5-Chloro-1-(4-chlorophenyl)-1-oxopentane

Base Information

• Chemical Name: 5-Chloro-1-(4-chlorophenyl)-1-oxopentane
• CAS No.: 945-97-1
• Molecular Formula: C11H12Cl2O
• Molecular Weight: 231.122
• DSSTox Substance ID: DTXSID20558215
• Wikidata: Q82440425
• Mol file: 945-97-1.mol

Synonyms:5-CHLORO-1-(4-CHLOROPHENYL)-1-OXOPENTANE;945-97-1;5-CHLORO-1-(4-CHLOROPHENYL)PENTAN-1-ONE;MFCD07699516;SCHEMBL5660844;DTXSID20558215;POHZTGANJADNQV-UHFFFAOYSA-N;AKOS016019624;1-(4-chlorophenyl)-5-chloro-1-pentanone;5-chloro-1-(4-chlorophenyl)-1-pentanone

Chemical Property of 5-Chloro-1-(4-chlorophenyl)-1-oxopentane

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 350.081°C at 760 mmHg
• Flash Point: 147.839°C
• PSA: 17.07000
• Density: 1.192g/cm³
• LogP: 3.93180
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 230.0265204
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

95% ^*data from raw suppliers

5-Chloro-1-(4-chlorophenyl)-1-oxopentane 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCCCCl)Cl

Technology Process of 5-Chloro-1-(4-chlorophenyl)-1-oxopentane

There total 4 articles about 5-Chloro-1-(4-chlorophenyl)-1-oxopentane 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: 88.0%

5-Chlorovaleroyl chloride (1575-61-7) + chlorobenzene (108-90-7) → 5-chloro-1-(4-chlorophenyl)pentan-1-one (945-97-1)

Guidance literature:

With aluminum (III) chloride; at 20 ℃; for 2h;

DOI:10.1021/jm800009r

Reference yield: 88.0%

1-(4-chlorophenyl)cyclopentan-1-ol (78195-98-9) → 5-chloro-1-(4-chlorophenyl)pentan-1-one (945-97-1)

Guidance literature:

With 1,10-Phenanthroline; tert-butylhypochlorite; silver trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 48h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.5b03649

Reference yield:

5-chloro-valeric acid (1119-46-6) → 5-chloro-1-(4-chlorophenyl)pentan-1-one (945-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / SOCl₂ / dimethylformamide / 3 h / 75 °C

2: 62 percent / AlCl₃ / nitromethane / 6 h / 25 °C

With aluminium trichloride; thionyl chloride; In nitromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Acylation;

DOI:10.1007/BF02323383

upstream raw materials:

δ-chlorovaleronitrile

(4-chlorphenyl)magnesium bromide

5-Chlorovaleroyl chloride

chlorobenzene

Downstream raw materials:

1-(4-chlorophenyl)-5-chloropentanol

3-(4-chlorophenyl)-4,5,6,7-tetrahydro-N-methyl-1H-1,2-diazepine-1-carbothioamide

hexahydro-1,3-dimethyl-8a-(4-chlorophenyl)<1,2,4>triazolo<1,5-a>pyridine-2(3H)-thione

Refernces

• 1、 Komissarov,Knyazhanskaya,Atrokhova,Gottikh,Kritzyn. "The search of novel inhibitors of HIV-1 Integrase among 5-(4-Halogenophenyl)-5-oxopentyl derivatives of nucleic bases". . p. 532 - 540. Retrieved 2015/12/01.
• 2、 Gromov,Skachilova,Aleksandrova,Kochergin. "Synthesis and some properties of 6-(ω-aroylbutylthio)purines". . p. 1225 - 1229. Retrieved 2007/10/03.