2,2-Dichlorobutyrophenone

Base Information

• Chemical Name: 2,2-Dichlorobutyrophenone
• CAS No.: 66255-85-4
• Molecular Formula: C10H10Cl2O
• Molecular Weight: 217.09200
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID30454299
• Nikkaji Number: J336.255H
• Wikidata: Q82275742
• Mol file: 66255-85-4.mol

Synonyms:2,2-DICHLOROBUTYROPHENONE;66255-85-4;2,2-dichloro-1-phenylbutan-1-one;SCHEMBL9720587;alpha,alpha-Dichlorobutyrophenone;DTXSID30454299;1-Butanone, 2,2-dichloro-1-phenyl-;FT-0622090

Chemical Property of 2,2-Dichlorobutyrophenone

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Boiling Point: 278.994oC at 760 mmHg
• Flash Point: 116.07oC
• PSA: 17.07000
• Density: 1.228g/cm3
• LogP: 3.45320
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 216.0108703
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

98%Min ^*data from raw suppliers

2,2-DICHLOROBUTYROPHENONE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: R36/38:Irritating to eyes and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(=O)C1=CC=CC=C1)(Cl)Cl

Technology Process of 2,2-Dichlorobutyrophenone

There total 8 articles about 2,2-Dichlorobutyrophenone 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%

[2,2-Dichloro-1-phenyl-but-(Z)-ylidene]-isopropyl-amine (130400-98-5) → 2,2-dichloro-1-phenyl-1-butanone (66255-85-4)

Guidance literature:

With hydrogenchloride; In dichloromethane; for 2h; Heating;

Reference yield: 67.0%

benzoic acid ethyl ester (93-89-0,99341-95-4) + 2,2'-(propane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1227056-26-9) → 2,2-dichloro-1-phenyl-1-butanone (66255-85-4)

Guidance literature:

benzoic acid ethyl ester; 2,2'-(propane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane); With sodium hexamethyldisilazane; In tetrahydrofuran; at 50 ℃; for 0.25h; Inert atmosphere;

With trichloroisocyanuric acid; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/jacs.7b12941

Reference yield:

propiophenone (495-40-9) → 2,2-dichloro-1-phenyl-1-butanone (66255-85-4)

Guidance literature:

With chlorine; In N,N-dimethyl-formamide;

upstream raw materials:

[2,2-Dichloro-1-phenyl-but-(Z)-ylidene]-isopropyl-amine

N-1-(2,2-Dichlor-1-phenyl-butyliden)-anilin

propiophenone

2,2-dichloroacetophenone

Downstream raw materials:

Phenyl-acetic acid (Z)-2-chloro-1-phenyl-but-1-enyl ester

4-Methyl-benzoic acid (Z)-2-chloro-1-phenyl-but-1-enyl ester

2,2-dimethoxy-1-phenylbutan-1-one

1,1-Dimethoxy-1-phenyl-butan-2-one

Refernces

• 1、 Kimpe, Norbert De,Coppens, Wim,Welch, John,Corte, Bart De. "A Convenient Synthesis of 2,2-Dichloro-1-phenyl-1-alkanones and the Corresponding Imines". . p. 675 - 677. Retrieved 2007/10/02.