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About This Item
Linear Formula:
(CH3O)2P(O)CH2CO2CH3
CAS Number:
Molecular Weight:
182.11
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
EC Number:
227-663-0
Beilstein/REAXYS Number:
1865177
MDL number:
Product Name
Trimethyl phosphonoacetate, 98%
InChI
1S/C5H11O5P/c1-8-5(6)4-11(7,9-2)10-3/h4H2,1-3H3
InChI key
SIGOIUCRXKUEIG-UHFFFAOYSA-N
SMILES string
COC(=O)CP(=O)(OC)OC
assay
98%
reaction suitability
reaction type: C-C Bond Formation
refractive index
n20/D 1.437 (lit.)
bp
118 °C/0.85 mmHg (lit.)
265-268 °C (lit.)
density
1.125 g/mL at 25 °C (lit.)
Quality Level
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Application
Reactant involved in:
- Intramolecular Mannich-type reactions to produce the sarain A diazatricyclic core
- Organocatalytic oxa-Michael reactions
- Prenylation and geranylation of oxindoles
- Intramolecular Horner-Wadsworth-Emmons reactions
- Olefin cross-metathesis / heterocyclization
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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B R DeMark et al.
Archives of biochemistry and biophysics, 223(2), 360-368 (1983-06-01)
The effects of the inhibitors trimethylacetyl phosphate and cAMP have been determined in reactions catalyzed by D-glyceraldehyde-3-phosphate dehydrogenase. These inhibitors must influence the oxidation of aldehydes through substrate dependent cooperative conformational changes. Both trimethylacetyl phosphate and cAMP give sigmoidal 1/V
Alastair B Ross et al.
The Journal of nutrition, 143(6), 766-773 (2013-04-26)
Epidemiological studies consistently find that diets rich in whole-grain (WG) cereals lead to decreased risk of disease compared with refined grain (RG)-based diets. Aside from a greater amount of fiber and micronutrients, possible mechanisms for why WGs may be beneficial
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