130947-27-2

Basic information

• Product Name: trans-<α,β-2H2>cinnamaldehyde
• CAS NO: 130947-27-2
• Molecular Weight: 134.146
• Mol File: 130947-27-2.mol

Chemical Properties

• CAS DataBase Reference: trans-<α,β-2H2>cinnamaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: trans-<α,β-2H2>cinnamaldehyde(130947-27-2)
• EPA Substance Registry System: trans-<α,β-2H2>cinnamaldehyde(130947-27-2)

Safety Data

• Hazardous Substances Data: 130947-27-2(Hazardous Substances Data)

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 63995-70-0 trisodium tris(3-sulfophenyl)phosphine 
• 76524-49-7 C₁₄H₁₆⁽²⁾HN 
• 2568-57-2 N-(3-phenyl-2-propynyl)piperidine 

Relevant articles and documents

Chemistry in Water - Part VI. Catalytic Isomerization and Stereochemistry of Reduction of Acetylenics Mediated by Water-Soluble Phosphines

Reaction of water-soluble phosphines with disubstituted electrodeficient alkynes in H2O (D2O) gives rise either to mixtures of cis and trans (dideuterated) olefins or specifically to trans (dideuterated) olefins, by simple control of the phosphine amount.A cis-trans olefin isomerization catalyzed by sulfonated phosphines occurs in water and allows the obtention of specifically trans disubstituted alkenes from the corresponding cis isomers.

ORGANIC CHEMISTRY IN WATER (PART V) NUCLEOPHILIC ADDITION OF WATER-SOLUBLE PHOSPHINES ON ACTIVATED ALKYNES: AN EFFICIENT SYNTHESIS OF NEW VINYLPHOSPHONIUM SALTS AND OF SPECIFICALLY DEUTERATED OLEFINS.

Triphenylphosphine m-trisulfonate 1 and triphenylphosphine m-monosulfonate 2 react in water with activated alkynes R-CC-A (A = CO2H, CO2R1, COR2, CHO) affording new vinylphosphonium salts or vinylphosphine oxides or alkenes depending on the pH of the aqueous solution and on the nature of the substituent R.The reactions of 1 or 2 with alkynes bearing an electron-acceptor substituent R give rise to the corresponding trans disubstituted olefins.Specifically mono or dideuterated alkenes are thus obtained in good yields by sequential use of H2O-D2O.When R = H or Alkyl, vinylphosphonium salts or vinylphosphine oxides are quantitatively produced respectively in acidic or in neutral solution.

SYNTHESIS OF α,β-UNSATURATED ALDEHYDES VIA 1-AMINOPROPA-1,2-DIENES: MECHANISTIC STUDIES

A facile prototropic rearrangement of N-(prop-2-ynyl)amines to 1-aminopropa-1,2-dienes, followed by acid hydrolysis, affords a novel synthesis of α,β-unsaturated aldehydes.The mechanism of the reaction has been examined by deuterium labeling.