1-(Buta-2,3-dien-2-yl)-4-fluorobenzene

Base Information

• Chemical Name: 1-(Buta-2,3-dien-2-yl)-4-fluorobenzene
• CAS No.: 221312-24-9
• Molecular Formula: C10H9 F
• Molecular Weight: 148.18
• DSSTox Substance ID: DTXSID70572380
• Nikkaji Number: J1.111.166A
• Mol file: 221312-24-9.mol

Synonyms:221312-24-9;1-(2,3-Butadien-2-Yl)-4-Fluorobenzene;1-(Buta-2,3-dien-2-yl)-4-fluorobenzene;DTXSID70572380

Chemical Property of 1-(Buta-2,3-dien-2-yl)-4-fluorobenzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.01390
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 148.068828449
• Heavy Atom Count: 11
• Complexity: 169

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C=C)C1=CC=C(C=C1)F

Technology Process of 1-(Buta-2,3-dien-2-yl)-4-fluorobenzene

There total 4 articles about 1-(Buta-2,3-dien-2-yl)-4-fluorobenzene 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:

C10H9Br2F (1064001-00-8) → 1-(buta-2,3-dien-2-yl)-4-fluorobenzene (221312-24-9)

Guidance literature:

C₁₀H₉Br₂F; With ethylmagnesium bromide; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

With water; In tetrahydrofuran; Inert atmosphere;

DOI:10.1021/ol800836v

Reference yield:

2-(4-fluorophenyl)-1-propene (350-40-3) → 1-(buta-2,3-dien-2-yl)-4-fluorobenzene (221312-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / dichloromethane; water / 30 - 35 °C

2: ethylmagnesium bromide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With ethylmagnesium bromide; N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/adsc.201600304

Reference yield:

1-(4-fluorophenyl)ethanone (403-42-9) → 1-(buta-2,3-dien-2-yl)-4-fluorobenzene (221312-24-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.75 h / 0 °C

1.2: 16 h / 0 - 20 °C

2.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / dichloromethane; water / 30 - 35 °C

3.1: ethylmagnesium bromide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With ethylmagnesium bromide; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/adsc.201600304

upstream raw materials:

C₁₀H₉Br₂F

2-(4-fluorophenyl)-1-propene

1-(4-fluorophenyl)ethanone

ethylmagnesium bromide

Downstream raw materials:

2-(4-fluorophenyl)-2-methylbut-3-en-1-ol

2-(3-(4-fluorophenyl)-2-hydroxy-3-methylpent-4-en-1-yl)isoindoline-1,3-dione

2-(4-fluorophenyl)-2-methyl-1-(4-nitrophenyl)but-3-en-1-ol

C₂₁H₃₁FSi