Diethyl (2,2-diethoxyethyl)phosphonate (HCID 82071)

Names & identifiers

Preferred name: Diethyl (2,2-diethoxyethyl)phosphonate
IUPAC: 2-diethoxyphosphoryl-1,1-diethoxyethane
English name: Diethyl 2,2-diethoxyethylphosphonate
Molecular formula: C10H23O5P
Molecular weight: 254.26

Names & synonyms

Diethyl (2,2-diethoxyethyl)phosphonateEINECS 231-504-0NSC 77101DTXSID20226881NSC 407851RefChem:586996DTXCID50149372231-504-07598-61-0Diethyl 2,2-diethoxyethylphosphonatediethyl(2,2-diethoxyethyl)phosphonateDiethyl 2,2-Diethoxethylphosphonate

Show more names

AURORA KA-1450LABOTEST-BB LT01148150Diethyl 2,2-diethoxyethylDIETHYL-2,2-DIETHOXYETHYLPHOSPONATEDIETHYL 2,2-DIETHOXY-ETHANEPHOSPHONATEDiethyl2,2-Diethoxyethylphosphonate>

2-diethoxyphosphoryl-1,1-diethoxyethaneMFCD00009236Diethylphosphonoacetaldehyde Diethyl AcetalDiethyl phosphonacetaldehyde diethyl acetalCHEMBL1050792,2-Diethoxyethylphosphonic Acid Diethyl EsterNSC-77101NSC-407851

Database identifiers

CAS: 7598-61-0
PubChem CID: 82071
DTXSID: DTXSID20226881
ChEMBL: CHEMBL105079
UNII: KS6N6SP2MG
EC Number: 231-504-0
Nikkaji: J307.892B

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 54 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 10
Heavy atoms: 16
Formal charge: 0
Complexity: 193

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

LogP0.69

Physicochemical properties

Boiling point: 146 · 146-149 °C14 mm Hg(lit.)
Density: 1.052 g/mL · 1.052 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.430(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · 2-8°C
solubility: Chloroform, Dichloromethane
form: Oil
color: Colourless
Water Solubility: Soluble in chloroform and dichloromethane. Not miscible or difficult to mix in water.
Sensitive: Moisture Sensitive
BRN: 1785614 · 1785614
InChI: 1S/C10H23O5P/c1-5-12-10(13-6-2)9-16(11,14-7-3)15-8-4/h10H,5-9H2,1-4H3
InChIKey: LUQYELQXRPNKRY-UHFFFAOYSA-N
SMILES: CCOC(CP(=O)(OCC)OCC)OCC
CAS DataBase Reference: 7598 · 7598-61-0(CAS DataBase Reference)
FDA UNII: 6 N6SP2MG · KS6N6SP2MG
UNSPSC Code: 12352108 · 12352108
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
RIDADR: 2810 · UN2810
WGK Germany: 3 · 3
F: 21 · 21
HazardClass: 6.1 · 6.1
HS Code: 29319090 · 29319090
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

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 44 reports by companies from 4 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: 21
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN2810
hs_code: 29319090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
hazard_class: 6.1
Storage Class: 10 - Combustible liquids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Limited Quantities: 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesDiethyl 2,2-diethoxyethylphosphonate is used reactant for synthesis of α,β-alkenal derivatives by two-carbon homologation, lower rim-phosphonylated rexorcinol calix[4]arenes by condensation reactions, α-Phosphovinyl radicals via a radical trapping sequence, inhibitors of reverse transcriptase via 1,3-dipolar cycloadditions and for Friedel-Crafts reactions.

UsesReactant for synthesis of:α,β-Alkenal derivatives by two-carbon homologationLower rim-phosphonylated rexorcinol calix[4]arenes by condensation reactionsα-Phosphovinyl radicals via a radical trapping sequenceInhibitors of reverse transcriptase via 1,3-dipolar cycloadditionsReactant for Friedel-Crafts reactions

UsesDiethyl 2,2-diethoxyethylphosphonate can be used as a useful wittig reagent.