4-(Prop-1-enyl)acephenanthrylene

Base Information

• Chemical Name: 4-(Prop-1-enyl)acephenanthrylene
• CAS No.: 98677-75-9
• Molecular Formula: C₁₉H₁₄
• Molecular Weight: 242.32
• Mol file: 98677-75-9.mol

Synonyms:4-(Prop-1-enyl)acephenanthrylene;98677-75-9

Chemical Property of 4-(Prop-1-enyl)acephenanthrylene

Chemical Property:

• Vapor Pressure: 9.63E-08mmHg at 25°C
• Boiling Point: 446.4°C at 760 mmHg
• Flash Point: 216°C
• Density: 1.235g/cm³
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 242.109550447
• Heavy Atom Count: 19
• Complexity: 402

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC1=CC2=CC3=CC=CC=C3C4=C2C1=CC=C4
• Isomeric SMILES: C/C=C/C1=CC2=CC3=CC=CC=C3C4=C2C1=CC=C4

Technology Process of 4-(Prop-1-enyl)acephenanthrylene

There total 7 articles about 4-(Prop-1-enyl)acephenanthrylene 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:

4-hydroxy-4-(1-propenyl)-4,5-dihydroacephenanthrylene (98677-89-5) → 4-(1-propenyl)acephenanthrylene (98677-75-9)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 60 ℃; for 1h; Yield given;

DOI:10.1021/jo00223a046

Reference yield:

9-methylphenanthrene (883-20-5) → 4-(1-propenyl)acephenanthrylene (98677-75-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 92 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 1 h / Heating

2: 89 percent / ethanol; H₂O / 3 h / Heating

3: 93 percent / ethanol. KOH / 20 h / Heating

4: (COCl)2 / CH₂Cl₂ / 3 h / Ambient temperature

5: AlCl₃ / CS₂ / 0.17 h / Heating

6: 1.) Mg / 1.) Et₂O, 60 deg C, 1 h, 2.) Et₂O, THF, 0 deg C, 30 min

7: p-toluenesulfonic acid / benzene / 1 h / 60 °C

With potassium hydroxide; N-Bromosuccinimide; aluminium trichloride; Perbenzoic acid; oxalyl dichloride; toluene-4-sulfonic acid; magnesium; In carbon disulfide; tetrachloromethane; ethanol; dichloromethane; water; benzene;

DOI:10.1021/jo00223a046

Reference yield:

9-(cyanomethyl)phenanthrene (50781-52-7) → 4-(1-propenyl)acephenanthrylene (98677-75-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / ethanol. KOH / 20 h / Heating

2: (COCl)2 / CH₂Cl₂ / 3 h / Ambient temperature

3: AlCl₃ / CS₂ / 0.17 h / Heating

4: 1.) Mg / 1.) Et₂O, 60 deg C, 1 h, 2.) Et₂O, THF, 0 deg C, 30 min

5: p-toluenesulfonic acid / benzene / 1 h / 60 °C

With potassium hydroxide; aluminium trichloride; oxalyl dichloride; toluene-4-sulfonic acid; magnesium; In carbon disulfide; dichloromethane; benzene;

DOI:10.1021/jo00223a046

upstream raw materials:

4-hydroxy-4-(1-propenyl)-4,5-dihydroacephenanthrylene

9-methylphenanthrene

9-(cyanomethyl)phenanthrene

9-bromomethylphenantrene

Refernces