3-Phenyl-propenal

Base Information

• Chemical Name: 3-Phenyl-propenal
• CAS No.: 104-55-2
• Molecular Formula: C9H8O
• Molecular Weight: 132.162
• Hs Code.: 2912.29
• DSSTox Substance ID: DTXSID1024835
• Wikidata: Q60041699
• Metabolomics Workbench ID: 130686
• ChEMBL ID: CHEMBL3187944
• Mol file: 104-55-2.mol

Synonyms:3-phenyl-propenal;DTXSID1024835;formylstyrene;3-phenyl-prop-2-enal;Propenaldehyde, 3-phenyl-;3-phenyl-2-propen-1-one;2-Propenaldehyde, 3-phenyl-;SCHEMBL5817749;CHEMBL3187944;AKOS025243266;FT-0631572;FT-0696806;FT-0697676

Chemical Property of 3-Phenyl-propenal

Chemical Property:

• Appearance/Colour: yellow liquid with an odour of cinnamon
• Vapor Pressure: 0.0265mmHg at 25°C
• Melting Point: -9 - -4 °C(lit.)
• Refractive Index: 1.6210
• Boiling Point: 246.8 °C at 760 mmHg
• PKA: 0[at 20 ℃]
• Flash Point: 71.1 °C
• PSA: 17.07000
• Density: 1.034 g/cm³
• LogP: 1.89870
• Storage Temp.: Store below +30°C.
• Solubility.: 1g/l soluble
• Water Solubility.: Slightly soluble
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 132.057514874
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

Cinnamaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC=O
• Description: Cinnamic aldehyde is used as a flavoring agent, ingredient of fragrance in soft drinks, ice creams, dentifrices, pastries, chewing-gum, etc. It can induce both contact urticaria and delayed-type reactions. It can be implicated in contact dermatitis in those who work in the perfume industry or food handlers. Cinnamic aldehyde is contained in the "fragrance mix".
• Uses: Cinnamaldehyde is used in flavor and perfumes.It occurs in cinnamon oils. In the flavor and perfume industry. Cinnamic aldehyde is a common ingredient in perfumes for household products like deodorizers, detergents, and soap; flavor in toothpaste, sweets, ice cream, soft drinks, chewing gums, and cakes; in balsam of Tolu and Peru, hyacinth plant, spices, cinnamon, Ceylon and cassia oil; some perfumery uses (Canoe; hyacinth; bubblegum; Balsam; Cassia); natural occurrence (cinnamon).

Technology Process of 3-Phenyl-propenal

There total 348 articles about 3-Phenyl-propenal 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: 65.0%

3-Phenylpropenol (104-54-1) → benzaldehyde (100-52-7) + 3-phenyl-propenal (104-55-2)

Guidance literature:

With silica gel supported bis(trimethylsilyl) chromate; In dichloromethane; at 25 ℃; for 0.333333h;

DOI:10.1080/00397919608003647

Reference yield: 53.0%

3-Phenylpropenol (104-54-1) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1-phenylpropene (637-50-3) + 3-phenyl-propenal (104-55-2)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; at 30 ℃; for 48h; Product distribution;

DOI:10.1021/ja00413a014

Reference yield: 53.0%

benzyl cinnamyl ether (101306-31-4) → 3-phenyl-propenal (104-55-2) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrachloromethane; for 3h; Ambient temperature;

upstream raw materials:

quinoline

meta-dinitrobenzene

sodium carbonate

(2E)-3-phenyl-2-propen-1-ol

Downstream raw materials:

diethyl 2-[3-phenylprop-2-en-1-ylidene]propanedioate

4-phenyl-2-piperidin-1-yl-but-3-enenitrile

(3-phenyl-allylidene)-[1,2,4]triazol-4-yl-amine

2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)quinoline

Refernces

• 1、 Guo, Ruizhi,Huang, Jiachen,Zhao, Xiaodan. "Organoselenium-Catalyzed Oxidative Allylic Fluorination with Electrophilic N-F Reagent". . p. 926 - 930. Retrieved 2018.
• 2、 Prasad, J. V. N. Vara,Iyer, Padmini,Pillai, C. N.. "Retro-Diels-Alder Cleavage of endo-Bicyclohepta-5-en-2-ol". . p. 1380 - 1381. Retrieved 1982.
• 3、 Burrington, J. D.,Kartisek, C. T.,Grasselli, R. K.. "Aspects of Selective Oxidation and Ammoxidation Mechanisms over Bismuth Molybdate Catalysts. 3. Substituent Effects in the Selective Oxidation of Allylbenzenes". . p. 1877 - 1882. Retrieved 1981.
• 4、 Qin, Jian-Feng,Wang, Bing,Lin, Guo-Qiang. "Silver(i)-catalysed carboxylative cyclisation of primary propargylic amines in neat water using potassium bicarbonate as a carboxyl source: An environment-friendly synthesis of: Z -5-alkylidene-1,3-oxazolidin-2-ones". . p. 4656 - 4661. Retrieved 2019.
• 5、 Habibi,Faraji,Arshadi,Heydari,Gil. "Efficient catalytic systems based on cobalt for oxidation of ethylbenzene, cyclohexene and oximes in the presence of N-hydroxyphthalimide". . p. 282 - 292. Retrieved 2013.
• 6、 Dengel, Andrew C.,El-Hendawy, Ahmed M.,Griffith, William P.,O'Mahoney, Caroline A.,Williams, David J.. "Studies on Transition-Metal Oxo and Nitrido Complexes. Part 11. New Oxo Complexes of Ruthenium as Aerobically assisted Oxidants, and the X-Ray Crystal Structure of *3.5H2O". . p. 737 - 742. Retrieved 1990.
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• 8、 Li, Mingfeng,Guo, Xin,Jin, Weifeng,Zheng, Qing,Liu, Shunying,Hu, Wenhao. "An enantioselective three-component reaction of diazoacetates with indoles and enals by iridium/iminium co-catalysis". . p. 2736 - 2739. Retrieved 2016.
• 9、 Hinde, Christopher S.,Webb, William R.,Chew, Benny K. J.,Tan, Hui Ru,Zhang, Wen-Hua,Hor, T. S. Andy,Raja, Robert. "Utilisation of gold nanoparticles on amine-functionalised UiO-66 (NH2-UiO-66) nanocrystals for selective tandem catalytic reactions". . p. 6557 - 6560. Retrieved 2016.
• 10、 Shi, Yu,Yang, Hanmin,Zhao, Xiuge,Cao, Ting,Chen, Jizhong,Zhu, Wenwen,Yu, Yinyin,Hou, Zhenshan. "Au-Pd nanoparticles on layered double hydroxide: Highly active catalyst for aerobic oxidation of alcohols in aqueous phase". . p. 142 - 146. Retrieved 2012.