(Diethoxyphosphinyl)acetic acid

HCID 36704
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Basic information

CAS
3095-95-2
Standard SMILES
CCOP(=O)(CC(=O)O)OCC
InChIKey
DVQMPWOLBFKUMM-UHFFFAOYSA-N
Molecular formula
C6H13O5P
Average molar mass
196.14 g/mol
Monoisotopic mass
196.05006015

Names & identifiers

Preferred name
(Diethoxyphosphinyl)acetic acid
IUPAC
2-diethoxyphosphorylacetic acid
English name
Diethylphosphonoacetic acid
Molecular formula
C6H13O5P
Molecular weight
196.14

Names & synonyms

3095-95-2DIETHYL PHOSPHONOACETATE(Diethoxyphosphinyl)acetic acidNSC-2722816L31G8862ZRefChem:1050847608-560-32-(Diethoxyphosphoryl)acetic acidDiethylphosphonoacetic acid2-diethoxyphosphorylacetic acidDiethyl CarboxymethylphosphonateAcetic acid, 2-(diethoxyphosphinyl)-
Show more names
NSC 272281Diethyl sulfonic acidVenadaparib Impurity 39Mirogabalin Impurity 60acetyl diethyl phosphateDiethylphosphoacetic acid2-diethoxyphosphorylacetate(diethoxyphosphoryl)acetate
MFCD00192032(Diethoxyphosphoryl)acetic acid2-(Diethoxyphosphinyl)acetic acidAcetic acid, (diethoxyphosphinyl)-diethoxyphosphorylacetic acidNSC2722812-(diethyl phosphono)acetic acidDiethylphosphonoacetic acid, 95%

Database identifiers

CAS
3095-95-2
PubChem CID
36704
DTXSID
DTXSID10953093
UNII
6L31G8862Z
EC Number
608-560-3
Nikkaji
J80.636F

Properties

Computed structural properties

XLogP
-0.2
Topological polar surface area
72.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
5
Rotatable bonds
6
Heavy atoms
12

Physicochemical properties

Boiling point
150 °C/0.05 · 150 °C/0.05 mmHg (lit.)
Density
1.22 g/mL · 1.220 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.445(lit.)
Flash point
230 °F · >230 °F
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
form
Viscous Liquid

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (87.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 6 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationStatus: Active Update: 06-05-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/5850
Hazard Classes and CategoriesAcute Tox. 4 (87.8%)

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
hs_code
29319090
risk_code
22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 3 items

DescriptionDiethylphosphonoacetic Acid (DPA) is a Horner-Wadsworth-Emmons (HWE) reagent. The mixed anhydride of trifluoroacetic acid—diethylphosphonoacetic acid Treat a 21-hydroxy-20-keto steroid leads directly to cardenolides by an intramolecular Horner-Emmons reaction. It could also used as a dummy template to prepare a molecularly imprinted polymer for use as an artificial receptor for organophosphorus pesticides (OPPs)[1-3].

UsesDiethylphosphonoacetic Acid is a reagent that is used for enantioselective preparation of α-phosphoryl-α,β-unsatd.-δ-aryl-δ-lactones from nonracemic β-hydroxyaldehydes and their conversion to α-methylene-δ-aryl-δ-lactones.

UsesActs as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxidesReactant for: Stereoselectivity studies of the Staudinger reactionEnantioselective formation of diols via epoxidation and hydration reactionsHorner-Wadsworth-Emmons reactionsRemote chelation controlled Ireland-Claisen rearrangementUgi-Dieckmann reactions for synthesis of tetramic acid derivatives

Upstream & downstream products

Suppliers100 total

上海凛南医药科技有限公司15900633975;13262632028
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

97 records
New reaction record

Compound notes

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