Allyl P,P-diethylphosphonoacetate

HCID 4583084

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Basic information

CAS: 113187-28-3
Standard SMILES: C=CCOC(=O)CP(=O)(OCC)OCC
InChIKey: USZLAMOPIWNLPH-UHFFFAOYSA-N
Molecular formula: C9H17O5P
Average molar mass: 236.2 g/mol
Monoisotopic mass: 236.08136027

Names & identifiers

Preferred name: Allyl P,P-diethylphosphonoacetate
IUPAC: prop-2-enyl 2-diethoxyphosphorylacetate
English name: Allyl diethylphosphonoacetate
Molecular formula: C9H17O5P
Molecular weight: 236.2

Names & synonyms

113187-28-3Allyl P,P-diethylphosphonoacetateDTXSID50404519RefChem:318084DTXCID30355373626-620-7allyl diethylphosphonoacetateProp-2-enyl 2-diethoxyphosphorylacetateAllyl 2-(diethoxyphosphoryl)acetateprop-2-en-1-yl 2-(diethoxyphosphoryl)acetateMFCD00191710Allyl 2-diethoxyphosphorylacetate

Show more names

DIETHYL(3-PROP-1-ENYL)PHOSPHONATEAllyl P,P-diethylphosphonoacetate 97%Allyl Diethylphosphonoacetate(WXC00005)Diethyl (3-prop-1-enyl)phosphonoacetateDiethyl(3-prop-1-enyl)phosphonate, 98 %

SCHEMBL2028174AKOS015913058Allyl P,P-diethylphosphonoacetate, 97%AS-61251FA153498Prop-2-en-1-yl (diethoxyphosphoryl)acetateCS-0046889W10736

Database identifiers

CAS: 113187-28-3
PubChem CID: 4583084
DTXSID: DTXSID50404519
EC Number: 626-620-7
Nikkaji: J741.656C

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 61.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 9
Heavy atoms: 15
Formal charge: 0
Complexity: 241

Physicochemical properties

Boiling point: 157 · 157-158 °C10 mm Hg(lit.)
Density: 1.12 g/mL · 1.12 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.445(lit.)
Flash point: 230 °F · >230 °F
form: liquid
BRN: 1788582 · 1788582
InChI: 1S/C9H17O5P/c1-4-7-12-9(10)8-15(11,13-5-2)14-6-3/h4H,1,5-8H2,2-3H3
InChIKey: USZLAMOPIWNLPH-UHFFFAOYSA-N
SMILES: CCOP(=O)(CC(=O)OCC=C)OCC
UNSPSC Code: 12352108 · 12352108
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 · Eye Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (97.4%): 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 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (97.4%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 10 - Combustible liquids
Hazard statements: H319
Hazard Classifications: Eye Irrit. 2
Precautionary statements: P264-P280-P305+P351+P338-P337+P313

Chemistry & industry

Applications · 1 item

UsesReactant for:Horner-Wadsworth-Emmons reactionPreparation of phosphonate-functionalized cyclopentenones via regioselective Pauson-Khand processesPreparation of salicylihalamide analog saliphenylhalamide as potential vacuolar ATPase inhibitors and anticancer agentsSolid-phase synthesis of olefin-containing peptides via Horner-Emmons reaction as inhibitors of HTLV-1 proteaseSynthesis of fluorescent poly(aromatic amide) dendrimers