1210-39-5

Basic information

• Product Name: BETA-PHENYLCINNAMALDEHYDE
• Synonyms: 3,3-diphenylacrylaldehyde;Phenylcinnamaldehyde;3,3-di(phenyl)prop-2-enal;3,3-diphenyl-2-Propenal
• CAS NO: 1210-39-5
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.25518
• EINECS: 214-913-9
• Mol File: 1210-39-5.mol
• Article Data: 81

Chemical Properties

• Melting Point: 44-46 °C(lit.)
• Boiling Point: 195-200 °C17 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.072 g/cm³
• Vapor Pressure: 3.31E-05mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: BETA-PHENYLCINNAMALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: BETA-PHENYLCINNAMALDEHYDE(1210-39-5)
• EPA Substance Registry System: BETA-PHENYLCINNAMALDEHYDE(1210-39-5)

Safety Data

• Hazard Codes: Xi,N
• Statements: 43-51/53
• Safety Statements: 36/37-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1210-39-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 58, p. 2517, 1993 DOI: 10.1021/jo00061a027Tetrahedron, 40, p. 2699, 1984 DOI: 10.1016/S0040-4020(01)96888-7

InChI:InChI=1/C15H12O/c16-12-15(14-9-5-2-6-10-14)11-13-7-3-1-4-8-13/h1-12H/b15-11-

Upstream product

• 3923-52-2 1,1-diphenyl-2-propyn-1-ol 
• 26939-18-4 2,4,4,6-tetramethyl-5,6-dihydro-4H-1,3-oxazine 
• 119-61-9 benzophenone 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 91-01-0 1,1-Diphenylmethanol 
• 74-86-2 acetylene 
• 606-84-8 3,3-diphenylacrylic acid 
• 7498-88-6 4,4-diphenylbut-3-enoic acid 
• 22956-19-0 3-(phenylthio)hydrocinnamaldehyde 
• 7664-93-9 sulfuric acid 
• 4801-15-4 3-bromo-1,1-diphenyl-1-propene 
• 17792-17-5 ethyl 3,3-diphenylacrylate 
• 100298-05-3 2-<((benzyloxy)carbonyl)methyl>-1-(1,1-diphenylbut-3-en-1-yl)-4-methyl-1,2-diazetidin-3-one 
• 100297-91-4 1-(1,1-diphenylbut-3-enyl)-4-methyl-1,2-diazetidin-3-one 

Downstream Products

• 108477-09-4 5-(3,3-diphenyl-allylidene)-barbituric acid 
• 1567-37-9 3,3-diphenyl-acrylaldehyde-semicarbazone 
• 606-84-8 3,3-diphenylacrylic acid 
• 17255-81-1 3,3-diphenyl-acrylaldehyde phenylhydrazone 
• 14949-54-3 bis-(3,3-diphenyl-allylidene)-hydrazine 
• 103268-43-5 2,6-bis-(3,3-diphenyl-allylidene)-cyclohexanone 
• 69577-49-7 1,1-Diphenyl-8-methyl-1,7-nonadien-3,6-dion 
• 69577-43-1 1,6,6-Triphenyl-5-hexen-1,4-dion 
• 152365-43-0 8,8-diphenyl-8H-pyrano[3,2-f]quinazoline 
• 121597-21-5 2-[3,3-Diphenyl-prop-2-en-(E)-ylideneamino]-isoindole-1,3-dione 
• 57880-92-9 3-(3,3-diphenylallylidene)-2,4-pentanedione 
• 37755-25-2 dimethyl 2-(3,3-diphenylprop-2-enylidene)malonate 
• 252942-72-6 1,1-diphenyl-1-hepten-3-ol 
• 252942-75-9 6-(tert-Butyl-dimethyl-silanyloxy)-1,1-diphenyl-hex-1-en-3-ol 

Relevant articles and documents

PALLADIUM-CATALYZED ACYL-O BOND FISSION-PHENYLATION REACTION OF ALLYL ESTERS WITH BENZENE

The palladium-catalyzed acyl-O bond fission-phenylation reaction of allyl esters with benzene has been found to give cinnamaldehyde derivatives in one step in modest yields.

Heck transformations of biological compounds catalyzed by phosphine-free palladium

The development and optimization of synthetic methods leading to functionalized biologically active compounds is described. Two alternative pathways based on Heck-type reactions, employing iodobenzene or phenylboronic acid, were elaborated for the arylation of eugenol and estragole. Cinnamyl alcohol was efficiently transformed to saturated arylated aldehydes in reaction with iodobenzene using the tandem arylation/isomerization sequential process. The arylation of cinnamyl alcohol with phenylboronic acid mainly gave unsaturated alcohol, while the yield of saturated aldehyde was much lower. Catalytic reactions were carried out using simple, phosphine-free palladium precursors and water as a cosolvent, following green chemistry rules as much as possible.

Pd-catalysed arylation of propan-1-ol and derivatives: Oxidative role of the arylating agent

With excess PhI under Pd catalysis, 1-PrOH was converted to a mixture of 3,3-diphenylpropenal and trans-2,3-diphenylpropenal by a concerted, oxidative sequence that involved two arylative couplings and an olefinic aldehyde that was generated in situ.

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Deep eutectic solvent-catalyzed Meyer-Schuster rearrangement of propargylic alcohols under mild and bench reaction conditions

The Meyer-Schuster rearrangement of propargylic alcohols into α,β-unsaturated carbonyl compounds has been revisited by setting up an atom-economic process catalyzed by a deep eutectic solvent FeCl3·6H2O/glycerol. Isomerizations take place smoothly, at room temperature, under air and with short reaction times. The unique solubilizing properties of the eutectic mixture enabled the use of a substrate concentration up to 1.0 M with the medium being recycled up to ten runs without any loss of catalytic activity. This journal is

Mizoroki–Heck reaction of 1,2-disubstituted aryl alkenes: Variables of synthesis, solvent and ligand modulation of reactivity

Reaction of aryl iodides with 1,2-disubstituted aryl alkenes in the presence of TBABr/TBACl gave high yields of the Mizoroki–Heck product. Phosphine ligands were used for the modulation of reactivity and stereoselectivity, for the reaction of 4-iodoanisole with cinnamaldehyde. tert-Bu3P.HBF4 gave the highest E:Z ratio of 1:0.08. The use of PEG-200 and PEG-400 as solvent could activate the reaction of aryl iodides with various 1,2-disubstituetd aryl alkenes.