41917-85-5

Basic information

• Product Name: 4-CYANOCINNAMALDEHYDE
• Synonyms: 4-CYANOCINNAMALDEHYDE;4-(3-oxo-1-propen-1-yl)benzonitrile
• CAS NO: 41917-85-5
• Molecular Formula: C₁₀H₇NO
• Molecular Weight: 157.17
• Mol File: 41917-85-5.mol
• Article Data: 43

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-CYANOCINNAMALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANOCINNAMALDEHYDE(41917-85-5)
• EPA Substance Registry System: 4-CYANOCINNAMALDEHYDE(41917-85-5)

Safety Data

• Hazardous Substances Data: 41917-85-5(Hazardous Substances Data)

Upstream product

• 140675-27-0 (E/Z)-4-(prop-1-en-1-yl)benzonitrile 
• 1595-70-6 4-(1-hydroxyprop-2-yn-1-yl)benzonitrile 
• 62942-43-2 formylmethyltriphenylphosphonium chloride 
• 105-07-7 4-cyanobenzaldehyde 
• 201230-82-2 carbon monoxide 
• 3032-92-6 4-cyanophenylacetylene 
• 51980-05-3 4-allylbenzonitrile 
• 298-12-4 Glyoxilic acid 
• 3058-39-7 4-iodobenzonitrile 
• 20655-58-7 ethyl (E)-4-cyanocinnamate 
• 90923-70-9 4-(1-hydroxy-allyl)benzonitrile 
• 136295-53-9 3-(p-cyanophenyl)propionaldehyde 
• 99154-06-0 (E)-4-(3-hydroxyprop-1-enyl)benzonitrile 
• 67472-79-1 methyl 3-(4-cyanophenyl)propenoate 

Downstream Products

• 95759-39-0 4-[(E)-2-(5-Pentyl-[1,3]dioxan-2-yl)-vinyl]-benzonitrile 
• 1005470-47-2 2-(4-cyano-phenyl)-3-formyl-cyclopent-3-ene-1,1-dicarboxylic acid dimethyl ester 
• 1006057-20-0 4-cyanocinnamaldehyde diethyl acetal 
• 1258273-66-3 4-(1-fluoro-4-hydroxy-1-nitro-1-(phenylsulfonyl)butan-2-yl)benzonitrile 
• 1263097-04-6 (R)-4-(3-formyl-4-methyl-2,5-dihydrofuran-2-yl)benzonitrile 
• 1292323-63-7 tert-butyl 2-(9-(4-cyanophenyl)-7-methyl-3-oxo-1H-pyrrolo[3,4-β]indolizin-2(3H)-yl)ethylcarbamate 
• 1292323-40-0 (E)-tert-butyl 2-(3-(4-cyanophenyl)allylamino)ethylcarbamate 

Relevant articles and documents

Fluorinated Sulfinates as Source of Alkyl Radicals in the Photo-Enantiocontrolled β-Functionalization of Enals

The generation of sulfonyl radicals has long been known as a flexible strategy in a wide range of different sulfonylative transformations. Meanwhile their use in alkylation processes has been somehow limited due to their inherent difficulty in evolving to less-stable radicals after sulfur dioxide extrusion. Herein we report a convenient strategy that involves gem-difluorinated sulfinates as an “upgrading-mask”, allowing these precursors to decompose into their corresponding alkyl radicals. The electron–donor character of sulfinates in the formation of an electron donor–acceptor (EDA) complex with transient iminium ions is displayed, achieving the first example of a stereocontrolled light-driven insertion of gem-difluoro derivatives into unsaturated aldehydes. This methodology is compatible with flow conditions, maintaining identical levels of enantiocontrol.

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Enantioselective Organocatalytic Synthesis of 1,2,3-Trisubstituted Cyclopentanes

An organocatalytic asymmetric domino Michael/α-alkylation reaction between enals and non-stabilized alkyl halides has been developed. Chiral secondary amine catalyzed cyclization reaction of 1-bromo-3-nitropropane with α,β-unsaturated aldehydes provides 1,2,3-trisubstituted cyclopentane carbaldehydes with high diastereo- (dr up to 8 : 1) and enantioselectivities (ee up to 96 %).