8 has been conveniently synthesized by piperidine catalyzed decarboxylative condensation of 2-diethoxyphosphorylalkanoic acids and 2-diethoxyphosphorylalkenoic acids 7 with formaldehyde.

A Facile and General, One-pot Synthesis of 2-Oxoalkane Phosphonates from Diethylphosphonocarboxylic Acid Chlorides and Organometallic Reagents

An efficient and general method for the preparation of 2-oxoalkane phosphonates 2 is described.Diethylphosphono-2-alkanoyl chlorides are used to introduce directly the 2-oxophosphonate 1-substituted synthons on Grignard or cuprate reagents.