Valerophenone

Base Information

• Chemical Name: Valerophenone
• CAS No.: 1009-14-9
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Hs Code.: 29143990
• European Community (EC) Number: 213-767-3
• NSC Number: 58959
• UNII: F27Q043NT1
• DSSTox Substance ID: DTXSID0061406
• Nikkaji Number: J30.878A
• Wikipedia: Valerophenone
• Wikidata: Q3304162
• Metabolomics Workbench ID: 44751
• ChEMBL ID: CHEMBL372105
• Mol file: 1009-14-9.mol

Synonyms:valerophenone

Chemical Property of Valerophenone

Chemical Property:

• Appearance/Colour: colourless liquid
• Melting Point: -9 °C
• Refractive Index: n20/D 1.5143(lit.)
• Boiling Point: 248.5 °C at 760 mmHg
• Flash Point: 99.7 °C
• PSA: 17.07000
• Density: 0.951 g/cm³
• LogP: 3.05950
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 134

Purity/Quality:

99.9% ^*data from raw suppliers

Valerophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC(=O)C1=CC=CC=C1
• Uses: Valerophenone is an aromatic ketone that is often used as a tool in the study of various photochemical processes. It is used as intermediates of liquid crystals. It is also an inhibitor of the enzyme carbonyl reductase.

Technology Process of Valerophenone

There total 404 articles about Valerophenone 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: 90.0%

benzoyl chloride (98-88-4) + CH3SO2CH2CuC4H9(1-)*Li(1+)=(CH3SO2CH2CuC4H9)Li → dimethylsulfone (67-71-0) + phenyl butyl ketone (1009-14-9)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; at -78 ℃; for 0.25h;

DOI:10.1039/c39820000358

Reference yield: 68.0%

n-butyllithium (109-72-8,29786-93-4) + benzaldehyde (100-52-7) → phenyl butyl ketone (1009-14-9) + 1-Phenyl-1-pentanol (583-03-9)

Guidance literature:

n-butyllithium; benzaldehyde; In tetrahydrofuran; at -78 ℃; for 0.333333h;

With N-(tert-butyl)benzenesulfinimidoyl chloride; In tetrahydrofuran; at -78 ℃; for 5h;

DOI:10.1021/ol061903l

Reference yield: 42.0%

2-n-butyl-1,2-dihydro-2,4,6-triphenyl-1,3,5-triazine (71722-04-8) → phenyl butyl ketone (1009-14-9) + 2,4,6-triphenyl-1,3,5-triazine (493-77-6) + 2,4,6-triphenyl-5-n-propylpyrimidine (71722-05-9)

Guidance literature:

at 300 ℃; for 0.5h;

upstream raw materials:

valerophenone phenylhydrazone

N-chloro-succinimide

1-Phenyl-1-pentanol

pentanonitrile

Downstream raw materials:

1-phenyl-pentane-1,2-dione-2-oxime

(+/-)-5-hydroxy-5-phenyl-dodecane

pentylbenzene

1-Phenyl-1-pentanol

Refernces

• 1、 Gassman,P.G.,Richmond,G.D.. "-". . p. 2355 - 2357. Retrieved 1966.
• 2、 Jana, Samaresh,Sahoo, Debasis,Sarkar, Sohini. "A simple synthesis of ketone from carboxylic acid using tosyl chloride as an activator". . . Retrieved 2019.
• 3、 Granito,Schultz. "-". . p. 879. Retrieved 1963.
• 4、 Lee,J.B.. "-". . p. 5669 - 5672. Retrieved 1966.
• 5、 Sasaki, Kazuaki,Aso, Yoshio,Otsubo, Tetsuo,Ogura, Fumio. "A FACILE PREPARATION OF TELLUROL ESTERS FROM PHENYLTELLUROTRIMETHYLSIANE AND ACYL CHLORIDES". . p. 977 - 978. Retrieved 1986.
• 6、 Wu, Wei-Yi,Lin, Tze-Chiao,Takahashi, Tamotsu,Tsai, Fu-Yu,Mou, Chung-Yuan. "A Palladium Bipyridyl Complex Grafted onto Nanosized MCM-41 as a Heterogeneous Catalyst for Negishi Coupling". . p. 1011 - 1019. Retrieved 2013.
• 7、 Parham,Bradsher,Edgar. "O-Benzoylbenzoic acids by the reaction of lithium 2-lithiobenzoates with acid chlorides. A contribution to the chemistry of alizarin and podophyllotoxin". . p. 1057 - 1061. Retrieved 1981.
• 8、 Bertini, Vincenzo,Pocci, Marco,Lucchesini, Francesco,Alfei, Silvana,De Munno, Angela. "Polystyrene resins containing 1,3-propanedithiol functions for solid-phase organic syntheses". . p. 864 - 866. Retrieved 2003.
• 9、 Hauser,Humphlett,Weiss. "-". . p. 426. Retrieved 1948.
• 10、 Kurts et al.. "-". . p. P21. Retrieved 1969.