3-Phenylpropanal

Base Information

• Chemical Name: 3-Phenylpropanal
• CAS No.: 104-53-0
• Deprecated CAS: 719304-66-2
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 29122900
• European Community (EC) Number: 215-620-9,203-211-8
• NSC Number: 9271
• UNII: LP1E86N30T
• DSSTox Substance ID: DTXSID0047610
• Nikkaji Number: J36.950K
• Wikipedia: Hydrocinnamaldehyde
• Wikidata: Q174903
• Metabolomics Workbench ID: 46169
• ChEMBL ID: CHEMBL440161
• Mol file: 104-53-0.mol

Synonyms:3-phenylpropanal;3-phenylpropionaldehyde;hydrocinnamaldehyde

Chemical Property of 3-Phenylpropanal

Chemical Property:

• Appearance/Colour: Pale yellow oil
• Vapor Pressure: 0.131mmHg at 25°C
• Melting Point: -42 °C
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 217.7 °C at 760 mmHg
• Flash Point: 95 °C
• PSA: 17.07000
• Density: 0.986 g/cm³
• LogP: 1.81810
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: 0.74mg/l
• Water Solubility.: Miscible with chloroform, dichloromethane, ethyl acetate, alcohol and ether. Immiscible with water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 92.9

Purity/Quality:

99% ^*data from raw suppliers

3-Phenylpropanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: C1=CC=C(C=C1)CCC=O
• Uses: 3-Phenylpropanal (cas# 104-53-0) is a compound useful in organic synthesis.

Technology Process of 3-Phenylpropanal

There total 568 articles about 3-Phenylpropanal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

(η5-C5H5)Fe(CO)(PPh3)(C(O)CH2CH2Ph) + trimethylstannane (1631-73-8) → 3-phenyl-propionaldehyde (104-53-0) + (C5H5)Fe(H)(CO)(Sn(CH3)3)2 + (C5H5)Fe(CO)(P(C6H5)3)Sn(CH3)3 + 3-Phenyl-1-propanol (122-97-4) + ethylbenzene (100-41-4,27536-89-6)

Guidance literature:

In benzene-d6; under Ar; 120°C, 6 h;

Reference yield: 81.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + carbon monoxide (201230-82-2) → 3-phenyl-propionaldehyde (104-53-0) + ethylbenzene (100-41-4,27536-89-6)

Guidance literature:

With Rh(acac)(CO)2; 3,3',5,5'-tetra(2,4-difluorophenyl)-2,2',6,6'-tetra((di-1-pyrrolylphosphino)oxy)-1,1'-biphenyl; hydrogen; In toluene; at 120 ℃; for 2h; under 3800.26 Torr; regioselective reaction; Autoclave;

DOI:10.1002/chem.201201396

Reference yield: 80.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + carbon monoxide (201230-82-2) → 3-phenyl-propionaldehyde (104-53-0) + ethylbenzene (100-41-4,27536-89-6) + 2-Phenylpropanal (34713-70-7)

Guidance literature:

With hydrogen; RhPtuPF₆; In toluene; at 80 ℃; under 45600 Torr; Further Variations:; Catalysts; Product distribution;

DOI:10.1016/S0022-328X(99)00615-4

upstream raw materials:

(E)-3-phenylpropenal

1,2-epoxy-3-phenylpropane

chloroform

penta-3,4-dienyl-benzene

Downstream raw materials:

2-(3-phenyl-propylidenamino)-benz[de]isoquinoline-1,3-dione

ethyl 6-methyl-2-oxo-4-(1-phenylethyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

1-Phenyl-3-hydroxy-6-methyl-octan-5-on

1,5-diphenyl-2-ethyl-3-hydroxy-1-pentanone

Refernces

• 1、 Zhang, Nan,Vozzolo, Joseph. "Novel C-C bond cleavage under mild, neutral conditions: Conversion of electron-deficient aryl alkyl ketones to aryl carboxylic esters". . p. 1703 - 1704. Retrieved 2002.
• 2、 Narasaka,K. et al.. "-". . p. 2773 - 2776. Retrieved 1977.
• 3、 Shi, Juanjuan,Nie, Renfeng,Zhang, Mengyuan,Zhao, Mengsi,Hou, Zhaoyin. "Microwave-assisted fast fabrication of a nanosized Pt3Co alloy on reduced graphene oxides". . p. 2029 - 2037. Retrieved 2014.
• 4、 Antonetti, Claudia,Toniolo, Luigi,Cavinato, Gianni,Forte, Claudia,Ghignoli, Chiara,Ishak, Randa,Cavani, Fabrizio,Raspolli Galletti, Anna Maria. "A hybrid polyketone-SiO2 support for palladium catalysts and their applications in cinnamaldehyde hydrogenation and in 1-phenylethanol oxidation". . p. 40 - 50. Retrieved 2015.
• 5、 Dieguez, Montserrat,Pamies, Oscar,Ruiz, Aurora,Claver, Carmen. "Asymmetric hydroformylation of styrene catalyzed by carbohydrate diphosphite-Rh(I) complexes". . p. 827 - 833. Retrieved 2002.
• 6、 Cooke. "-". . p. 6080. Retrieved 1970.
• 7、 Hayashi, Teruyuki,Gu, Zheng Hui,Sakakura, Toshiyasu,Tanaka, Masato. "High catalytic activity of - for hydroformylation of olefins". . p. 373 - 378. Retrieved 1988.
• 8、 Ahlsten, Nanna,Lundberg, Helena,Martin-Matute, Belen. "Rhodium-catalysed isomerisation of allylic alcohols in water at ambient temperature". . p. 1628 - 1633. Retrieved 2010.
• 9、 Han, Chunguang,Uemura, Daisuke. "Novel cleavage of (E)-allyl vic-diols to aldehydes using the 2nd-generation Grubbs catalyst". . p. 6988 - 6990. Retrieved 2008.
• 10、 Sakamoto,Kikugawa. "Synthesis of aldehydes from carboxylic acids via N-methoxyimidoyl bromides: Deoximation of O-methyloximes". . p. 563 - 564. Retrieved 1993.