1-(4-Chlorophenyl)-4,4-dimethylpent-1-en-3-one

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-4,4-dimethylpent-1-en-3-one
• CAS No.: 41564-62-9
• Molecular Formula: C13H15ClO
• Molecular Weight: 222.715
• European Community (EC) Number: 437-220-5,813-305-6
• NSC Number: 636688,203322
• UNII: 57DJP999E2
• DSSTox Substance ID: DTXSID101335348
• Nikkaji Number: J1.333.879E,J2.349.749B
• Wikidata: Q27261498
• ChEMBL ID: CHEMBL3182519
• Mol file: 41564-62-9.mol

Synonyms:1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one;1577-03-3;4-Chlorobenzalpinacolone;1-Penten-3-one, 1-(4-chlorophenyl)-4,4-dimethyl-;UNII-57DJP999E2;57DJP999E2;NSC636688;NSC-203322;NSC-636688;(1E)-1-(4-Chlorophenyl)-4,4-dimethylpent-1-en-3-one;DTXSID8044595;NSC203322;SCHEMBL4731715;(E)-1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one;CHEMBL3182519;DTXCID50196548;DTXSID101335348;Tox21_302525;AKOS021983145;NSC 203322;tert-Butyl[(E)-4-chlorostyryl] ketone;NCGC00256761-01;CAS-1577-03-3;1,1-DIMETHYLETHYL 4-CHLOROSTYRYL KETONE;1-(4-Chlorophenyl)-4,4-dimethyl-1-penten-3-one;Q27261498;(1E)-1-(4-chlorophenyl)-4,4-dimethyl-1-penten-3-one;(E)-1-(4-chlorophenyl)-4,4-dimethyl-1-penten-3-one;(E)-1-(4-chlorophenyl)-4,4-dimethyl-pent-1-en-3-one;1-Penten-3-one, 1-(4-chlorophenyl)-4,4-dimethyl-, (1E)-;1-PENTEN-3-ONE, 1-(4-CHLOROPHENYL)-4,4-DIMETHYL-, (E)-;41564-62-9

Chemical Property of 1-(4-Chlorophenyl)-4,4-dimethylpent-1-en-3-one

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 222.0811428
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)C=CC1=CC=C(C=C1)Cl
• Isomeric SMILES: CC(C)(C)C(=O)/C=C/C1=CC=C(C=C1)Cl

Technology Process of 1-(4-Chlorophenyl)-4,4-dimethylpent-1-en-3-one

There total 7 articles about 1-(4-Chlorophenyl)-4,4-dimethylpent-1-en-3-one 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: 95.4%

3,3-dimethyl-butan-2-one (75-97-8) + 4-chlorobenzaldehyde (104-88-1) → (E)-1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one (41564-62-9)

Guidance literature:

3,3-dimethyl-butan-2-one; 4-chlorobenzaldehyde; With sodium hydroxide; methyl tributylammonium chloride; In water; at 40 - 60 ℃; for 4h; Industry scale;

With hydrogenchloride; In water; pH=8.0; Product distribution / selectivity; Industry scale;

Reference yield: 74.0%

3,3-dimethyl-2-butanone lithium enolate (134361-00-5) + 4-chlorobenzaldehyde (104-88-1) → (E)-1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one (41564-62-9) + 1-(4-chlorophenyl)-1-hydroxy-4,4-dimethylpentan-3-one (6313-28-6)

Guidance literature:

In neat (no solvent, solid phase); at 20 ℃; for 4h;

DOI:10.1016/j.tet.2019.130913

Reference yield: 68.0%

1,1-dibromo-3,3-dimethylbutan-2-one (30263-65-1) + 4-chlorobenzaldehyde (104-88-1) → (E)-1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one (41564-62-9)

Guidance literature:

With zinc; In ethyl acetate; at 50 - 55 ℃; for 0.5h;

upstream raw materials:

3,3-dimethyl-butan-2-one

4-chlorobenzaldehyde

1,1-dibromo-3,3-dimethylbutan-2-one

3,3-dimethyl-2-butanone lithium enolate

Downstream raw materials:

(E)-1-(4-Chloro-phenyl)-4,4-dimethyl-pent-1-en-3-one O-methyl-oxime

(E)-1-(4-Chloro-phenyl)-4,4-dimethyl-pent-1-en-3-one O-benzyl-oxime

2,6-Di-tert-butyl-3a,4-bis-(4-chloro-phenyl)-3a,4-dihydro-[1,2]thiaphospholo[2,3-b][1,2]thiaphosphinine 8-sulfide

1-Aminooxy-1-(4-chloro-phenyl)-4,4-dimethyl-pentan-3-one oxime