5284-44-6

Basic information

• Product Name: TRANS-STILBENE-ALPHA,ALPHA'-D2
• Synonyms: TRANS-STILBENE-ALPHA,ALPHA'-D2;trans-Stilbene-a,a'-d2
• CAS NO: 5284-44-6
• Molecular Formula: C₁₄H₁₂
• Molecular Weight: 182.26
• Mol File: 5284-44-6.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: TRANS-STILBENE-ALPHA,ALPHA'-D2(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-STILBENE-ALPHA,ALPHA'-D2(5284-44-6)
• EPA Substance Registry System: TRANS-STILBENE-ALPHA,ALPHA'-D2(5284-44-6)

Safety Data

• Hazardous Substances Data: 5284-44-6(Hazardous Substances Data)

Usage

Uses

trans-Stilbene-alpha,alpha''-d2 (CAS# 5284-44-6) is a useful isotopically labeled research compound.

Upstream product

• 501-65-5 diphenyl acetylene 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 811-98-3 d⁽⁴⁾-methanol 
• 42463-63-8 benzyl alcohol-α,α,hydroxy-d3 
• 140-29-4 phenylacetonitrile 
• 15951-99-2 1,2-dichloro-1,2-diphenylethane 
• 645-49-8 cis-stilben 
• 98-80-6 phenylboronic acid 
• 3947-91-9 (Z)-1,2-dideuterio-1,2-diphenyl-ethene 

Downstream Products

• 3947-91-9 (Z)-1,2-dideuterio-1,2-diphenyl-ethene 
• 66252-27-5 1,2-diphenyl[1,2-D₂]ethane 
• 36239-19-7 <1,2-2H2>-1,2-diphenyl-1,2-ethanediol 
• 143715-90-6 2-(hydroxy-d)-1,2-diphenylethan-1-one-2-d 

Relevant articles and documents

Ruthenium-Catalyzed E-Selective Partial Hydrogenation of Alkynes under Transfer-Hydrogenation Conditions using Paraformaldehyde as Hydrogen Source

E-alkenes were synthesized with up to 100 % E/Z selectivity via ruthenium-catalyzed partial hydrogenation of different aliphatic and aromatic alkynes under transfer-hydrogenation conditions. Paraformaldehyde as a safe, cheap and easily available solid hydrogen carrier was used for the first time as hydrogen source in the presence of water for transfer-hydrogenation of alkynes. Optimization reactions showed the best results for the commercially available binuclear [Ru(p-cymene)Cl2]2 complex as pre-catalyst in combination with 2,2-bis(diphenylphosphino)-1,1-binaphthyl (BINAP) as ligand (1 : 1 ratio per Ru monomer to ligand). Mechanistic investigations showed that the origin of E-selectivity in this reaction is the fast Z to E isomerization of the formed alkenes. Mild reaction conditions plus the use of cheap, easily available and safe materials as well as simple setup and inexpensive catalyst turn this protocol into a feasible and promising stereo complementary procedure to the well-known Z-selective Lindlar reduction in late-stage syntheses. This procedure can also be used for the production of deuterated alkenes simply using d2-paraformaldehyde and D2O mixtures.

Tandem Acceptorless Dehydrogenative Coupling-Decyanation under Nickel Catalysis

The development of new catalytic processes based on abundantly available starting materials by cheap metals is always a fascinating task and marks an important transition in the chemical industry. Herein, a nickel-catalyzed acceptorless dehydrogenative coupling of alcohols with nitriles followed by decyanation of nitriles to access diversely substituted olefins is reported. This unprecedented C=C bond-forming methodology takes place in a tandem manner with the formation of formamide as a sole byproduct. The significant advantages of this strategy are the low-cost nickel catalyst, good functional group compatibility (ether, thioether, halo, cyano, ester, amino, N/O/S heterocycles; 43 examples), synthetic convenience, and high reaction selectivity and efficiency.

A Bidentate Ru(II)-NC Complex as a Catalyst for Semihydrogenation of Alkynes to (E)-Alkenes with Ethanol

Four Ru(II)-NC complexes were tested as catalysts for semihydrogenation of internal alkynes to (E)-alkenes with ethanol, and the complex {(C5H4N)(C6H4)}RuCl(CO)(PPh3)2 (1a) showed the highest activity. The reactions proceeded well with 1 mol % catalyst loading and 0.1 equiv of t-BuONa at 110 °C for 1 h, and 32 alkenes were synthesized with excellent E:Z selectivity. This is the first ruthenium-catalyzed semihydrogenation of internal alkynes to (E)-alkenes using ethanol as the hydrogen donor.