4-Phenylcinnamaldehyde

Base Information

• Chemical Name: 4-Phenylcinnamaldehyde
• CAS No.: 113538-22-0
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Hs Code.: 2912299000
• DSSTox Substance ID: DTXSID80420727
• Nikkaji Number: J1.264.459K,J2.550.389I
• Wikidata: Q82232021
• Mol file: 113538-22-0.mol

Synonyms:113538-22-0;4-PHENYLCINNAMALDEHYDE;3-([1,1'-Biphenyl]-4-yl)acrylaldehyde;(E)-3-(4-phenylphenyl)prop-2-enal;(E)-3-([1,1'-biphenyl]-4-yl)acrylaldehyde;39703-89-4;2-Propenal, 3-[1,1'-biphenyl]-4-yl-, (2E)-;Biphenyl-4-propenal;p-phenyl-cinnamaldehyde;SCHEMBL334479;SCHEMBL6016496;3-(4-phenylphenyl)prop-2-enal;DTXSID80420727;AKOS015909066;NCGC00170989-01;CS-0269808;PK04_096313;(2E)-3-[1,1'-biphenyl]-4-yl-2-propenal;EN300-1861447;A851958;BRD-K09386812-001-01-5

Chemical Property of 4-Phenylcinnamaldehyde

Chemical Property:

• Vapor Pressure: 4.37E-06mmHg at 25°C
• Melting Point: 121-123 °C
• Refractive Index: 1.61
• Boiling Point: 383.5 °C at 760 mmHg
• Flash Point: 147.8 °C
• PSA: 17.07000
• Density: 1.078 g/cm³
• LogP: 3.56570
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

3-([1,1'-Biphenyl]-4-yl)acrylaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C=CC=O
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)/C=C/C=O

Technology Process of 4-Phenylcinnamaldehyde

There total 39 articles about 4-Phenylcinnamaldehyde 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: 92.0%

4-(3,3-difluoro-1-((trifluoromethyl)sulfonyl)propyl)-1,1'-biphenyl → (E)-3-([1,1′-biphenyl]-4-yl)acrylaldehyde (113538-22-0)

Guidance literature:

With trifluoroacetic acid; at 120 ℃;

DOI:10.1016/j.tetlet.2019.03.015

Reference yield: 91.0%

3-biphenyl-4-yl-prop-2-en-1-ol (1147334-63-1) → 3-([1,1'-biphenyl]-4-yl)acrylaldehyde (113538-22-0,39703-89-4)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.orglett.0c00915

Reference yield: 88.0%

(E)-4-(buta-1,3-dien-1-yl)-1,1'-biphenyl → (E)-3-([1,1′-biphenyl]-4-yl)acrylaldehyde (113538-22-0)

Guidance literature:

With iron(III) sulfate hydrate; oxygen; In water; acetonitrile; at 45 ℃; for 18h; regioselective reaction;

DOI:10.1021/acs.orglett.9b03562

upstream raw materials:

3-([1,1′-biphenyl]-4-yl)propanal

4-iodo-biphenyl

allyl alcohol

acetaldehyde

Downstream raw materials:

(2E)-3-(1,1'-biphenyl-4-yl)acrylic acid

3-(4-biphenyl)-oxirane-2-carbaldehyde

(1S,6R)-ethyl 6-(biphenyl-4-yl)-3-(diethoxyphosphoryl)-2-oxocyclohex-3-enecarboxylate

C₃₁H₂₅NO₃

Refernces

• 1、 Chang, Yi-Fan,Jiang, Yi-Rui,Cheng, Wei-Chieh. "Traceless sulfone linker cleavage triggered by ozonolysis: solid-phase synthesis of diverse α-β-unsaturated carbonyl compounds". . p. 543 - 547. Retrieved 2008.
• 2、 Alemán, José,Rodríguez, Ricardo I.,Sicignano, Marina. "Fluorinated Sulfinates as Source of Alkyl Radicals in the Photo-Enantiocontrolled β-Functionalization of Enals". supporting information. . Retrieved 2022/01/22.
• 3、 Zhao, Jiangui,Zheng, Xueli,Tao, Shaokun,Zhu, Yuxin,Yi, Jiwei,Tang, Songbai,Li, Ruixiang,Chen, Hua,Fu, Haiyan,Yuan, Maolin. "Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand". supporting information. p. 6067 - 6072. Retrieved 2021/08/16.