1498-51-7

Basic information

• Product Name: Ethyl dichlorophosphate
• Synonyms: Ethoxydichlorophosphine oxide;Ethyl phosphoric dichloride;Phosphorodichloridate;Ethyl phosphorodichloridoate;ethoxyphosphonoyl dichloride;AURORA KA-1628;ETHYLPHOSPHORYL DICHLORIDE;ETHYL PHOSPHORODICHLORIDATE
• CAS NO: 1498-51-7
• Molecular Formula: C₂H₅Cl₂O₂P
• Molecular Weight: 162.94
• EINECS: 216-099-0
• Product Categories: Building Blocks;Chemical Synthesis;Organic Building Blocks;Phosphorus Compounds;Phosphorus Halides;Phospholipids - 13C & 2H;Phosphorylating and Phosphitylating Agents
• Mol File: 1498-51-7.mol
• Article Data: 22

Chemical Properties

• Melting Point: -42.5 °C
• Boiling Point: 60-65 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to pale brown/Liquid
• Density: 1.373 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.886mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: Ethyl dichlorophosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl dichlorophosphate(1498-51-7)
• EPA Substance Registry System: Ethyl dichlorophosphate(1498-51-7)

Safety Data

• Hazard Codes: T+,C,Xi
• Statements: 26-34-22
• Safety Statements: 26-28-36/37/39-45
• RIDADR: UN 3390 6.1/PG 1
• WGK Germany: 3
• RTECS: TD4390000
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1498-51-7(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Liquid

General Description

Ethyl dichlorophosphate is strongly irritating to skin. Ethyl dichlorophosphate may cause visible destruction or irreversible alterations in human skin tissue at the site of contact. Ethyl dichlorophosphate is very toxic by ingestion, inhalation, or by skin absorption. Ethyl dichlorophosphate may be combustible though Ethyl dichlorophosphate may require some effort to ignite.

Air & Water Reactions

Reacts with water to form hydrogen chloride(hydrochloric acid)

Reactivity Profile

Organophosphates, such as Ethyl dichlorophosphate, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Health Hazard

Inhalation of vapor irritates nose and throat. Contact with liquid causes severe burns of eyes and skin. Ingestion causes severe burns of mouth and stomach.

Safety Profile

A corrosive material that is very toxic to tissue. A severe eye, skin, and mucous membrane irritant. When heated to decomposition it emits very toxic fumes of Cland POx.

InChI:InChI=1/C2H5Cl2O2P/c1-2-6-7(3,4)5/h2H2,1H3

Upstream product

• 1498-42-6 phosphorodichloridous acid ethyl ester 
• 64-17-5 ethanol 
• 10025-87-3 trichlorophosphate 
• 70023-47-1 O-ethyl-S-ethyl-O-phenyl phosphorothioate 
• 57557-82-1 O-ethyl, S-n-butyl phenylphosphonothiolate 
• 1889-58-3 O,O-diethyl S-phenyl phosphorothioate 
• 13286-32-3 thiophosphoric acid S-benzyl ester O,O'-diethyl ester 
• 41198-08-7 Profenofos 
• 40626-35-5 O-ethyl-S-propyl-O-phenyl phosphothiolate 
• 10428-96-3 S-allyl-O,O-diethyl phosphorothioalate 
• 2511-10-6 O,S-diethyl methylphosphonothionate 
• 20195-06-6 O,O-diethyl-S-n-propyl phosporothiolate 
• 91014-97-0 O-Aethyl-S-propyl-piperidino-phosphorthiolat 
• 60-29-7 diethyl ether 

Downstream Products

• 75-00-3 chloroethane 
• 10025-87-3 trichlorophosphate 
• 7647-01-0 hydrogenchloride 
• 1623-14-9 ethyl phosphate 
• 85908-57-2 ethyl phenyl chlorophosphate 
• 244292-13-5 O-ethyl-O-(3-nitrophenyl)chlorophosphate 
• 73254-16-7 Phosphorochloridic acid ethyl ester 4-nitro-phenyl ester 
• 1660-94-2 Tetraethyl methylenediphosphonate 
• 1440-95-5 Phosphorsaeure-ethylester-bis-pentachlorphenylester 

Relevant articles and documents

A novel phosphorus-containing poly(lactic acid) toward its flame retardation

An inherently flame-retardant poly(lactic acid) (PLA) was synthesized via the chain-extending reactions of dihydroxyl terminated pre-poly(lactic acid) (pre-PLA), which was synthesized by direct polycondensation of l-lactic acid using 1,4-butanediol as initiator and stannous chloride (SnCl2) as catalyst, using ethyl phosphorodichloridate as chain extender. The resulting phosphorus-containing poly(lactic acid) (PPLA) was characterized by gel permeation chromatography (GPC), 1H and 31P nuclear magnetic resonance (1H, 31P NMR) and homonuclear correlation spectroscopy (COSY) and inductively coupled plasma-mass (ICP). A comprehensive flame retardant property of PPLA was evaluated by microscale combustion calorimetry (MCC), limiting oxygen index (LOI), vertical burning test (UL-94) and cone calorimeter test (CCT). PPLA has excellent flame retardancy and also can be used as a flame retardant for commercial PLA. Only 5 wt.% of PPLA added into PLA can obtain good flame retardant properties. As the content of PPLA is further increased to 10 wt.%, PLA can have much better flame retardancy (LOI = 35 and UL-94 V-0 rating), lower peak heat release rate (pHRR) and longer ignition time (TTI) than neat PLA. All those results mean that this novel approach to impart flame retardancy to PLA is very effective.

Studies on chiral thiophosphoric acids and their derivatives 16. - The asymmetric cyclization of L-(+)-prolinol with (thio)phosphoro(-no)dichloridates

The cyclizations of L-(+)-prolinol 5 with (thio)phosphoro(-no)dichloridates 6 give 1,2,3-azaphosphaoxabicyclo[3.3.0]octanes 7 consisting of unequal amounts of diastereoisomers, eight pairs of which have been successfully resolved by silica gel column chromatography or recrystallization. The influences of reaction temperature, solvent and substrate concentration upon the asymmetric induction have also been investigated.

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

Disclosed herein are nucleosides, nucleotides and nucleotide analogs, methods of synthesizing the same and methods of treating diseases and/or conditions such as a Coronaviridae virus, a Togaviridae virus, a Hepeviridae virus and/or a Bunyaviridae virus infection with one or more nucleosides, nucleotides and nucleotide analogs.

Synthesis of structural analogues of hexadecylphosphocholine and their antineoplastic, antimicrobial and amoebicidal activity

Twelve derivatives of hexadecylphosphocholine (miltefosine) were synthesized to determine how the position and length of the alkyl chain within the molecule influence their biological activities. The prepared alkylphosphocholines have the same molecular formula as miltefosine. Activity of the compounds was studied against a spectrum of tumour cells, two species of protozoans, bacteria and yeast. Antitumour efficacy of some alkylphosphocholines measured up on MCF-7, A2780, HUT-78 and THP-1 cell lines was higher than that of miltefosine. The compounds showed antiprotozoal activity against Acanthamoeba lugdunensis and Acanthamoeba quina. Some of them also possess fungicidal activity against Candida albicans equal to miltefosine. No antibacterial activity was observed against Staphylococcus aureus and Escherichia coli. A difference in position of a long hydrocarbon chain within the structure with maximum efficacy was observed for antitumour, antiprotozoal and antifungal activity.