5,6-dimethyl-2-vinylbenzaldehyde

Base Information

• Chemical Name: 5,6-dimethyl-2-vinylbenzaldehyde
• CAS No.: 1263309-89-2
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.216
• Mol file: 1263309-89-2.mol

Synonyms:5,6-dimethyl-2-vinylbenzaldehyde

Chemical Property of 5,6-dimethyl-2-vinylbenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6-dimethyl-2-vinylbenzaldehyde

There total 8 articles about 5,6-dimethyl-2-vinylbenzaldehyde 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: 98.0%

2-formyl-3,4-dimethylphenyltrifluoromethanesulfonate (1263309-88-1) + potassium vinyltrifluoroborate → 5,6-dimethyl-2-vinylbenzaldehyde (1263309-89-2)

Guidance literature:

With caesium carbonate; triphenylphosphine; palladium dichloride; In tetrahydrofuran; water;

DOI:10.1002/chem.201002817

Reference yield:

3,4-Dimethylphenol (95-65-8) → 5,6-dimethyl-2-vinylbenzaldehyde (1263309-89-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: bromine / dichloromethane / 1 h / 0 °C

2.1: potassium carbonate / acetone / 3 h / Reflux

3.1: diethylaluminium chloride / hexane / 6 h / 20 °C

4.1: potassium tert-butylate / tetrahydrofuran / 48 h / 20 °C

5.1: ozone / dichloromethane / -78 °C

5.2: 12 h / -78 - 20 °C

6.1: palladium on carbon; hydrogen; triethylamine / methanol / 2 h / 20 °C

7.1: pyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

8.1: caesium carbonate; triphenylphosphine; palladium dichloride / tetrahydrofuran; water

With pyridine; palladium on carbon; potassium tert-butylate; hydrogen; bromine; diethylaluminium chloride; potassium carbonate; caesium carbonate; ozone; triethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; 3.1: Claisen rearrangement / 8.1: Suzuki-Miyaura coupling;

DOI:10.1002/chem.201002817

Reference yield:

2-allyl-6-bromo-4, 5-dimethylphenol (1263309-86-9) → 5,6-dimethyl-2-vinylbenzaldehyde (1263309-89-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 48 h / 20 °C

2.1: ozone / dichloromethane / -78 °C

2.2: 12 h / -78 - 20 °C

3.1: palladium on carbon; hydrogen; triethylamine / methanol / 2 h / 20 °C

4.1: pyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

5.1: caesium carbonate; triphenylphosphine; palladium dichloride / tetrahydrofuran; water

With pyridine; palladium on carbon; potassium tert-butylate; hydrogen; caesium carbonate; ozone; triethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; water; 5.1: Suzuki-Miyaura coupling;

DOI:10.1002/chem.201002817

upstream raw materials:

3,4-Dimethylphenol

3-bromo-5, 6-dimethyl-2-hydroxybenzaldehyde

2-formyl-3,4-dimethylphenyltrifluoromethanesulfonate

2-allyl-6-bromo-4, 5-dimethylphenol

Downstream raw materials:

1-(2-vinyl-8, 9-dimethylphenyl)prop-2-en-1-ol