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3095-95-2 molecular structure
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2-(diethoxyphosphoryl)acetic acid

ChemBase ID: 74944
Molecular Formular: C6H13O5P
Molecular Mass: 196.138181
Monoisotopic Mass: 196.05006015
SMILES and InChIs

SMILES:
O=C(CP(=O)(OCC)OCC)O
Canonical SMILES:
CCOP(=O)(CC(=O)O)OCC
InChI:
InChI=1S/C6H13O5P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H,7,8)
InChIKey:
DVQMPWOLBFKUMM-UHFFFAOYSA-N

Cite this record

CBID:74944 http://www.chembase.cn/molecule-74944.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-(diethoxyphosphoryl)acetic acid
IUPAC Traditional name
(diethoxyphosphoryl)acetic acid
Synonyms
(Diethoxyphosphoryl)acetic acid
Diethylphosphonoacetic acid
Diethyl (hydroxycarbonylmethyl)phosphonate
(Diethoxyphosphinyl)acetic acid
Diethyl carboxymethylphosphonate
NSC 272281
Diethylphosphonoacetic acid
2-(Diethoxyphosphoryl)acetic acid
DIETHYLPHOSPHONOACETIC ACID
二乙基磷乙酸
CAS Number
3095-95-2
MDL Number
MFCD00192032
PubChem SID
24856264
162039862
PubChem CID
36704

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.3356194  H Acceptors
H Donor LogD (pH = 5.5) -0.99808514 
LogD (pH = 7.4) -2.75822  Log P 0.1934423 
Molar Refractivity 42.0958 cm3 Polarizability 17.191698 Å3
Polar Surface Area 72.83 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Boiling Point
150 °C/0.05 mmHg(lit.) expand Show data source
150°C/0.05mm expand Show data source
Flash Point
>110 °C expand Show data source
>110°C expand Show data source
>230 °F expand Show data source
Density
1.220 g/mL at 25 °C(lit.) expand Show data source
Refractive Index
n20/D 1.445(lit.) expand Show data source
Storage Warning
Harmful/Irritant expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
Purity
95% expand Show data source
95+% expand Show data source
97% expand Show data source
Linear Formula
(C2H5O)2P(O)CH2CO2H expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 268127 external link
Packaging
25 mL in poly bottle
5 mL in glass bottle
Application
Acts as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxides1Reactant for:
• Stereoselectivity studies of the Staudinger reaction2
• Enantioselective formation of diols via epoxidation and hydration reactions3
• Horner-Wadsworth-Emmons reactions4,5
• Remote chelation controlled Ireland-Claisen rearrangement6
• Ugi-Dieckmann reactions for synthesis of tetramic acid derivatives7
Used to make phosphonoester intermediates for intramolecular HEW reactions.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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