Methyl 4-pentanoylbenzoate

Base Information

• Chemical Name: Methyl 4-pentanoylbenzoate
• CAS No.: 30611-21-3
• Molecular Formula: C13H16O3
• Molecular Weight: 220.268
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID60549607
• Nikkaji Number: J746.957H
• Wikidata: Q82428711
• Mol file: 30611-21-3.mol

Synonyms:Methyl 4-pentanoylbenzoate;30611-21-3;4-(1-oxopentyl)benzoic acid methyl ester;4-PENTANOYL-BENZOIC ACID METHYL ESTER;Benzoic acid, 4-(1-oxopentyl)-, methyl ester;4-PENTANOYL-BENZOICACIDMETHYLESTER;Methyl4-pentanoylbenzoate;SCHEMBL21562808;DTXSID60549607;MFCD09031818;AKOS015965694;DS-9348;CS-0152394

Chemical Property of Methyl 4-pentanoylbenzoate

Chemical Property:

• Boiling Point: 339.1±25.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.057±0.06 g/cm3(Predicted)
• LogP: 2.84610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-pentanoylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=O)C1=CC=C(C=C1)C(=O)OC

Technology Process of Methyl 4-pentanoylbenzoate

There total 14 articles about Methyl 4-pentanoylbenzoate 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: 93.0%

methyl 4-(1-hydroxypentyl)benzoate → benzoic acid 4-(1-oxopentyl)methyl ester (30611-21-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃;

Reference yield: 59.0%

α,α-diisopropyl-β-methylhomoallylic alcohol (66534-32-5) + methyl 4-formylbenzoate (1571-08-0) → 1-(4-methoxycarbonylphenyl)-2-methyl-1-butanone + benzoic acid 4-(1-oxopentyl)methyl ester (30611-21-3)

Guidance literature:

With tri-tert-butyl phosphine; caesium carbonate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In hexane; xylene; for 24h; Heating;

DOI:10.1021/ol060710v

Reference yield:

n-valeryl chloride (638-29-9) → benzoic acid 4-(1-oxopentyl)methyl ester (30611-21-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Friedel-Crafts conditions

2: 50 g / dimethylsulfoxide / 5 h / 110 - 130 °C

3: 16 g / 30percent KOH / ethanol / Heating

4: 9.4 g / sodium bicarbonate / dimethylformamide / 18 h / Ambient temperature

With potassium hydroxide; sodium hydrogencarbonate; In ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/ja00414a048

upstream raw materials:

p-valerylbenzoic acid

methyl iodide

α,α-diisopropyl-β-methylhomoallylic alcohol

methyl 4-formylbenzoate

Downstream raw materials:

methyl 4-acetylbenzoate

4-(2-bromopentanoyl)benzoic acid methyl ester

1-(4-hydroxymethylphenyl)pentan-1-one

2-bromo-1-(4-hydroxymethylphenyl)pentan-1-one