4-Pentenophenone

Base Information

• Chemical Name: 4-Pentenophenone
• CAS No.: 3240-29-7
• Molecular Formula: C11H12 O
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• European Community (EC) Number: 402-310-5,608-738-0
• NSC Number: 408289
• UNII: WNP6B85WWU
• DSSTox Substance ID: DTXSID2075396
• Nikkaji Number: J351.130H
• Wikidata: Q72498104
• Mol file: 3240-29-7.mol

Synonyms:1-phenylpent-4-en-1-one;4-Pentenophenone;3240-29-7;1-phenyl-4-penten-1-one;4-Penten-1-one, 1-phenyl-;NSC-408289;AI3-04992;Lavonax;3-Butenoylbenzene;NSC408289;3-Butenyl phenyl ketone;WNP6B85WWU;phenyl-(but-3-enyl)ketone;1-phenyl-4-pentene-1-one;5-Oxo-5-phenyl-1-pentene;phenyl-(but-3-enyl) ketone;1-phenyl-pent-4-en-1-one;SCHEMBL317112;DTXSID2075396;AKOS009391726;alpha-3-Buten-1-ylidenebenzenemethanol;NSC 408289;Benzenemethanol, alpha-3-buten-1-ylidene-;EN300-114302;A933988;Z406376458;525579-60-6

Chemical Property of 4-Pentenophenone

Chemical Property:

• Vapor Pressure: 0.0226mmHg at 25°C
• Refractive Index: 1.5345
• Boiling Point: 249.7°Cat760mmHg
• Flash Point: 99.1°C
• PSA: 17.07000
• Density: 0.967g/cm³
• LogP: 2.83550
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

4-PENTENOPHENONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCC(=O)C1=CC=CC=C1

Technology Process of 4-Pentenophenone

There total 175 articles about 4-Pentenophenone 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: 95.0%

1-bromo-4-butene (5162-44-7) + benzoyl chloride (98-88-4) → 1-Phenylpent-4-en-1-one (3240-29-7)

Guidance literature:

1-bromo-4-butene; With magnesium; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

benzoyl chloride; With copper(l) iodide; In tetrahydrofuran; at -15 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol2029383

Reference yield: 94.0%

4-but-1-enylmagnesium bromide (7103-09-5) + benzoyl chloride (98-88-4) → 1-Phenylpent-4-en-1-one (3240-29-7)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/acs.orglett.9b02230

Reference yield: 80.0%

allyl bromide (106-95-6) + acetophenone (98-86-2) → 1-Phenylpent-4-en-1-one (3240-29-7)

Guidance literature:

acetophenone; With potassium hydride; In tetrahydrofuran; at 23 ℃; for 0.5h;

allyl bromide; With triethyl borane; In tetrahydrofuran; at 23 ℃; for 4h;

DOI:10.1021/ja052164r

upstream raw materials:

1-phenyl-1-(2-propenyloxy)ethene

ethyl 2-benzoylpent-4-enoate

1-phenyl-4-penten-1-yne

but-3-en-1-yltrimethylsilane

Downstream raw materials:

4-oxo-4-phenyl-butyraldehyde

(Z)-1-Phenyl-non-3-en-1-one

(E)-6-hydroxy-1,6-diphenyl-3-hexen-1-one

benzoic acid ethyl ester

Refernces

• 1、 Briggs, Michael E.,Zard, Samir Z.. "A new radical-ionic allylation sequence". . p. 334 - 336. Retrieved 2005.
• 2、 Enholm, Eric J.,Gallagher, Maria E.,Moran, Kelley M.,Lombardi, Jennifer S.,Schulte II, James P.. "An allylstannane reagent on non-cross-linked polystyrene support". . p. 689 - 691. Retrieved 1999.
• 3、 Wijkens, P.,Vermeer, P.. "ETHOXYACETYLENE: A USEFUL BUILDING BLOCK FOR THE ORGANOCOPPER(I) MEDIATED SYNTHESIS OF 1,4-DIKETONES". . p. 247 - 256. Retrieved 1986.
• 4、 Ariyarathna, Jeewani P.,Alom, Nur-E,Roberts, Leo P.,Kaur, Navdeep,Wu, Fan,Li, Wei. "Lewis Acid-Catalyzed Halonium Generation for Morpholine Synthesis and Claisen Rearrangement". . p. 2947 - 2958. Retrieved 2022/02/23.
• 5、 Gontala, Arjun,Jang, Gwang Seok,Woo, Sang Kook. "Visible-Light Photoredox-Catalyzed α-Allylation of α-Bromocarbonyl Compounds Using Allyltrimethylsilane". supporting information. p. 506 - 509. Retrieved 2021/01/20.