113538-22-0

Basic information

• Product Name: 4-PHENYLCINNAMALDEHYDE
• Synonyms: 4-PHENYLCINNAMALDEHYDE;4-Phenylcinnamadehyde;(E)-4-phenyl-trans-cinnaMaldehyde;4-PHENYLCINMALDEHYDE;3-([1,1-BIPHENYL]-4-YL)ACRYLALDEHYDE
• CAS NO: 113538-22-0
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.26
• Mol File: 113538-22-0.mol
• Article Data: 26

Chemical Properties

• Melting Point: 121-123 °C
• Boiling Point: 383.5 °C at 760 mmHg
• Flash Point: 147.8 °C
• Appearance: /
• Density: 1.078 g/cm³
• Vapor Pressure: 4.37E-06mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-PHENYLCINNAMALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLCINNAMALDEHYDE(113538-22-0)
• EPA Substance Registry System: 4-PHENYLCINNAMALDEHYDE(113538-22-0)

Safety Data

• Hazardous Substances Data: 113538-22-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 2254, 1973 DOI: 10.1021/jo00952a038

InChI:InChI=1/C15H12O/c16-12-4-5-13-8-10-15(11-9-13)14-6-2-1-3-7-14/h1-12H/b5-4+

Upstream product

• 1591-31-7 4-iodo-biphenyl 
• 75677-09-7 3-([1,1′-biphenyl]-4-yl)propanal 
• 62942-43-2 formylmethyltriphenylphosphonium chloride 
• 3218-36-8 4-Phenylbenzaldehyde 
• 201230-82-2 carbon monoxide 
• 29079-00-3 4-ethynyl-1,1'-biphenyl 
• 113538-23-1 (E)-3-([1,1'-biphenyl]-4-yl)prop-2-en-1-ol 
• 2350-89-2 p-vinylbiphenyl 
• 20120-35-8 4-allylbiphenyl 
• 298-12-4 Glyoxilic acid 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 5122-94-1 4-biphenylboronic acid 
• 107-02-8 acrolein 
• 92-66-0 4-bromo-1,1'-biphenyl 

Downstream Products

• 13026-23-8 (2E)-3-(1,1'-biphenyl-4-yl)acrylic acid 
• 1015486-66-4 3-(4-biphenyl)-oxirane-2-carbaldehyde 
• 1158468-40-6 (1S,6R)-ethyl 6-(biphenyl-4-yl)-3-(diethoxyphosphoryl)-2-oxocyclohex-3-enecarboxylate 
• 1207299-06-6 C₃₁H₂₅NO₃ 
• 1339075-24-9 diethyl (1-([1,1'-biphenyl]-4-yl)-3-(N-(benzyloxy)acetamido)-propyl)phosphonate 
• 1352411-40-5 3-biphenyl-4-yl-5-oxo-2-(pyridine-2-sulfonyl)-pentanoic acid methyl ester 
• 1352411-63-2 C₂₅H₂₇NO₆S 
• 3218-36-8 4-Phenylbenzaldehyde 

Relevant articles and documents

Nucleophilic fluoroalkylation of terminal vinyl triflones with SO2CF3 as a removable activating group

Terminal vinyl triflones served as excellent Michael addition acceptors which readily reacted with difluoromethylene phosphabetaine and di- or mono-fluoroalkyl bromides to afford compounds containing CF2 or CF groups. This fluoroalkylation is c

An efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones

An Efficient Pd@Pro-GO heterogeneous catalyst was developed that can promote the α, β-dehydrogenation of saturated aldehyde and ketones in the yield of 73% ? 92% at mild conditions without extra oxidants and additives. Pd@Pro-GO heterogeneous catalyst was synthesized via two steps: firstly, the Pro-GO was obtained by the esterification reaction between graphene oxide (GO) and N-(tert-Butoxycarbonyl)-L-proline (Boc-Pro-OH), followed by removing the protection group tert-Butoxycarbonyl (Boc), which endowed the proline-functionalized GO with both the lewis acid site (COOH) and the bronsted base site (NH), besides, the pyrrolidine of proline also can form imine with aldehydes to activate these substrates; Second, palladium was dispersed on the proline-functionalized GO (Pro-GO) to obtained heterogeneous catalyst Pd@Pro-GO. Mechanistic studies have shown that the Pd@Pro-GO-catalyzed α,β-dehydrogenation of saturated aldehyde and ketones was realized by an improved heterogeneously catalyzed Saegusa oxidation reaction. Based on the obove characteristics, the Pd@Pro-GO will be widely used in the transition metal catalytic field.

Iron-Catalyzed ?±,?-Dehydrogenation of Carbonyl Compounds

An iron-catalyzed α,β-dehydrogenation of carbonyl compounds was developed. A broad spectrum of carbonyls or analogues, such as aldehyde, ketone, lactone, lactam, amine, and alcohol, could be converted to their α,β-unsaturated counterparts in a simple one-step reaction with high yields.

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.