Skip to Content
Merck
All Photos(1)

Documents

561053

Sigma-Aldrich

Diethyl (2-oxobutyl)phosphonate

96%

Synonym(s):

(2-Oxobutyl)phosphonic acid diethyl ester, Diethyl propanoylmethylphosphonate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(C2H5O)2PCH2COCH2CH3
CAS Number:
1067-73-8
Molecular Weight:
208.19
MDL number:
MFCD03427248
UNSPSC Code:
12352108
PubChem Substance ID:
24879913
NACRES:
NA.22

Assay

96%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.4360 (lit.)

density

1.072 g/mL at 25 °C (lit.)

SMILES string

CCOP(=O)(CC(=O)CC)OCC

InChI

1S/C8H17O4P/c1-4-8(9)7-13(10,11-5-2)12-6-3/h4-7H2,1-3H3

InChI key

GQBVFZDYDHGZPY-UHFFFAOYSA-N

Application

Reactant for synthesis of:
  • Oxa(bicyclo)octanone for use in preparing cycloheptane annulated furans
  • Anatoxin-a and homoanatoxin via the Wittig reaction
  • α-Methylene-β-amino ketones
  • 2-Amino-5-phosphono- and 2-amino-4-(phosphonomethyl)thiophenes using the Gewald reaction
  • Aliphatic musk odorants
  • Oxoalkylphosphonates

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Nina V Fuchs et al.
Stem cell research, 41, 101592-101592 (2019-11-08)
The Renpenning syndrome spectrum is a rare X-linked mental retardation syndrome characterized by intellectual disability, microcephaly, low stature, lean body and hypogonadism. Mutations in the polyglutamine tract binding protein 1 (PQBP1) locus are causative for disease. Here, we describe the
Katharina Hutter et al.
Molecular cell, 78(5), 876-889 (2020-06-06)
Many microRNAs (miRNAs) are generated from primary transcripts containing multiple clustered stem-loop structures that are thought to be recognized and cleaved by the Microprocessor complex as independent units. Here, we uncover an unexpected mode of processing of the bicistronic miR-15a-16-1
Vera Chesnokova et al.
Endocrinology, 160(6), 1439-1447 (2019-04-20)
DNA damage occurs as a result of environmental insults and aging and, if unrepaired, may lead to chromosomal instability and tumorigenesis. Because GH suppresses ataxia-telangiectasia mutated kinase phosphorylation, decreases DNA repair, and increases DNA damage accumulation, we elucidated whether GH
Seung Wook Yang et al.
Molecular cell, 77(6), 1206-1221 (2020-01-26)
Alternative polyadenylation (APA) contributes to transcriptome complexity by generating mRNA isoforms with varying 3' UTR lengths. APA leading to 3' UTR shortening (3' US) is a common feature of most cancer cells; however, the molecular mechanisms are not understood. Here
Felipe Henriques et al.
Cell reports, 32(5), 107998-107998 (2020-08-07)
Adipocytes deficient in fatty acid synthase (iAdFASNKO) emit signals that mimic cold exposure to enhance the appearance of thermogenic beige adipocytes in mouse inguinal white adipose tissues (iWATs). Both cold exposure and iAdFASNKO upregulate the sympathetic nerve fiber (SNF) modulator
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service