1-Phenyl-4-pentene-1-oneoxime

Base Information

• Chemical Name: 1-Phenyl-4-pentene-1-oneoxime
• CAS No.: 59239-04-2
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• NSC Number: 126505
• DSSTox Substance ID: DTXSID50419148
• Nikkaji Number: J1.268.188G,J1.726.501F
• Mol file: 59239-04-2.mol

Synonyms:NSC126505;59239-04-2;SCHEMBL9013220;1-Phenyl-4-pentene-1-oneoxime;DTXSID50419148;1-Phenyl-4-pentene-1-one (E)-oxime;NSC-126505

Chemical Property of 1-Phenyl-4-pentene-1-oneoxime

Chemical Property:

• Vapor Pressure: 0.000928mmHg at 25°C
• Boiling Point: 290.8°C at 760 mmHg
• Flash Point: 173.2°C
• Density: 0.96g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCC(=NO)C1=CC=CC=C1
• Isomeric SMILES: C=CCC/C(=N/O)/C1=CC=CC=C1

Technology Process of 1-Phenyl-4-pentene-1-oneoxime

There total 21 articles about 1-Phenyl-4-pentene-1-oneoxime 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: 88.0%

1-phenyl-4-penten-1-one (E)-O-acetyloxime (628691-84-9) → 1-phenyl-4-penten-1-one oxime (59239-04-2)

Guidance literature:

1-phenyl-4-penten-1-one (E)-O-acetyloxime; With 1,1-bis(cyclopentadienyl)-2-ethyl-1-zirconacyclopropane(IV); In tetrahydrofuran; hexane; at -78 - 20 ℃; for 25h;

With water; In tetrahydrofuran; hexane;

DOI:10.1016/j.tetlet.2010.07.055

Reference yield: 85.0%

1-Phenylpent-4-en-1-one (3240-29-7) → 1-phenyl-4-penten-1-one oxime (59239-04-2)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In methanol; at 75 ℃; for 14h;

DOI:10.1021/jacs.5b03732

Reference yield: 85.0%

(E)-1-phenylethanone oxime (10341-75-0) + allyl bromide (106-95-6) → (E)-1-phenylpent-4-en-1-one oxime (59239-04-2)

Guidance literature:

(E)-1-phenylethanone oxime; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃;

allyl bromide; In tetrahydrofuran; at -78 - 20 ℃; for 16h; Further stages.;

DOI:10.1016/j.tet.2008.05.116

upstream raw materials:

1-Phenylpent-4-en-1-one

6-(Trimethylsilyl)methyl-3-phenyl-5,6-dihydro-4H-1,2-oxazine

acetophenone

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

Downstream raw materials:

6-iodomethyl-3-phenyl-5,6-dihydro-4H-[1,2]oxazine

1-phenyl-4-penten-1-one (Z)-O-(diethoxyphosphinyl)oxime

1-phenyl-4-penten-1-one (E)-O-(diethoxyphosphinyl)oxime

C₂₄H₂₄N₂O₄

Refernces

• 1、 Shen, Xu,Huang, Congcong,Yuan, Xiang-Ai,Yu, Shouyun. "Diastereoselective and Stereodivergent Synthesis of 2-Cinnamylpyrrolines Enabled by Photoredox-Catalyzed Iminoalkenylation of Alkenes". supporting information. p. 9672 - 9679. Retrieved 2021/03/16.
• 2、 Li, Na,Sun, Baozhen,Liu, Shuang,Zhao, Jinbo,Zhang, Qian. "Highly Enantioselective Construction of Dihydrooxazines via Pd-Catalyzed Asymmetric Carboetherification". supporting information. p. 190 - 193. Retrieved 2020/01/02.