4'-Chloro-3,3-dimethylbutyrophenone

Base Information

• Chemical Name: 4'-Chloro-3,3-dimethylbutyrophenone
• CAS No.: 60851-32-3
• Molecular Formula: C12H15ClO
• Molecular Weight: 210.7
• Hs Code.: 2914700090
• European Community (EC) Number: 958-113-4
• DSSTox Substance ID: DTXSID90561039
• Wikidata: Q82444699
• Mol file: 60851-32-3.mol

Synonyms:4'-CHLORO-3,3-DIMETHYLBUTYROPHENONE;60851-32-3;1-(4-chlorophenyl)-3,3-dimethylbutan-1-one;MFCD03841091;SCHEMBL10452926;DTXSID90561039;USBFSVPPZZVYBP-UHFFFAOYSA-N;4-(neopentylcarbonyl)-chlorobenzene;AKOS009339221;CS-0262832;1-(4-Chlorophenyl)-3,3-dimethyl-1-butanone;EN300-83897;G48528;Z385417192

Chemical Property of 4'-Chloro-3,3-dimethylbutyrophenone

Chemical Property:

• Vapor Pressure: 0.00192mmHg at 25°C
• Boiling Point: 291.7°C at 760 mmHg
• Flash Point: 167.1°C
• PSA: 17.07000
• Density: 1.058g/cm³
• LogP: 3.95890
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 210.0811428
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

97% ^*data from raw suppliers

1-(4-chlorophenyl)-3,3-dimethylbutan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4'-Chloro-3,3-dimethylbutyrophenone

There total 3 articles about 4'-Chloro-3,3-dimethylbutyrophenone 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: 53.0%

pivalaldehyde N-tosylhydrazone (5362-74-3) + 4-chlorobenzaldehyde (104-88-1) → 1-(4-chlorophenyl)-3,3-dimethylbutan-1-one (60851-32-3)

Guidance literature:

With caesium carbonate; In 1,4-dioxane; at 110 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1021/ol5011714

Reference yield:

pivalaldehyde (630-19-3) → 1-(4-chlorophenyl)-3,3-dimethylbutan-1-one (60851-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 20 °C / Inert atmosphere

2: caesium carbonate / 1,4-dioxane / 18 h / 110 °C / Inert atmosphere; Sealed tube

With caesium carbonate; In 1,4-dioxane; methanol;

DOI:10.1021/ol5011714

Reference yield:

1-(4-chlorophenyl)-3-methyl-2-buten-1-one (14618-90-7) + lithium dimethylcuprate (15681-48-8) → 1-(4-chlorophenyl)-3,3-dimethylbutan-1-one (60851-32-3)

Guidance literature:

With lithium iodide; In diethyl ether; at 25 ℃; stopped-flow ultraviolet spectroscopy; kinetics and mechanism of the conjugate addition of lithium dimethylcuprate to α,β-unsaturated ketones, substituent effect;

DOI:10.1021/ja00391a026

upstream raw materials:

1-(4-chlorophenyl)-3-methyl-2-buten-1-one

lithium dimethylcuprate

pivalaldehyde

pivalaldehyde N-tosylhydrazone

Downstream raw materials:

4-(neopentylcarbonyl)-thiophenol

Refernces