3054-95-3 Usage
Chemical Properties
clear colorless liquid
Uses
Different sources of media describe the Uses of 3054-95-3 differently. You can refer to the following data:
1. Acrolein diethyl acetal is a reagent used for the synthesis of a variety of compounds, including cinnamaldehydes.
2. 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.
General Description
A colorless liquid with an agreeable odor. Very volatile. Flash point 70°F. Less dense than water. Vapors heavier than air. Used as a solvent and to make cosmetics.
Air & Water Reactions
Highly flammable. Soluble in water. Likely to slowly form peroxidized product when exposed to air. The formed peroxide is likely to be unstable.
Reactivity Profile
Ethers, such as DIETHOXYPROPENE, can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.
Health Hazard
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety Profile
Mutation data reported.
A flammable liquid. A dangerous fire hazard
when exposed to heat, flame, or oxiduers.
When heated to decomposition it emits
acrid smoke and fumes.
Purification Methods
Add Na2CO3 (ca 3.5%) and distil it using an efficient column, or better use a spinning band column. [Witzemann et al. Org Synth Coll Vol II 17 1943, Beilstein 1 H 727, 1 I 378, 1 III 2960, 1 IV 3437.]
Check Digit Verification of cas no
The CAS Registry Mumber 3054-95-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,5 and 4 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3054-95:
(6*3)+(5*0)+(4*5)+(3*4)+(2*9)+(1*5)=73
73 % 10 = 3
So 3054-95-3 is a valid CAS Registry Number.
3054-95-3Relevant articles and documents
Access to protected functional aldehydes by free radical additions to acrolein diethylacetal
Degueil-Castaing,Mohr,Maillard
, p. 1703 - 1712 (1992)
Free radical additions of hydrogen donor solvents (cyclohexane, dichloromethan, tetahydrofuran, dimethyl malonate and pentan-2-one) to acrolein diethylacetal allowed their 3,3 diethoxypropylation.
Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route towardcontra-Thermodynamic Olefins
Zhao, Huaibo,McMillan, Alastair J.,Constantin, Timothée,Mykura, Rory C.,Juliá, Fabio,Leonori, Daniele
supporting information, p. 14806 - 14813 (2021/09/18)
We report here a mechanistically distinct tactic to carry E2-type eliminations on alkyl halides. This strategy exploits the interplay of α-aminoalkyl radical-mediated halogen-atom transfer (XAT) with desaturative cobalt catalysis. The methodology is high-yielding, tolerates many functionalities, and was used to access industrially relevant materials. In contrast to thermal E2 eliminations where unsymmetrical substrates give regioisomeric mixtures, this approach enables, by fine-tuning of the electronic and steric properties of the cobalt catalyst, to obtain high olefin positional selectivity. This unprecedented mechanistic feature has allowed access tocontra-thermodynamic olefins, elusive by E2 eliminations.
Propynal equivalents and diazopropyne: Synthesis of all mono-13C isotopomers
Seburg, Randal A.,Hodges, Jonathan A.,McMahon, Robert J.
experimental part, p. 1626 - 1643 (2009/10/17)
Mechanistic and spectroscopic investigations of reactive C 3H2 hydrocarbons necessitated the preparation of diazopropyne isotopomers bearing mono-13C substitution at each of the three unique positions. The diazo compounds and their tosylhydrazone precursors were prepared from the mono-13C isotopomers of propynal (in the form of either the aldehyde or the diethyl acetal). The introduction of 13C-labeling at either alkyne position in propynal utilized the Corey - Fuchs procedure for chain homologation.
Method of preparing optically active alpha -amino acids and alpha -amino acid derivatives
-
, (2008/06/13)
PCT No. PCT/EP96/03984 Sec. 371 Date Apr. 30, 1998 Sec. 102(e) Date Apr. 30, 1998 PCT Filed Sep. 11, 1996 PCT Pub. No. WO97/10203 PCT Pub. Date Mar. 20, 1997The invention relates to a new process for the preparation of optically active amino acids and amino acid derivatives of the general formula (I), wherein *, X and R1 to R4 have the meaning given in the description. Starting from commercially obtainable (-)-menthol or (+)-menthol, the enantiomerically pure compounds of the formula (I) are obtained in high yields. The method is particularly suitable for the preparation of sterically demanding amino acids and amino acid derivatives.
