1-(2-Hydroxy-4-methylphenyl)pentan-1-one

Base Information

• Chemical Name: 1-(2-Hydroxy-4-methylphenyl)pentan-1-one
• CAS No.: 173851-66-6
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• UNII: R8Z3BW3BUG
• DSSTox Substance ID: DTXSID90955393
• Wikidata: Q82934964
• Mol file: 173851-66-6.mol

Synonyms:1-(2-hydroxy-4-methylphenyl)pentan-1-one;173851-66-6;2'-hydroxy-4'-methylvalerophenone;Valeryl m-cresol;R8Z3BW3BUG;1-(2-hydroxy-4-methylphenyl)-1-pentanone;1-Pentanone, 1-(2-hydroxy-4-methylphenyl)-;UNII-R8Z3BW3BUG;C4H13N3.2ClH;SCHEMBL7809188;Amylmetacresol impurity E [EP];C4-H13-N3.2Cl-H;DTXSID90955393;MFCD00127711;AMYLMETACRESOL IMPURITY E [EP IMPURITY];EN300-1721167

Chemical Property of 1-(2-Hydroxy-4-methylphenyl)pentan-1-one

Chemical Property:

• PSA: 37.30000
• LogP: 3.07350
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 189

Purity/Quality:

98%Min ^*data from raw suppliers

1-(2-Hydroxy-4-methylphenyl)pentan-1-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(2-Hydroxy-4-methylphenyl)pentan-1-one

There total 6 articles about 1-(2-Hydroxy-4-methylphenyl)pentan-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: 54.0%

m-cresyl valerate (173851-73-5) → 1-(2-hydroxy-4-methyl-phenyl)-pentan-1-one (173851-66-6) + 1-(4-hydroxy-2-methyl-phenyl)-pentan-1-one (173851-67-7)

Guidance literature:

With boron trifluoride diethyl etherate; at 110 ℃; for 4h;

DOI:10.1080/00397919508011471

Reference yield:

pentanoic anhydride (2082-59-9) + 3-methyl-phenol (108-39-4) → 1-(2-hydroxy-4-methyl-phenyl)-pentan-1-one (173851-66-6)

Guidance literature:

pentanoic anhydride; 3-methyl-phenol; at 35 - 80 ℃; for 1.5h;

With methanesulfonic acid; at 110 ℃; for 7h;

Reference yield:

m-cresyl valerate (173851-73-5) → 1-(2-hydroxy-4-methyl-phenyl)-pentan-1-one (173851-66-6)

Guidance literature:

With aluminium trichloride; nitrobenzene; at 25 ℃;

DOI:10.1021/ja01337a072 DOI:10.1039/jr9300000280

upstream raw materials:

m-cresyl valerate

aluminium trichloride

nitrobenzene

n-valeryl chloride

Downstream raw materials:

5-methyl-2-pentylphenol

Refernces

• 1、 Murashige, Ryo,Hayashi, Yuka,Ohmori, Syo,Torii, Ayuko,Aizu, Yoko,Muto, Yasuyuki,Murai, Yuta,Oda, Yuji,Hashimoto, Makoto. "Comparisons of O-acylation and Friedel-Crafts acylation of phenols and acyl chlorides and Fries rearrangement of phenyl esters in trifluoromethanesulfonic acid: Effective synthesis of optically active homotyrosines". experimental part. p. 641 - 649. Retrieved 2011/03/19.
• 2、 Giles,Green,Pestana. "Synthesis of E-3-hydroxymethyl-1-methoxy-4-(1'-pentenyl)benzene". . p. 3945 - 3959. Retrieved 2007/10/03.