4-Methyl-1-phenylpentan-1-one

Base Information

• Chemical Name: 4-Methyl-1-phenylpentan-1-one
• CAS No.: 2050-07-9
• Molecular Formula: C12H16 O
• Molecular Weight: 176.258
• European Community (EC) Number: 218-079-7
• NSC Number: 177472
• UNII: LU45GJ7EDL
• DSSTox Substance ID: DTXSID10174483
• Nikkaji Number: J13.872J
• Wikidata: Q83044558
• Mol file: 2050-07-9.mol

Synonyms:4-Methyl-1-phenylpentan-1-one;2050-07-9;4-Methylvalerophenone;Isocaprophenone;4-methyl-1-phenyl-1-pentanone;1-Pentanone, 4-methyl-1-phenyl-;LU45GJ7EDL;NSC-177472;Isocaprophenon;isohexanophenone;NSC177472;UNII-LU45GJ7EDL;4-METHYLPENTANOPHENONE;SCHEMBL725762;1-Phenyl-4-methyl-1-pentanone;4-methyl-1-phenyl-pentan-1-one;DTXSID10174483;VALEROPHENONE, 4-METHYL-;.GAMMA.-METHYLVALEROPHENONE;EINECS 218-079-7;AKOS009339043;NSC 177472;1-PHENYL-4-METHYLPENTAN-1-ONE;2-METHYL-5-PHENYLPENTAN-5-ONE;Y11605

Chemical Property of 4-Methyl-1-phenylpentan-1-one

Chemical Property:

• Vapor Pressure: 0.0185mmHg at 25°C
• Melting Point: -1°C
• Refractive Index: 1.5330 (estimate)
• Boiling Point: 253.2°Cat760mmHg
• Flash Point: 99.4°C
• PSA: 17.07000
• Density: 0.94g/cm³
• LogP: 3.30550
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CCC(=O)C1=CC=CC=C1
• Uses: 4-Methyl-valerophenone is an intermediate used in the synthesis of a-Pyrrolidinoisohexanophenone (Hydrochloride) (P841230), which is a phenone derivative used for research purposes.

Technology Process of 4-Methyl-1-phenylpentan-1-one

There total 43 articles about 4-Methyl-1-phenylpentan-1-one 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: 94.0%

(3-methylbutyl)magnesium bromide (4548-78-1) + benzoyl chloride (98-88-4) → 4-methyl-1-phenylpentan-1-one (2050-07-9)

Guidance literature:

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

DOI:10.1002/anie.201710790

Reference yield: 87.0%

1-phenyl-4-methyl-2-penten-1-one (7316-69-0,36597-08-7,56438-83-6) → 4-methyl-1-phenylpentan-1-one (2050-07-9)

Guidance literature:

With acetoxy(2,6-bis((diphenylphosphino)methyl)-3,5-dimethylphenyl)palladium(II); potassium carbonate; butan-1-ol; for 4.5h; chemoselective reaction; Reflux;

DOI:10.1021/ol401560q

Reference yield: 85.0%

2-methyl-propan-1-ol (78-83-1) + acetophenone (98-86-2) → 4-methyl-1-phenylpentan-1-one (2050-07-9)

Guidance literature:

With potassium phosphate tribasic trihydrate; 5%-palladium/activated carbon; In water; at 180 ℃; for 1.5h; Microwave irradiation;

DOI:10.1002/cssc.201300815

upstream raw materials:

isopentylmagnesium iodide

benzonitrile

1-phenyl-4-methyl-2-penten-1-one

B-iso-butyl-9-borabicyclo<3.3.1>nonane

Downstream raw materials:

4-methyl-1-phenyl-pentan-1-one semicarbazone

(4-methylpent-1-ene-1,1-diyl)dibenzene

(3,3-dimethylbutyl)benzene

isohexylbenzene

Refernces

• 1、 Chen, Ying-Chun,Du, Fei,Jiang, Kun,Liang, Wu,Ouyang, Qin,Shuai, Li,Wei, Ye,Yang, Jie. "Iron-Catalyzed, Iminyl Radical-Triggered Cascade 1,5-Hydrogen Atom Transfer/(5+2) or (5+1) Annulation: Oxime as a Five-Atom Assembling Unit". supporting information. p. 19222 - 19228. Retrieved 2020/08/25.
• 2、 Gu, Yu-Rui,Duan, Xin-Hua,Chen, Li,Ma, Zhi-Yong,Gao, Pin,Guo, Li-Na. "Iminyl Radical-Triggered Intermolecular Distal C(sp3)-H Heteroarylation via 1,5-Hydrogen-Atom Transfer (HAT) Cascade". supporting information. p. 917 - 920. Retrieved 2019/02/14.