4-(2-Methylprop-1-enyl)benzaldehyde

Base Information

• Chemical Name: 4-(2-Methylprop-1-enyl)benzaldehyde
• CAS No.: 145589-31-7
• Molecular Formula: C11H12 O
• Molecular Weight: 160.21238
• DSSTox Substance ID: DTXSID00450768
• Mol file: 145589-31-7.mol

Synonyms:4-(2-methylprop-1-enyl)benzaldehyde;145589-31-7;Benzaldehyde, 4-(2-methyl-1-propenyl)- (9CI);SCHEMBL9634064;DTXSID00450768;4-(2-methyl-1-propenyl)benzaldehyde;4-(2-Methylprop-1-en-1-yl)benzaldehyde

Chemical Property of 4-(2-Methylprop-1-enyl)benzaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 2.92230
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• 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(=CC1=CC=C(C=C1)C=O)C

Technology Process of 4-(2-Methylprop-1-enyl)benzaldehyde

There total 4 articles about 4-(2-Methylprop-1-enyl)benzaldehyde 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: 82.0%

isopropyltriphenylphosphonium iodide (24470-78-8) + terephthalaldehyde, (623-27-8) → 4-(2-methylprop-1-en-1-yl)benzaldehyde (145589-31-7)

Guidance literature:

With water; potassium carbonate; In 1,1,2,2-tetrachloroethylene; at 100 - 120 ℃;

DOI:10.1007/BF00698948

Reference yield:

1-bromo-4-(2-methyl-1-propenyl)benzene (56985-68-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-(2-methylprop-1-en-1-yl)benzaldehyde (145589-31-7)

Guidance literature:

1-bromo-4-(2-methyl-1-propenyl)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201814308

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → 4-(2-methylprop-1-en-1-yl)benzaldehyde (145589-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 12 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201814308

upstream raw materials:

isopropyltriphenylphosphonium iodide

terephthalaldehyde,

4-bromo-benzaldehyde

1-bromo-4-(2-methyl-1-propenyl)benzene

Downstream raw materials:

(E)-3-[4-(2-Methyl-1-propenyl)phenyl]2-propenoic acid, methyl ester

4-(2-methylprop-1-en-1-yl)benzoic acid