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Merck
CN

157937

Dimethyl 2-oxoheptylphosphonate

technical grade, 85%

Synonym(s):

(2-Oxoheptyl)phosphonic acid dimethyl ester, Dimethyl (hexanoylmethyl)phosphonate

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About This Item

Linear Formula:
CH3(CH2)4COCH2P(O)(OCH3)2
CAS Number:
Molecular Weight:
222.22
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
EC Number:
253-293-4
Beilstein/REAXYS Number:
1946305
MDL number:
Assay:
85%
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refractive index

n20/D 1.444 (lit.)

bp

109 °C/0.4 mmHg (lit.)

density

1.07 g/mL at 25 °C (lit.)

functional group

ketone, phosphonate

InChI key

LQZCYXCHWNQBKX-UHFFFAOYSA-N

InChI

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

SMILES string

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

grade

technical grade

assay

85%

reaction suitability

reaction type: C-C Bond Formation

Application

A key intermediate in prostaglandin synthesis.
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

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Information

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