Benzeneacetaldehyde, alpha-ethylidene-

Base Information

• Chemical Name: Benzeneacetaldehyde, alpha-ethylidene-
• CAS No.: 4411-89-6
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Hs Code.: 2912299000
• European Community (EC) Number: 224-567-0
• DSSTox Substance ID: DTXSID20863391
• Wikidata: Q82854446
• Mol file: 4411-89-6.mol

Synonyms:4411-89-6;A-Ethylidene-Phenylacetaldehyde;Benzeneacetaldehyde, .alpha.-ethylidene-;2-phenyl-but-2-enal;DTXSID20863391;FT-0778159

Chemical Property of Benzeneacetaldehyde, alpha-ethylidene-

Chemical Property:

• Vapor Pressure: 0.00639mmHg at 25°C
• Refractive Index: n20/D 1.561(lit.)
• Boiling Point: 271.6 °C at 760 mmHg
• Flash Point: 95.9 °C
• PSA: 17.07000
• Density: 0.99 g/cm³
• LogP: 2.28880
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in oil and ethanol. Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Phenyl-2-butenal, mixture of cis and trans ≥97%, FG ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC=C(C=O)C1=CC=CC=C1
• Uses: 2-Phenyl-2-butenal can be used to compare acrylamide and furan concentrations, antioxidant activities, and volatility profiles in cold or hot coffees.

Technology Process of Benzeneacetaldehyde, alpha-ethylidene-

There total 49 articles about Benzeneacetaldehyde, alpha-ethylidene- 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: 94.3%

phenylacetaldehyde (122-78-1) + acetaldehyde (75-07-0,9002-91-9) → 2-phenyl-2-butenal (4411-89-6,54075-10-4,54075-09-1)

Guidance literature:

With sodium acetate; In ethanol; water; at 20 ℃; for 17.5h; Reflux;

Reference yield: 74.0%

iodobenzene (591-50-4) + 2-(buta-1,2-dienyloxy)tetrahydro-2H-pyran (1085339-80-5) → 2-phenyl-2-butenal (4411-89-6,54075-10-4,54075-09-1)

Guidance literature:

With sodium acetate; palladium diacetate; In dimethyl sulfoxide; at 90 ℃; for 0.75h;

DOI:10.1016/j.tet.2008.08.081

Reference yield: 70.0%

1-Phenylprop-1-yne (673-32-5) + carbon monoxide (201230-82-2) → 2-phenyl-2-butenal (4411-89-6,54075-10-4,54075-09-1)

Guidance literature:

With C₃₄H₅₁NP₂; hydrogen; palladium(II) acetylacetonate; toluene-4-sulfonic acid; In tetrahydrofuran; at 80 ℃; for 20h; under 37503.8 Torr; stereoselective reaction; Schlenk technique; Autoclave; Inert atmosphere;

DOI:10.1002/anie.201300759

upstream raw materials:

formic acid

1-phenylbut-3-ene-1,2-diol

buta-1,3-dien-1-ylbenzene

2-amino-1-phenyl-but-3-en-1-ol

Downstream raw materials:

3-phenyl-4-methyl-3-buten-2-ol

<1-Hydroxy-propen-(1)-yl>-benzol-formiat

E,Z,Z-1,5-Diphenyl-1,3,5-heptatrien

E,E,Z-1,5-Diphenyl-1,3,5-heptatrien

Refernces

• 1、 Yang, Li-Cheng,Tan, Zher Yin,Rong, Zi-Qiang,Liu, Ruoyang,Wang, Ya-Nong,Zhao, Yu. "Palladium-Titanium Relay Catalysis Enables Switch from Alkoxide-π-Allyl to Dienolate Reactivity for Spiro-Heterocycle Synthesis". . p. 7860 - 7864. Retrieved 2018.
• 2、 Guo, Wusheng,Kuniyil, Rositha,Gómez, José Enrique,Maseras, Feliu,Kleij, Arjan W.. "A Domino Process toward Functionally Dense Quaternary Carbons through Pd-Catalyzed Decarboxylative C(sp3)-C(sp3) Bond Formation". . p. 3981 - 3987. Retrieved 2018.
• 3、 Fan, Chao,Hou, Jing,Chen, Yu-Jia,Ding, Kui-Ling,Zhou, Qi-Lin. "Rhodium-Catalyzed Regioselective Hydroformylation of Alkynes to α,β-Unsaturated Aldehydes Using Formic Acid". supporting information. p. 2074 - 2077. Retrieved 2021/04/05.
• 4、 Zhang, Yang,Torker, Sebastian,Sigrist, Michel,Bregovi?, Nikola,Dydio, Pawe?. "Binuclear Pd(I)-Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes". supporting information. p. 18251 - 18265. Retrieved 2020/11/02.