CAS 3699-66-9 Triethyl 2-phosphonopropionate (HCID 107155)

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Basic information

CAS: 3699-66-9
Standard SMILES: CCOC(=O)C(C)P(=O)(OCC)OCC
InChIKey: BVSRWCMAJISCTD-UHFFFAOYSA-N
Molecular formula: C9H19O5P
Average molar mass: 238.22 g/mol
Monoisotopic mass: 238.09701034

Names & identifiers

Preferred name: Triethyl 2-phosphonopropionate
IUPAC: ethyl 2-diethoxyphosphorylpropanoate
English name: TRIETHYL 2-PHOSPHONOPROPIONATE
Molecular formula: C9H19O5P
Molecular weight: 238.22

Names & synonyms

Triethyl 2-phosphonopropionate3699-66-9EINECS 223-033-4RefChem:191508223-033-4Ethyl 2-(diethoxyphosphoryl)propanoateethyl 2-diethoxyphosphorylpropanoateMFCD00009159Ethyl-2-(diethylphosphono)propanoate2-(diethoxyphosphoryl)propionic acid ethyl ester2-Phosphonopropionic Acid Triethyl EsterDIETHYL 1-(ETHOXYCARBONYL)ETHANEPHOSPHONATE

Show more names

triethyl 2-phosphonoproprionateThreeethyl twophosphateTriethyl2-phosphonopropionate,98%2,3-diethyl-2-phosphonopentanoateTriethyl 2-phosphonopropionate 97%DIETHYL ETHOXYCARBONYLETHYL-PHOSPHONATETriethyl 2-phosphonopropionatedisc 6/01

Ethyl 2~(diethoxyphosphoryl)propanoateSY010659Diethyl 1-(carbethoxy)ethylphosphonatePropanoic acid, 2-(diethoxyphosphinyl)-, ethyl esterNSC202767triethyl 2-phosphopropionate2-(Diethoxyphosphinyl)propanoic acid ethyl esterFoscarnet Sodium Impurity 5

Database identifiers

CAS: 3699-66-9
PubChem CID: 107155
DTXSID: DTXSID50958163
EC Number: 223-033-4
Nikkaji: J205.616J

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 61.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 8
Heavy atoms: 15
Formal charge: 0
Complexity: 231

Physicochemical properties

Melting point: 161 · 161-164°
Boiling point: 143 · 143-144 °C12 mm Hg(lit.)
Density: 1.111 g/mL · 1.111 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.431(lit.)
Flash point: 192 °F · 192 °F
storage temp.: Inert atmosphere,Room Temperature
solubility: Miscible with chloroform and methanol.
form: Liquid
color: Clear colorless
Specific Gravity: 1.111 · 1.111
BRN: 1786994 · 1786994
InChI: InChI=1S/C9H19O5P/c1-5-12-9(10)8(4)15(11,13-6-2)14-7-3/h8H,5-7H2,1-4H3
InChIKey: BVSRWCMAJISCTD-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(P(OCC)(OCC)=O)C
CAS DataBase Reference: 3699 · 3699-66-9(CAS DataBase Reference)
UNSPSC Code

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 10
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: 1993
hs_code: 29319019
risk_code: 36/37/38-38-37-36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 23-24/25-36-26-39-37
hazard_class: 3
Storage Class: 10 - Combustible liquids
Hazard statements: H227
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Chemistry & industry

Applications · 2 items

UsesTriethyl 2-Phosphonopropionate is used in studies involving insecticides and their efficacy on various bacterium. Also act as inhibitors of Epstein-Bar virus transmission and infections.

UsesTriethyl 2-phosphonopropionate is used as a reactant in intramolecular conjugate addition for the synthesis of floresolide B, enantioselective synthesis of spiroindane di-methyl acetic acid and in stereo selective intramolecular Diels-Alder reactions. It plays an important role in Horner-Wadsworth-Emmons reactions and chemoenzymatic one-pot synthesis of gamma-butyrolactones. It is also used in the preparation of 3-[2]furyl-2-methyl-acrylic acid ethyl ester by reacting with furfural.