5-Benzoylpentanoic acid

Base Information

• Chemical Name: 5-Benzoylpentanoic acid
• CAS No.: 4144-62-1
• Molecular Formula: C12H14 O3
• Molecular Weight: 206.241
• NSC Number: 11351
• DSSTox Substance ID: DTXSID40194356
• Nikkaji Number: J546.101D
• Wikidata: Q27456068
• Mol file: 4144-62-1.mol

Synonyms:5-Benzoylpentanoic acid;6-Oxo-6-phenylhexanoic acid;4144-62-1;5-Benzoylvaleric acid;delta-Benzoylvaleric acid;6-Oxidanylidene-6-Phenyl-Hexanoic Acid;MFCD00014380;5-BenzoylpentanoicAcid;SCHEMBL517169;6-oxo-6-phenyl-hexanoic acid;6-Oxo-6-phenyl hexanoic acid;5-Benzoylpentanoic acid, 97%;6-keto-6-phenyl-hexanoic acid;6-Oxo-6-phenylhexanoic acid #;DTXSID40194356;NSC11351;NSC 11351;NSC-11351;AKOS005203038;CCG-254254;TS-00377;B2182;CS-0204574;FT-0620038;EN300-43086;D86448;Q27456068;Z424790894;5VO

Chemical Property of 5-Benzoylpentanoic acid

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 1.26E-06mmHg at 25°C
• Melting Point: 76-78°C
• Boiling Point: 385.3 °C at 760 mmHg
• PKA: 4.69±0.10(Predicted)
• Flash Point: 201 °C
• PSA: 54.37000
• Density: 1.135 g/cm³
• LogP: 2.51430
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

5-Benzoylpentanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 5-Benzoylpentanoic acid

There total 75 articles about 5-Benzoylpentanoic acid 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%

(RS)-2-phenylcyclohexanone (1444-65-1) → 5-benzoylvaleric acid (4144-62-1)

Guidance literature:

With 1-(4-(trifluoromethyl)phenyl)-1H-phenanthro[9,10-d]imidazol-3-ium trifluoromethanesulfonate; hydroquinone; In chlorobenzene; at 20 ℃; for 24h; Reagent/catalyst; Temperature; Solvent; Catalytic behavior;

DOI:10.1002/chem.202004943

Reference yield: 79.0%

(RS)-2-phenylcyclohexanone (1444-65-1) → 5-benzoylvaleric acid (4144-62-1) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With hexaaquaruthenium(II) tosylate; oxygen; acetic acid; In water; at 55 ℃; for 18h; under 750.075 Torr;

DOI:10.1016/j.apcata.2010.07.016

Reference yield: 75.0%

1-Phenylcyclohexene (771-98-2) → 5-benzoylvaleric acid (4144-62-1)

Guidance literature:

With jones reagent; osmium(VIII) oxide; In water; acetone; for 20h; Ambient temperature;

DOI:10.1021/jo00069a047

upstream raw materials:

ethyl 6-chloro-6-oxohexanoate

diphenyl cadmium

(RS)-2-phenylcyclohexanone

1-phenylcyclohexanol

Downstream raw materials:

ethyl 6-oxo-6-phenylhexanoate

6-phenylhexanic acid

1-phenyl-hexane-1,6-diol

5-bromo-6-oxo-6-phenyl-hexanoic acid

Refernces

• 1、 Xin, Hong,Duan, Xin-Hua,Yang, Mingyu,Zhang, Yiwen,Guo, Li-Na. "Visible Light-Driven, Copper-Catalyzed Aerobic Oxidative Cleavage of Cycloalkanones". supporting information. p. 8263 - 8273. Retrieved 2021/06/30.
• 2、 Lubov, Dmitry P.,Bryliakova, Anna A.,Samsonenko, Denis G.,Sheven, Dmitriy G.,Talsi, Evgenii P.,Bryliakov, Konstantin P.. "Palladium-Aminopyridine Catalyzed C?H Oxygenation: Probing the Nature of Metal Based Oxidant". . p. 5109 - 5120. Retrieved 2021/11/10.