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/REAXYS Number:
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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Certificate of Analysis

Certificate of Origin

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