3-[2-(4-Bromophenyl)ethyl]cyclobutanone

Base Information

• Chemical Name: 3-[2-(4-Bromophenyl)ethyl]cyclobutanone
• CAS No.: 254892-92-7
• Molecular Formula: C₁₂H₁₃BrO
• Molecular Weight: 253.139
• DSSTox Substance ID: DTXSID201280366
• Mol file: 254892-92-7.mol

Synonyms:3-[2-(4-bromophenyl)ethyl]cyclobutanone;254892-92-7;DTXSID201280366

Chemical Property of 3-[2-(4-Bromophenyl)ethyl]cyclobutanone

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 252.01498
• Heavy Atom Count: 14
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(CC1=O)CCC2=CC=C(C=C2)Br

Technology Process of 3-[2-(4-Bromophenyl)ethyl]cyclobutanone

There total 3 articles about 3-[2-(4-Bromophenyl)ethyl]cyclobutanone 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:

2,2-dichloro-3-[2-(4-bromophenyl)ethyl]cyclobutanone (254892-88-1) → 3-[2-(4-bromophenyl)ethyl]cyclobutanone (254892-92-7)

Guidance literature:

With acetic acid; zinc; at 20 - 120 ℃; for 2.5h;

DOI:10.1021/jo990878c

Reference yield:

1-(3-butenyl)-4-bromobenzene (15451-32-8) → 3-[2-(4-bromophenyl)ethyl]cyclobutanone (254892-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn-Cu; POCl₃ / diethyl ether / 4 h / 20 °C / Heating

2: Zn; AcOH / 2.5 h / 20 - 120 °C

With copper; acetic acid; zinc; trichlorophosphate; In diethyl ether; 1: Cycloaddition / 2: Dehalogenation;

DOI:10.1021/jo990878c

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → 3-[2-(4-bromophenyl)ethyl]cyclobutanone (254892-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / diethyl ether / 5 h / 20 °C / Heating

2: Zn-Cu; POCl₃ / diethyl ether / 4 h / 20 °C / Heating

3: Zn; AcOH / 2.5 h / 20 - 120 °C

With copper; acetic acid; zinc; trichlorophosphate; In diethyl ether; 1: Substitution / 2: Cycloaddition / 3: Dehalogenation;

DOI:10.1021/jo990878c

upstream raw materials:

2,2-dichloro-3-[2-(4-bromophenyl)ethyl]cyclobutanone

1-(3-butenyl)-4-bromobenzene

1-bromomethyl-4-bromobenzene

Downstream raw materials:

3-[2-(4-bromophenyl)ethyl]cyclobutanone ethylene ketal

3-[2-(4-boronophenyl)ethyl]cyclobutanone

3-[2-(4-boronophenyl)ethyl]cyclobutanone ethylene ketal

C₁₄H₁₇BN₂O₄