2-Butanone, 1,1,1-trichloro-4-phenyl-

Base Information

• Chemical Name: 2-Butanone, 1,1,1-trichloro-4-phenyl-
• CAS No.: 139040-36-1
• Molecular Formula: C10H9Cl3O
• Molecular Weight: 251.54
• DSSTox Substance ID: DTXSID00472460
• Nikkaji Number: J2.449.589B
• Wikidata: Q82301420
• Mol file: 139040-36-1.mol

Synonyms:2-Butanone, 1,1,1-trichloro-4-phenyl-;139040-36-1;1,1,1-trichloro-4-phenylbutan-2-one;1,1,1-trichloro-4-phenyl-2-butanone;DTXSID00472460

Chemical Property of 2-Butanone, 1,1,1-trichloro-4-phenyl-

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 249.971898
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Butanone, 1,1,1-trichloro-4-phenyl-

There total 3 articles about 2-Butanone, 1,1,1-trichloro-4-phenyl- 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%

α-(trichloromethyl)benzenepropanol (82772-38-1) → 4-phenyl-1,1,1-trichloro-2-butanone (139040-36-1)

Guidance literature:

With sodium dichromate dihydrate; sulfuric acid; In acetic acid; at 5 - 20 ℃; for 17.25h;

DOI:10.1039/c3cc46070c

Reference yield:

3-phenyl-propionaldehyde (104-53-0) → 4-phenyl-1,1,1-trichloro-2-butanone (139040-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: CCl₃CO₂Na

2: 86 percent / CrO₃; aq. H₅IO₆ / acetonitrile / 1.5 h / 20 °C

With chromium(VI) oxide; sodium trichloroacetate; periodic acid; In acetonitrile;

DOI:10.1002/anie.200600227

Reference yield:

3-phenyl-propionaldehyde (104-53-0) → 4-phenyl-1,1,1-trichloro-2-butanone (139040-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / sodium trichloroacetate / dimethylformamide / 0.5 h / 23 °C

2: 75 percent / Na₂Cr₂O₇, H₂SO₄, glacial acetic acid / 1 h

With sodium dichromate; sulfuric acid; sodium trichloroacetate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)92656-X

upstream raw materials:

α-(trichloromethyl)benzenepropanol

3-phenyl-propionaldehyde

Downstream raw materials:

C₁₀H₈⁽²⁾HCl₃O

(S)-2-Azido-4-phenyl-butyric acid

D-homophenylalanine

(S)-2-(p-Anisyloxy)-4-phenylbutanoic acid

Refernces

• 1、 Lebel, Hélène,Piras, Henri,Bartholoméüs, Johan. "(R)-2,2,2-trichloro-1-phenylethyl (methylsulfonyl)-oxycarbamate". . p. 310 - 327. Retrieved 2019/08/20.
• 2、 Perryman, Michael S.,Harris, Matthew E.,Foster, Jade L.,Joshi, Anushka,Clarkson, Guy J.,Fox, David J.. "Trichloromethyl ketones: Asymmetric transfer hydrogenation and subsequent Jocic-type reactions with amines". supporting information. p. 10022 - 10024. Retrieved 2013/10/22.