Diethyl vinylphosphonate
Basic information
- CAS
682-30-4- Standard SMILES
C=CP(=O)(OCC)OCC- InChIKey
DREPONDJUKIQLX-UHFFFAOYSA-N- Molecular formula
- C6H13O3P
- Average molar mass
- 164.14 g/mol
- Monoisotopic mass
- 164.06023091
Names & identifiers
- Preferred name
- Diethyl vinylphosphonate
- IUPAC
- 1-[ethenyl(ethoxy)phosphoryl]oxyethane
- English name
- Diethyl vinylphosphonate
- Molecular formula
- C6H13O3P
- Molecular weight
- 164.14
Names & synonyms
Diethyl vinylphosphonatePhosphonic acid, vinyl-, diethyl esterPhosphonic acid, ethenyl-, diethyl ester8Y4RR2U2KADTXSID702183724-04-00-03569 (Beilstein Handbook Reference)Ethenephosphonic acid, diethyl esterRefChem:133455DTXCID90140863211-663-2DREPONDJUKIQLX-UHFFFAOYSA-N682-30-4
Show more names
2-ethylbut-1-enyl-dioxido-oxophosphoraneAURORA KA-1438diethylvinylphosphateDiethylevinylphosphonate1-diethoxyphosphoryletheneDiethylVinylphosphonate>
Vinylphosphonic acid diethyl esterdiethyl ethenylphosphonateDiethyl vinylphosphateDiethylvinylphosphonateDiethoxyphosphinyletheneMFCD000090791-[ethenyl(ethoxy)phosphoryl]oxyethaneEINECS 211-663-2
Database identifiers
- CAS
682-30-4- PubChem CID
- 69629
- DTXSID
DTXSID70218372- UNII
- 8Y4RR2U2KA
- EC Number
- 211-663-2
- Nikkaji
- J205.987H
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 35.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 134
Experimental & physicochemical properties
SpringerMaterials Properties31P nuclear magnetic resonance spectrum
Physicochemical properties
- Boiling point
- 202 °C · 202 °C(lit.)
- Density
- 1.068 g/mL · 1.068 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.429(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- form
- Liquid
- color
- Clear colorless to light yellow
- Specific Gravity
- 1.068 · 1.068
- BRN
- 507596 · 507596
- InChI
- InChI=1S/C6H13O3P/c1-4-8-10(7,6-3)9-5-2/h6H,3-5H2,1-2H3
- InChIKey
- DREPONDJUKIQLX-UHFFFAOYSA-N
- SMILES
- P(C=C)(=O)(OCC)OCC
- CAS DataBase Reference
- 682 · 682-30-4
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 1 notifications to the ECHA C&L Inventory.
Safety data
- F
- 10
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- rtecs
- TA1150000
- ridadr
- UN3278
- hs_code
- 29319090
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- hazard_note
- Toxic
- safety_code
- 23-24/25
- hazard_class
- 6.1
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- Hazard statements
- H301
- Precautionary statements
- P264-P270-P301+P310a-P321-P405-P501a
Chemistry & industry
Applications
UsesDiethyl vinylphosphonate (DEVP) can be used as a precursor for the synthesis of: α, β-unsaturated phosphonates by reacting with arylboronic acids via Pd-catalyzed MizorokiHeck reaction.2-(arylamino)ethyl phosphonates by condensing with primary and secondary amines via the aza-Michael addition reaction.It can be also employed as a monomer unit for the preparation of high-molecular-weight polymer, poly(diethyl vinylphosphonate)using lanthanide complexes.{18)
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
35 records
Compound notes
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