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Quality Level
Assay
96%
form
liquid
refractive index
n20/D 1.398 (lit.)
bp
125 °C (lit.)
density
0.854 g/mL at 25 °C (lit.)
SMILES string
CCOC(OCC)C=C
InChI
1S/C7H14O2/c1-4-7(8-5-2)9-6-3/h4,7H,1,5-6H2,2-3H3
InChI key
MCIPQLOKVXSHTD-UHFFFAOYSA-N
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Application
Acrolein diethyl acetal is widely used to carry out chemoselective Heck arylation to synthesize either 3-arylpropanoate esters or cinnamaldehyde derivatives.
It can also be used as one of the precursors to synthesize natural products like (−)-(Z)-Deoxypukalide, (−)-Laulimalide, botryodiplodin, neolaulimalide and isolaulimalide.
It can also be used as one of the precursors to synthesize natural products like (−)-(Z)-Deoxypukalide, (−)-Laulimalide, botryodiplodin, neolaulimalide and isolaulimalide.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2
WGK
WGK 3
Flash Point(F)
59.0 °F
Flash Point(C)
15 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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’.
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Acrolein Diethyl Acetal: A Three?Carbon Homologating Reagent for the Synthesis of β?Arylpropanoates and Cinnamaldehydes by Heck Reaction Catalyzed by a Kaiser Oxime Resin Derived Palladacycle.
The Journal of Organic Chemistry, 2008(18), 3102-3106 (2008)
Synthesis of (-)?(Z)?Deoxypukalide.
Angewandte Chemie (International Edition in English), 47(38), 7314-7316 (2008)
Plant & cell physiology, 61(5), 967-977 (2020-03-08)
Myrosinase (β-thioglucoside glucohydrolase, enzyme nomenclature, EC 3.2.1.147, TGG) is a highly abundant protein in Arabidopsis guard cells, of which TGG1 and TGG2 function redundantly in abscisic acid (ABA)- and methyl jasmonate-induced stomatal closure. Reactive carbonyl species (RCS) are α,β-unsaturated aldehydes
An efficient palladium-catalyzed synthesis of cinnamaldehydes from acrolein diethyl acetal and aryl iodides and bromides.
Organic Letters, 5(5), 777-780 (2003)
Organic & biomolecular chemistry, 15(4), 884-893 (2017-01-04)
As part of our ongoing work on the synthesis of a new class of plant hormones named Strigolactones (SLs) and their analogues, we became interested in tracing bioactive molecules with red emitting BODIPY fluorophores in order to unravel signaling and
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
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