4,5-Dimethylbenzene-1,2-dicarbaldehyde

Base Information

• Chemical Name: 4,5-Dimethylbenzene-1,2-dicarbaldehyde
• CAS No.: 25445-42-5
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• DSSTox Substance ID: DTXSID70535470
• Nikkaji Number: J615.056J
• Wikidata: Q82409780
• Mol file: 25445-42-5.mol

Synonyms:4,5-dimethylbenzene-1,2-dicarbaldehyde;4,5-dimethylphthalaldehyde;25445-42-5;SCHEMBL446933;DTXSID70535470;RVQPYKLCDGTEPT-UHFFFAOYSA-N

Chemical Property of 4,5-Dimethylbenzene-1,2-dicarbaldehyde

Chemical Property:

• PSA: 34.14000
• LogP: 1.92840
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,5-Dimethylbenzene-1,2-dicarbaldehyde

There total 6 articles about 4,5-Dimethylbenzene-1,2-dicarbaldehyde 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: 95.0%

1,2-bis(chloromethyl)-4,5-dimethylbenzene (2362-16-5) → 4,5-dimethylbenzene-1,2-dicarbaldehyde (25445-42-5)

Guidance literature:

With dipotassium hydrogenphosphate; Potassium benzeneselenite; In acetonitrile; for 3h;

DOI:10.1055/s-1984-30956

Reference yield: 92.0%

1,2-bis(hydroxymethyl)-4,5-dimethylbenzene (60070-05-5) → 4,5-dimethylbenzene-1,2-dicarbaldehyde (25445-42-5)

Guidance literature:

1,2-bis(hydroxymethyl)-4,5-dimethylbenzene; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja302537j

Reference yield:

oxalyl dichloride (79-37-8) + 1,2-bis(hydroxymethyl)-4,5-dimethylbenzene (60070-05-5) → 4,5-dimethylbenzene-1,2-dicarbaldehyde (25445-42-5)

Guidance literature:

oxalyl dichloride; With dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.166667h; Inert atmosphere;

1,2-bis(hydroxymethyl)-4,5-dimethylbenzene; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 0 ℃; for 2.16667h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02003

upstream raw materials:

1,2-bis(hydroxymethyl)-4,5-dimethylbenzene

1,2-bis(chloromethyl)-4,5-dimethylbenzene

dimethyl 4,5-dimethylphthalate

4,5-dimethylphthalic acid

Downstream raw materials:

1,2-diethynyl-4,5-dimethylbenzene

(6,7-dimethyl-3-phenylnaphthalen-2-yloxy)triisopropylsilane