4-Phenylbutanal

Base Information

• Chemical Name: 4-Phenylbutanal
• CAS No.: 18328-11-5
• Molecular Formula: C10H12 O
• Molecular Weight: 148.205
• Hs Code.: 2912299000
• European Community (EC) Number: 686-906-2
• DSSTox Substance ID: DTXSID80171404
• Nikkaji Number: J82.733I
• Wikidata: Q83041485
• Mol file: 18328-11-5.mol

Synonyms:4-Phenylbutanal;18328-11-5;Benzenebutanal;4-Phenylbutyraldehyde;4-phenyl-butyraldehyde;Butyraldehyde, 4-phenyl-;MFCD00800383;phenylpropylketone;phenethylacetaldehyde;4-phenylbutyraldehye;4-phenyl-1-butanal;4-phenyl-butan-1-al;3-Benzyl propionaldehyde;.gamma.-Phenylbutyraldehyde;SCHEMBL66826;DTXSID80171404;AKOS010079080;SB34596;AS-56525;SY236716;FT-0699877;D71263;EN300-176881;A880836;Z993017616

Chemical Property of 4-Phenylbutanal

Chemical Property:

• Vapor Pressure: 0.0323mmHg at 25°C
• Melting Point: 45-48 °C
• Boiling Point: 243.3°Cat760mmHg
• Flash Point: 115.9°C
• PSA: 17.07000
• Density: 0.971g/cm³
• LogP: 2.20820
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 103

Purity/Quality:

≥95% ^*data from raw suppliers

4-Phenylbutanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCCC=O
• Uses: 4-Phenylbutanal (cas# 18328-11-5) is a useful reactant for the synthesis of latanoprost via organocatalyzed [3+2]-cycloaddition. Latanoprost is a medication used to treat increased pressure inside the eye

Technology Process of 4-Phenylbutanal

There total 150 articles about 4-Phenylbutanal 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: 83.0%

4-phenyl-butan-1-ol (3360-41-6) → 3-benzyl propionaldehyde (18328-11-5) + 4-Phenylbutyric acid (1821-12-1)

Guidance literature:

With tert.-butylnitrite; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; oxygen; magnesium sulfate; In acetonitrile; at 50 ℃; for 2h; Reagent/catalyst; chemoselective reaction;

DOI:10.1055/s-0036-1588155

Reference yield: 64.0%

allylbenzene (300-57-2,57807-91-7) + carbon monoxide (201230-82-2) → 1-phenylpropene (637-50-3) + 3-benzyl propionaldehyde (18328-11-5)

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: 62.8%

allylbenzene (300-57-2,57807-91-7) + carbon monoxide (201230-82-2) → 1-propenylbenzene (873-66-5) + phenylpropane (103-65-1) + 2-benzylpropionaldehyde (5445-77-2) + 3-benzyl propionaldehyde (18328-11-5)

Guidance literature:

With hydrogen; N-dodecyl-N-(2-hydroxyethyl)-N,N-dimethylammonium bromide; {Rh(cod)[μ-S(CH2)3Si(OMe)3]}2; triphenylphosphine; In water; butan-1-ol; at 80 ℃; for 6h; under 10350.8 Torr; Further byproducts given; microemulsion/sol-gel;

DOI:10.1002/ejoc.200500244

upstream raw materials:

2-(R)-amino-5-phenylpentanoic acid

4,N,N'-triphenyl-butyramidine

3-phenylpropylmagnesium bromide

orthoformic acid triethyl ester

Downstream raw materials:

4-phenyl-butyraldehyde dimethylacetal

3-benzylhex-5-en-2-one

6-chloro-1,1-dioxo-3-(3-phenyl-propyl)-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

ethyl (E)-6-phenylhex-2-enoate

Refernces

• 1、 Cavarzan, Alessandra,Scarso, Alessandro,Sgarbossa, Paolo,Strukul, Giorgio,Reek, Joost N. H.. "Supramolecular control on chemo- and regioselectivity via encapsulation of (NHC)-Au catalyst within a hexameric self-assembled host". . p. 2848 - 2851. Retrieved 2011.
• 2、 Giles, Kristian R,Humphries, Mark,Abell, Andrew,Garrill, Ashley. "The synthesis of NPPB and NPBB by reductive amination and the effects of these compounds on K+ channels of the alga Nitella hookeri.". . p. 293 - 295. Retrieved 2003.
• 3、 Karimi, Babak,Abedi, Sedigheh,Clark, James H.,Budarin, Vitaly. "Highly efficient aerobic oxidation of alcohols using a recoverable catalyst: The role of mesoporous channels of SBA-15 in stabilizing palladium nanoparticles". . p. 4776 - 4779. Retrieved 2006.
• 4、 Nouaille, Augustin,Pannecoucke, Xavier,Poisson, Thomas,Couve-Bonnaire, Samuel. "Access to Trisubstituted Fluoroalkenes by Ruthenium-Catalyzed Cross-Metathesis". . p. 2140 - 2147. Retrieved 2021/03/06.
• 5、 Wulkesch, Christian,Czekelius, Constantin. "Straightforward Synthesis of Fluorinated Enals via Photocatalytic α-Perfluoroalkenylation of Aldehydes". . p. 7425 - 7438. Retrieved 2021/06/21.