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157937

Sigma-Aldrich

Dimethyl 2-oxoheptylphosphonate

technical grade, 85%

Synonym(s):
(2-Oxoheptyl)phosphonic acid dimethyl ester, Dimethyl (hexanoylmethyl)phosphonate
Linear Formula:
CH3(CH2)4COCH2P(O)(OCH3)2
CAS Number:
Molecular Weight:
222.22
Beilstein:
1946305
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

assay

85%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.444 (lit.)

bp

109 °C/0.4 mmHg (lit.)

density

1.07 g/mL at 25 °C (lit.)

SMILES string

CCCCCC(=O)CP(=O)(OC)OC

InChI

1S/C9H19O4P/c1-4-5-6-7-9(10)8-14(11,12-2)13-3/h4-8H2,1-3H3

InChI key

LQZCYXCHWNQBKX-UHFFFAOYSA-N

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Application

Reactant for:
  • Beirut reaction for the preparation of phosphonylated quinoxaline dioxides
  • Preparation of pyrrolomorphinan derivatives as κ opioid agonists via cyclocondensation, Vilsmeier-Haack formylation, Horner-Wadsworth-Emmons reaction, and Kocienski-modified Julia olefination from naltrexone methyl ether
  • Synthesis of C-glycosides amphiphiles via solvent-free Horner-Wadsworth-Emmons reaction with unprotected sugars
  • Preparation of specific inhibitors of endocannabinoid biosynthesis
A key intermediate in prostaglandin synthesis.

Packaging

1 g in glass bottle

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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