1-Pentanone, 1-(4-hydroxyphenyl)-

Base Information

• Chemical Name: 1-Pentanone, 1-(4-hydroxyphenyl)-
• CAS No.: 2589-71-1
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29182900
• European Community (EC) Number: 219-978-7
• NSC Number: 49321,49186
• UNII: RFV916NJJ6
• DSSTox Substance ID: DTXSID6062541
• Nikkaji Number: J192.100B
• Wikidata: Q72482153
• ChEMBL ID: CHEMBL441370
• Mol file: 2589-71-1.mol

Synonyms:4'-Hydroxyvalerophenone;2589-71-1;p-Valerylphenol;1-Pentanone, 1-(4-hydroxyphenyl)-;4-Valerylphenol;1-(4-hydroxyphenyl)pentan-1-one;p-Hydroxyvalerophenone;4'-Hydroxypentanophenone;Valerophenone, 4'-hydroxy-;1-(4-Hydroxyphenyl)-1-pentanone;NSC 49321;RFV916NJJ6;CHEMBL441370;EINECS 219-978-7;MFCD00009719;NSC 49186;NSC-49186;NSC-49321;AI3-11694;4-pentanoylphenol;1-pentanone;p- Valerylphenol;4`-Hydroxyvalerophenone;ChemDiv3_014404;UNII-RFV916NJJ6;MLS000522198;SCHEMBL420677;4'-Hydroxyvalerophenone, 98%;DTXSID6062541;HMS1513O16;HMS2469I12;NSC49186;NSC49321;BDBM50189959;1-(4-Hydroxyphenyl)-1-pentanone #;AKOS001581070;CS-W017320;IDI1_030202;NCGC00245960-01;AC-10915;AS-12378;SMR000132606;SY009664;EU-0033275;FT-0618614;H0627;4 inverted exclamation mark -Hydroxyvalerophenone;CIS-4-CHLORO-2-BUTENYLAMINEHYDROCHLORIDE;SR-01000596949;Q-100329;SR-01000596949-1

Chemical Property of 1-Pentanone, 1-(4-hydroxyphenyl)-

Chemical Property:

• Appearance/Colour: white to light beige powder
• Vapor Pressure: 0.000158mmHg at 25°C
• Melting Point: 62-65 °C
• Refractive Index: 1.525
• Boiling Point: 358.8 °C at 760 mmHg
• PKA: 8.13±0.15(Predicted)
• Flash Point: 137.7 °C
• PSA: 37.30000
• Density: 1.055 g/cm³
• LogP: 2.76510
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

4''-Hydroxyvalerophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=O)C1=CC=C(C=C1)O
• Uses: 4'-Hydroxyvalerophenone is an organic intermediate and pharmaceutical intermediate for the preparation of acylphenoxyacetic acid compounds.

Technology Process of 1-Pentanone, 1-(4-hydroxyphenyl)-

There total 20 articles about 1-Pentanone, 1-(4-hydroxyphenyl)- 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: 98.0%

n-valeryl chloride (638-29-9) + phenol (108-95-2,27073-41-2) → 4'-hydroxyvalerophenone (2589-71-1)

Guidance literature:

With trifluorormethanesulfonic acid; at 0 - 20 ℃; for 1h; regiospecific reaction;

DOI:10.1016/j.tet.2010.11.047

Reference yield: 87.0%

hex-1-yne (693-02-7) + p-benzoquinone (106-51-4) → 4'-hydroxyvalerophenone (2589-71-1)

Guidance literature:

With dipotassium peroxodisulfate; trifluoroacetic acid; In water; acetonitrile; at 25 ℃; for 8h; Irradiation;

DOI:10.1021/acs.joc.9b00855

Reference yield: 86.0%

propan-1-ol (71-23-8) + 1-(4-hydroxyphenyl)ethanol (93453-79-3,166164-76-7,2380-91-8) → 4'-hydroxyvalerophenone (2589-71-1)

Guidance literature:

With chlorine[2-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxypyridine](pentamethylcyclopentadienyl)iridium(III) chloride; potassium hydroxide; In water; at 80 ℃; for 16h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202001550

upstream raw materials:

phenyl valerate

valeric acid

phenol

n-valeryl chloride

Downstream raw materials:

1-[4-(2-piperidino-ethoxy)-phenyl]-pentan-1-one

nicotinic acid-[1-(4-hydroxy-phenyl)-pentylidenehydrazide]

isonicotinic acid-[1-(4-hydroxy-phenyl)-pentylidenehydrazide]

4-<1-Butylpenten-(1)-yl>-phenol

Refernces

• 1、 Tao, Lei,Guo, Xueying,Li, Jie,Li, Ruoling,Lin, Zhenyang,Zhao, Wanxiang. "Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation". . p. 18118 - 18127. Retrieved 2020/11/26.
• 2、 Sagadevan, Arunachalam,Charpe, Vaibhav Pramod,Ragupathi, Ayyakkannu,Hwang, Kuo Chu. "Visible Light Copper Photoredox-Catalyzed Aerobic Oxidative Coupling of Phenols and Terminal Alkynes: Regioselective Synthesis of Functionalized Ketones via C C Triple Bond Cleavage". supporting information. p. 2896 - 2899. Retrieved 2017/03/11.